About the Team:

The mission of our Data Team is to create a trusted data ecosystem that fuels innovation. We have projects underway and on our roadmap that touch upon each part of this mission: improving trust in our data through proactive data governance and a significant overhaul of our data warehouse; improving our data ecosystem through enhancing and potentially migrating to more effective data tools; and fueling innovation by building net-new data capabilities that unlock performance and customer experiences such as near real-time data processing. 

Our Data Team comprises ~80+ data practitioners with skills in data platform engineering, analytics engineering, data analysis and reporting, decision science, machine learning, ML Ops, and GenAI. This Technical Program Manager role would add a critical skill set in data product development, enabling our team to build more proactive data solutions to drive our business and create great customer experiences. 

About the Role:

As a Principal Technical Program Manager in the Data organization, you will lead high-impact, cross-functional programs that drive the strategic vision of Gusto’s Data initiatives. In this role, you will collaborate with key business and technical stakeholders to plan, execute, and deliver programs that optimize data systems and governance, advance Gusto analytics maturation and data product capabilities, and expedite the ability for Gusto leadership to make data-informed decisions. You will not only lead programs but also help shape data strategy, ready the organization for technical change, and ensure alignment across multiple cross-functional teams.

As a critical partner to senior leadership, you will leverage both your technical expertise and program management acumen to influence decisions that support the data needs of the entire organization. You will work cross-functionally with data practitioners, product managers, and business leaders across the organization to ensure data programs are executed with precision and clarity. Your ability to manage complexity, balance technical depth with business outcomes, and foster cross-team collaboration will set you apart as a leader in this role.

By joining the Data Leadership team, you will play a key role in the overall data strategy at Gusto, leading efforts that impact data architecture, engineering efficiency, and product delivery. You will focus on bringing organizational rigor to large-scale data initiatives, while supporting teams in solving complex challenges with clear roadmaps, priorities, and strategic guidance.

Here’s What You’ll Do Day-to-Day:

• Lead and drive complex, cross-functional data programs by developing and managing detailed program roadmaps, project plans, and timelines, ensuring alignment between data teams, product and engineering partners, and business stakeholders.
• Partner with the Head of Data and senior leadership to define the data strategy, align on priorities, and report on progress across the organization.
• Oversee the implementation of critical data initiatives such as Amplitude re-implementation, optimizing CDP platforms like Tealium, and improving tracking across web and mobile applications.
• Collaborate with product managers, data engineers, and analysts to deliver high-quality, scalable data assets that meet organizational and customer needs.
• Establish and continuously improve operational procedures to enhance team productivity, streamline communication, and drive program success.
• Serve as a thought partner for executives, providing strategic insights and recommendations for data programs, including resource allocation, risk management, and technical considerations.
• Design and implement frameworks that ensure readiness for data-driven changes across the business, building scalable solutions to prepare teams for regular data updates and launches.
• Build strong relationships with engineering, product, and business stakeholders to ensure seamless delivery of data programs that have wide-reaching impacts.
• Help build Data’s brand within Gusto by creating company-wide communication mechanisms around the work we do
• Potential opportunity to lead a small team of TPMs in the future.

Minimum Requirements:

• 8+ years of experience in technical program management at software companies with demonstrated success leading large-scale, cross-functional programs.
• Deep experience with data engineering processes, architecture, and workflows, including a strong understanding of data platforms, cloud infrastructures, and ETL pipelines.
• Expertise in Agile methodologies, with a solid background in managing scrum teams, product backlogs, and roadmaps using JIRA or similar tools.
• Proven ability to communicate effectively across both technical and non-technical audiences, including executive leadership.
• Strong analytical, problem-solving, and systems-thinking skills with the ability to evaluate complex issues and propose data-driven solutions.

Nice to have:

• Extensive experience implementing tracking solutions for web and mobile apps, as well as familiarity with customer data platforms (e.g., Tealium, Amplitude).
• 3-5 years of experience managing and mentoring teams, with a proven ability to lead and develop individual contributors.
• Proficiency in SQL, with hands-on experience in querying databases like Redshift, Snowflake, or similar platforms.

This role is ideal for a highly strategic, technically adept leader who can navigate the intersection of data, product, and business needs to drive organizational success.

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity-based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings, please view our Total Rewards Approach page.

Our cash compensation amount for this role is targeted at $170,000-$210,000/year in Denver, Chicago, and Atlanta, $184,000/year - $228,000 in Los Angeles, and $199,000-$247,000/year for Seattle, San Francisco and New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

VP of Machine Learning & AI Solutions 

Remote Position for candidates based in Canada

About Sezzle:

Sezzle is a leading financial technology company dedicated to empowering consumers by offering flexible payment options and innovative shopping experiences. Our "buy now, pay later" platform enables millions of customers to make responsible purchases, manage payments, while driving growth for thousands of merchants. Additionally, Sezzle’s shopping solutions provide consumers with seamless, personalized experiences across a diverse range of retailers. We are committed to fostering financial inclusion and delivering cutting-edge technology to shape the future of commerce.

About the Role: 

We are seeking a visionary leader to join our core AI/ML team as the Vice President of AI/ML, responsible for overseeing the design, development, and deployment of machine learning models that power and enhance our financial platform. In this role, you will drive the creation of scalable machine learning solutions for personalized recommendations in the Sezzle marketplace, fraud detection, and credit risk assessment, utilizing a combination of cloud services, open-source tools, and proprietary algorithms.

Your leadership will be key in blending machine learning development and operations (MLOps) to automate and optimize the full lifecycle of our ML models. You will lead a team of engineers and data scientists to build large-scale, high-quality solutions that address diverse challenges in the shopping and fintech space, ensuring our AI-driven features are robust, efficient, and scalable as we continue to grow.

Responsibilities:

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Cross-Departmental AI Utilization: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

Minimum Requirements:

• Bachelor's degree in Computer Science, Computer Engineering, Machine Learning, Statistics, Physics, or a relevant technical field, or equivalent practical experience.
• At least 9+ years of experience in machine learning engineering, with demonstrated success in deploying scalable ML models in a production environment.

Ideal Skills & Experience:

• Deep expertise in one or more of the following areas: machine learning, recommendation systems, pattern recognition, data mining, artificial intelligence, or related technical fields.
• Proven track record of developing machine learning models from inception to business impact, demonstrating the ability to solve complex challenges with innovative solutions.
• Proficiency with Python is required, and experience with Golang is a plus.
• Demonstrated technical leadership in guiding teams, owning end-to-end projects, and setting the technical direction to achieve project goals efficiently.
• Experience working with relational databases, data warehouses, and using SQL to explore them.
• Strong familiarity with AWS cloud services, especially in deploying and managing machine learning solutions and scaling them in a cost-effective manner.
• Knowledgeable in Kubernetes, Docker, and CI/CD pipelines for efficient deployment and management of ML models.
• Comfortable with monitoring and observability tools tailored for machine learning models (e.g., Prometheus, Grafana, AWS CloudWatch) and experienced in developing recommender systems or enhancing user experiences through personalized recommendations.
• Solid foundation in data processing and pipeline frameworks (e.g., Apache Spark, Kafka) for handling real-time data streams.

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things.
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

Equal Employment Opportunity: 

Sezzle Inc. is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate based on race, color, religion, sex, national origin, age, disability, genetic information, pregnancy, or any other legally protected status. Sezzle recognizes and values the importance of diversity and inclusion in enriching its employees' employment experience and supporting our mission.

#Li-remote

Clover is reinventing healthcare by working to keep people healthier.

We value diversity — in backgrounds and in experiences. Healthcare is a universal concern, and we need people from all backgrounds and swaths of life to help build the future of healthcare. Clover's engineering team is empathetic, caring, and supportive. We are deliberate and self-reflective about the team and culture that we are building, looking for engineers that are not only strong in their own aptitudes but care deeply about aiding in each other's growth.

We’re looking for a Machine Learning Engineer II to help us build a revolutionary new health care business. Counterpart Health uses Machine Learning (including NLP/LLMs) to leverage our data to help keep patients healthy and out of the hospital by getting them targeted care. By predicting avoidable adverse events, our ML infrastructure is central to working on our central mission, and has a direct impact on improving clinical care. You will help build systems and tools that support the data needs of a diverse organization and contribute to the expansion of the ML capabilities of our Platform.

As a Machine Learning Engineer II, you will: 

• Create, debug, interpret and improve production ML models.
• Design, implement and validate pieces of our high-reliability, distributed platforms for ML.
• Build the tools and validation processes that help Counterpart translate insights into action at scale.
• Use existing commercial and open source tools to create a robust production platform.
• Work closely with Counterpart’s Data Science and Engineering teams to ensure that the ML platform is providing real value.
• Document, iterate, and provide tutorials to ensure Data Scientists and Engineers are able to use your tools easily.

Success in this role looks like:

• Within 90 days: Successfully able to deliver a well-scoped project that improves machine learning models or systems. 
• Within 6 months: Able to increasingly own larger pieces of the system and work more autonomously in places you have experience.
• In the future: Growing in ownership to increasingly large and complex pieces of our ML models and systems.

You will love this job if:

• You want to create impactwith your work by finding ML-driven insights in the data to unlock value and improve health outcomes for real people.
• You are comfortable acting autonomously on tasks in ambiguous and changing environments.
• You value collaboration and feedback. You can communicate technically in clear terms— to your teammates and across the technology team more broadly. You are willing and able to help your teammates grow by providing (and receiving) respectful and constructive feedback, and disclosing your unique insights with everyone.
• You enjoy working in a fluid environment, defined by priorities that adapt to our larger goals. You can bring clarity to ambiguity on projects while remaining open-minded to new information that might change your mind.
• You are not hesitant to jump in to help fix things that are broken and you are encouraged to make sustainable systems. You are happy to fill in the gaps to reach a goal where necessary, even if it does not always fit your job description.
• You have a genuine interest in what good technology can do to help people and have a positive attitude about tackling hard problems in an important industry.

You should get in touch if:

• You have 3+ years of experience in Machine Learning Engineering or related roles in technology enabled companies, healthcare experience preferred but not required. 
• You have experience with Python, Python data science libraries (numpy, pandas, sklearn, tensorflow, pytorch, etc.), and deploying Python apps into production environments.
• You have a solid foundation in feature engineering, feature selection, and AI techniques.
• You have experience interpreting, modifying, and debugging the inputs and outputs of production ML models.
• You have both built and refactored parts of distributed systems, especially ML systems.

Benefits Overview:

• Financial Well-Being: Our commitment to attracting and retaining top talent begins with a competitive base salary and equity opportunities. Additionally, we offer a performance-based bonus program and regular compensation reviews to recognize and reward exceptional contributions.
• Physical Well-Being: We prioritize the health and well-being of our employees and their families by offering comprehensive group medical coverage that include coverage for hospitalization, outpatient care, optical services, and dental benefits.
• Mental Well-Being: We understand the importance of mental health in fostering productivity and maintaining work-life balance. To support this, we offer initiatives such as No-Meeting Fridays, company holidays, access to mental health resources, and a generous annual leave policy. Additionally, we embrace a remote-first culture that supports collaboration and flexibility, allowing our team members to thrive from any location. 
• Professional Development: We are committed to developing our talent professionally. We offer learning programs, mentorship, professional development funding, and regular performance feedback and reviews.

Additional Perks:

• Reimbursement for office setup expenses
• Flexibility to work from home, enabling collaboration with global teams
• Paid parental leave for all new parents
• And much more!

#LI-REMOTE

About Clover: We are reinventing health insurance by combining the power of data with human empathy to keep our members healthier. We believe the healthcare system is broken, so we've created custom software and analytics to empower our clinical staff to intervene and provide personalized care to the people who need it most.

We always put our members first, and our success as a team is measured by the quality of life of the people we serve. Those who work at Clover are passionate and mission-driven individuals with diverse areas of expertise, working together to solve the most complicated problem in the world: healthcare.

From Clover’s inception, Diversity & Inclusion have always been key to our success. We are an Equal Opportunity Employer and our employees are people with different strengths, experiences and backgrounds, who share a passion for improving people's lives. Diversity not only includes race and gender identity, but also age, disability status, veteran status, sexual orientation, religion and many other parts of one’s identity. All of our employee’s points of view are key to our success, and inclusion is everyone's responsibility.

Overview

About the Role

We are hiring a Senior Product Manager to join our Sponsored Products Marketplace and Auction team. Sponsored products is our flagship search advertising product, and accounts for a meaningful portion of our advertising business today. We are looking for a Product Manager who can do it all, from leveraging strong design intuition to innovate on new consumer experiences to drive better engagement with sponsored products, to strong systems thinking and technical chops to comfortably lead improvements around auction dynamics and marketplace inventory to sustainably grow revenue. In this role, you will sit at the intersection of balancing and maximizing ecosystem value across instacart ads revenue, advertiser value, and consumer engagement.

About the Team

• You will be working with a talented team of frontend and ML/backend Engineers, Data Scientists, and Sales / Product Marketers to identify, incubate, and launch products.
• You will also closely partner with consumer Product Managers across search, storefront, checkout, and more and more to thoughtfully design, launch, and scale advertising solutions across the shopping journey.

About the Job 

• You will work with designers to innovate on the next frontier on Sponsored Products formats, user experience improvements, and new use cases to improve engagement, all while maintaining a high degree of consistency with the current organic experience.
• You will partner with highly technical ML engineers to innovate across highly technical areas, from building prediction models to identify what ads are most relevant to users in real-time based on their intent, behavior, and contextual signals, to designing the right auction mechanisms to ensure relevance for customers, healthy competition, and efficient allocation of ads, and building predictive pricing algorithms to better optimize across advertiser value and advertising revenue.
• You will work with cross functional partners across sales, insights, and business operations to identify and grow underpenetrated parts of the sponsored products business.

About You

Minimum Qualifications

• 3+ years in Product Management at a technology company
• Analytical background and a strong systems thinker
• Strong design intuition and ability solve for customer needs
• Strong cross functional collaborator, with a demonstrated ability to build trusted relationships and drive alignment and progress across teams
• Passion for building products that unlock value for multi sided marketplaces
• Thrive in fast-paced, quickly changing environment

Preferred Qualifications

• Prior experience building products for and interfacing with B2B stakeholders (advertising and consumer packaged goods a plus)
• Experience operating in marketplace, auction, and supply optimization ecosystems
• Ability to operate high stakes environments, leading communication, and driving alignment with executive leadership

Like we said,we areobsessed with our people. That’s whywe offera generous benefits package, professional growth, and valuable time to recharge. Learn more about our companyculture codeandbenefits. Plus, check out ouraccolades. 

Don’t meet every single requirement?   

Studies have shown that women, people of color and the LGBTQ+ community are less likely to apply to jobs unless they meet every single qualification.  At MetroStar we are dedicated to building a diverse, inclusive, and authenticculture, so, if you’re excited about this role, but your previous experience doesn’t align perfectly with every qualification in the job description, we encourage you to go ahead and apply.  We pride ourselves on making great matches, and you may be the perfect match for this role or another one we have. Best of luck! – The MetroStar People & Culture Team 

What we want you to know: 

In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification form upon hire. 

MetroStar Systems is committed to creating a diverse environment and is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. The statements herein are intended to describe the general nature and level of work being performed by employees and are not to be construed as an exhaustive list of responsibilities, duties, and skills required of personnel so classified. Furthermore, they do not establish a contract for employment and are subject to change at the discretion of MetroStar Systems. 

Not ready to apply now?  

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Overview

This role challenges traditional approaches to digital shopping by improving backend systems that power a seamless user journey. You will lead efforts to enhance content discoverability and purchase processes, helping to perfect the interaction between user desires and our vast product offerings.

About The Role

The Senior Software Engineer will focus on enhancing the user experience by developing robust backend architectures that support advanced recommendation and personalization systems. In close collaboration with ML engineers, product teams, and data scientists, you will lead the innovation of our backend services, enabling sophisticated, data-driven features that adapt to our customers' shopping behaviors.

About the Team

The Core Experience teams are dedicated to creating engaging and straightforward shopping experiences. You will be part of a team that is at the heart of product innovation, focusing on everything from the user interfaces to the underlying systems that support our web and mobile platforms. Our team’s work is guided by a data-driven methodology that ensures decisions are aligned with consumer needs, helping us move swiftly and efficiently in our development processes.

Overview of the Core Experiences teams that are currently hiring:

Search Team:

An engineer who will improve our search architecture, playing a key role in the crucial stage of the customer shopping journey. This position will reshape how customers search for retailers and products on Instacart. The role involves working closely with machine learning engineers, product managers, UX designers, and data scientists to transform Instacart's search experience, making every interaction both personalized and meaningful.

About the Job

Responsibilities:

• Design, build, and maintain high-quality backend applications.
• Lead the development of our backend system's roadmap, prioritizing scalability and reliability.
• Innovate and think creatively to develop new features that enhance our customer's shopping experiences.
• Own and lead major components of our product, ensuring they meet both internal standards and external expectations.
• Collaborate across teams to foster a unified approach to product development, facilitating consensus and driving effective outcomes.
• Responsible for the strategic planning and execution of projects you oversee, from inception to deployment and maintenance.

About You

Minimum Qualifications

• 5+ years of backend development experience, with a strong record of project delivery.
• Proficiency in backend languages, such as Ruby or Go.
• A solid foundation in unit testing and problem-solving.
• Exceptional communication skills and the ability to lead and collaborate with diverse teams.
• Holds a Bachelor's or Master’s degree in Computer Science, Software Engineering, or equivalent experience.

Preferred Qualifications

• Effectively lead a cross-functional team, demonstrating strong teamwork skills, and capable of clearly communicating ideas and fostering alignment across different departments.
• Experience in building scalable solutions and architecture.
• Familiarity with ML model development and iteration.
• Thorough knowledge of developing applications using GraphQL.
• Skilled in the use of monitoring and observability tools like Datadog.
• Extensive experience with database management, particularly PostgreSQL and AWS OpenSearch.

Grammarly is excited to offer aremote-first hybrid working model. Grammarly team members in this role must be based in the United States, and, depending on business needs, they must be able to meet in person for collaboration weeks during the internship, traveling if necessary to the hub(s) where their team is based.

This flexible approach gives team members the best of both worlds: plenty of focus time along with in-person collaboration that fosters trust and unlocks creativity.

About Grammarly

Grammarly is the world’s leading AI writing assistance company trusted by over 30 million people and 70,000 teams. From instantly creating a first draft to perfecting every message, Grammarly helps people at 96% of theFortune 500 and teams at companies like Atlassian, Databricks, and Zoom get their point across—and get results—with best-in-class security practices that keep data private and protected. Founded in 2009, Grammarly is No. 14 on the Forbes Cloud 100, one of TIME’s 100 Most Influential Companies, one of Fast Company’s Most Innovative Companies in AI, and one of Inc.’s Best Workplaces.

The Opportunity

To achieve our ambitious goals, we’re looking for a Machine Learning Intern to join our Engineering team for three months in the summer of 2025. We seek students who, ideally, have finished at least one year of master’s or PhD program and have a background in machine learning and deep learning. 

Machine learning interns will work on various projects across Engineering, spanning writing assistance, personalization, responsible AI, on-device capabilities, and marketing. In this role, the intern will help Grammarly tackle some of our most interesting technical challenges and gain real-world experience shipping features to millions of users. 

Grammarly’s engineers and researchers have the freedom to innovate and uncover breakthroughs—and, in turn, influence our product roadmap. The complexity of our technical challenges is growing rapidly as we scale our interfaces, algorithms, and infrastructure. You can hear more from our team on our technical blog.

As a Machine Learning Intern, you will help tackle some of Grammarly’s biggest machine learning challenges. In this role, you will:

• Work on end-to-end ML challenges related to your team’s high-level goals.
• Develop data-driven solutions using machine learning, deep learning, and potentially NLP technologies.
• Iterate quickly in a fast-paced environment and leverage your unique point of view to share feedback on product direction.
• Partner with a mentor to scope, design, and execute a fully formed project over the duration of your internship. 
• Collaborate with a strong, cross-functional team of professionals from whom you can learn daily, especially with a mentor. 
• Get your hands on various APIs, frameworks, and programming languages. 
• Learn from all the challenges that come from shipping a product to tens of millions of daily active users.

Qualifications

• Is available for the entire duration of a twelve-week program. 
• Is currently enrolled in a full-time, degree-seeking program and in the process of obtaining a master’s or doctorate degree in computer science or a related field.
• Is passionate about Grammarly’s mission—improving lives by improving communication.
• Has solid machine learning fundamentals, including traditional methods and deep learning. Some teams will also leverage NLP and large language models.
• Has proficiency in at least one programming language (preferably Python and Python-based ML tools) 
• Is excited to learn!
• Embodies our EAGER values—is ethical, adaptable, gritty, empathetic, and remarkable.
• Is inspired by our MOVE principles, which are the blueprint for how things get done at Grammarly: move fast and learn faster, obsess about creating customer value, value impact over activity, and embrace healthy disagreement rooted in trust.
• Is able to collaborate in person for 2 weeks during the summer, traveling if necessary to our US hubs. 

Compensation

The expected pay for this position is $54.00 USD/hour and may be modified in the future. 

We encourage you to apply

At Grammarly, we value our differences, and we encourage all to apply—especially those whose identities are traditionally underrepresented in tech organizations. We do not discriminate on the basis of race, religion, color, gender expression or identity, sexual orientation, ancestry, national origin, citizenship, age, marital status, veteran status, disability status, political belief, or any other characteristic protected by law. Grammarly is an equal opportunity employer and a participant in the US federal E-Verify program (US). We also abide by the Employment Equity Act (Canada).

VP of Engineering - Infrastructure and Security

This is a remote role for candidates based in the U.S.

About the Role: 

We are looking for an experienced engineering leader to manage multiple teams across several disciplines: our hosting platform, security, authentication, middleware, and various other internal services. You will be responsible for the growth and scaling of both the tech and the people in your organization, which includes a mix of Software, Site Reliability, DevOps, and Data Engineers.

As our business grows, scaling our infrastructure safely and in a cost-effective manner will be your core challenge. You will be starting with an already-strong team of individual contributors and managers, and will have the full support of leadership, the business, and the other development teams to accomplish this.

This is a role that is still highly technical. You will be expected to dig into technical work with the team, and provide a deep well of experience running and scaling infrastructure. 

At a minimum, you should have production experience with the following technologies:

• Kubernetes
• AWS - particularly EC2, Aurora/RDS, Redshift
• Relational Databases

The higher-level challenges you’ll face include:

• Keep Sezzle secure, and build/maintain cutting edge tooling for detecting and remediating vulnerabilities or other security issues.
• Step into a people leadership role with multiple teams of engineers, each led by an exceptional Engineering Manager. Grow the careers of your folks as the company expands, keep them happy and engaged.
• Continue expanding the teams with new hires, supporting and growing them into exceptional engineers, and coaching those that struggle.
• Scale up our data infrastructure, warehousing, and analytics tooling that’s used heavily by every unit of the business.
• Scale up our ML training and deployments, with a shift towards architecture that supports continuous training.
• Partner with the data and development teams to keep best practices in mind for building on the infrastructure you support.
• Work with other leaders to keep us compliant with SOC2, PCI, SOX, and similar audits for the fintech industry.

The full tech stack you’ll deal with includes:

• AWS, particularly RDS/Aurora with MySQL, Networking, and EC2. ML products are a bonus.
• Kubernetes, both self-managed (KOPS) and managed (AWS EKS)
• Prometheus (with Thanos), Loki, Grafana, Alertmanager.
• Golang, with our stack including Gin, Gorm, MySQL.
• Python and SQL for the data science and data engineering aspects.
• Async tools like Kafka, SQS, RabbitMQ, or design patterns that solve the same problem.

You’ll also be expected to bring a strong set of fundamentals that includes software development principles, work estimation and breakdown experience, and a strong background in web development in general - including HTTP/TCP networking, and both synchronous and asynchronous architectures.

Our Company:

Sezzle is a cutting-edge fintech company whose mission is to financially empower young consumers. Only one in three millennials own a credit card, and the vast majority of millennials possess a subprime credit score or no score at all. To address these problems, Sezzle has built a payment platform that increases purchasing power for consumers by offering interest-free installment plans at online stores. This increase in purchasing power for consumers leads to increased sales and basket sizes for the thousands of eCommerce merchants that currently work with Sezzle. 

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

About You: 

• A+ character. We are team-first here at Sezzle. 
• A hard-working mentality. It’s early and there is still a lot to build. 
• An excellent communicator. 
• A fun attitude. Life’s too short. We can have fun while we work hard on cool things. 
• Smarts. We need people that are smart enough to make decisions on their own and also smart enough to know when they need input from others. 

Perks & Benefits: 

• Competitive salary and benefits 
• Generous stock options 
• Medical, dental and vision insurance 
• Life and long term disability insurance 
• 401k with 100% match 
• Collaborative workspace, commuter benefits, full-stocked kitchen, weekly lunches and much more! 
• The opportunity to join Minneapolis’s fastest growing startup alongside a team of motivated and driven individuals 

Sezzle provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, creed, gender, sex (including pregnancy, childbirth, and related medical conditions), sexual orientation, gender identity, national origin, age, disability, genetic information or characteristics, marital status, familial status, veteran or military status, status regarding public assistance, membership or activity in a local commission, or any other protected status in accordance with applicable federal, state and local laws.

#Li-remote

VP of Engineering - Infrastructure and Security

This is a remote role for candidates based in Canada

About the Role: 

We are looking for an experienced engineering leader to manage multiple teams across several disciplines: our hosting platform, security, authentication, middleware, and various other internal services. You will be responsible for the growth and scaling of both the tech and the people in your organization, which includes a mix of Software, Site Reliability, DevOps, and Data Engineers.

As our business grows, scaling our infrastructure safely and in a cost-effective manner will be your core challenge. You will be starting with an already-strong team of individual contributors and managers, and will have the full support of leadership, the business, and the other development teams to accomplish this.

This is a role that is still highly technical. You will be expected to dig into technical work with the team, and provide a deep well of experience running and scaling infrastructure. 

At a minimum, you should have production experience with the following technologies:

• Kubernetes
• AWS - particularly EC2, Aurora/RDS, Redshift
• Relational Databases

The higher-level challenges you’ll face include:

• Keep Sezzle secure, and build/maintain cutting edge tooling for detecting and remediating vulnerabilities or other security issues.
• Step into a people leadership role with multiple teams of engineers, each led by an exceptional Engineering Manager. Grow the careers of your folks as the company expands, keep them happy and engaged.
• Continue expanding the teams with new hires, supporting and growing them into exceptional engineers, and coaching those that struggle.
• Scale up our data infrastructure, warehousing, and analytics tooling that’s used heavily by every unit of the business.
• Scale up our ML training and deployments, with a shift towards architecture that supports continuous training.
• Partner with the data and development teams to keep best practices in mind for building on the infrastructure you support.
• Work with other leaders to keep us compliant with SOC2, PCI, SOX, and similar audits for the fintech industry.

The full tech stack you’ll deal with includes:

• AWS, particularly RDS/Aurora with MySQL, Networking, and EC2. ML products are a bonus.
• Kubernetes, both self-managed (KOPS) and managed (AWS EKS)
• Prometheus (with Thanos), Loki, Grafana, Alertmanager.
• Golang, with our stack including Gin, Gorm, MySQL.
• Python and SQL for the data science and data engineering aspects.
• Async tools like Kafka, SQS, RabbitMQ, or design patterns that solve the same problem.

You’ll also be expected to bring a strong set of fundamentals that includes software development principles, work estimation and breakdown experience, and a strong background in web development in general - including HTTP/TCP networking, and both synchronous and asynchronous architectures.

Our Company:

Sezzle is a cutting-edge fintech company whose mission is to financially empower young consumers. Only one in three millennials own a credit card, and the vast majority of millennials possess a subprime credit score or no score at all. To address these problems, Sezzle has built a payment platform that increases purchasing power for consumers by offering interest-free installment plans at online stores. This increase in purchasing power for consumers leads to increased sales and basket sizes for the thousands of eCommerce merchants that currently work with Sezzle. 

What Makes Working at Sezzle Awesome? 

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators; we are skilled musicians, yogis, cyclists, chefs, golfers, dog-lovers, and rock-climbers. We believe in surrounding ourselves with not only the best and the brightest individuals, but those that are unique and purpose-driven in all that they do. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

About You: 

• A+ character. We are team-first here at Sezzle. 
• A hard-working mentality. It’s early and there is still a lot to build. 
• An excellent communicator. 
• A fun attitude. Life’s too short. We can have fun while we work hard on cool things. 
• Smarts. We need people that are smart enough to make decisions on their own and also smart enough to know when they need input from others. 

Perks & Benefits: 

• Competitive salary and benefits 
• Generous stock options 
• Medical, dental and vision insurance 
• Life and long term disability insurance 
• 401k with 100% match 
• Collaborative workspace, commuter benefits, full-stocked kitchen, weekly lunches and much more! 
• The opportunity to join Minneapolis’s fastest growing startup alongside a team of motivated and driven individuals 

Sezzle provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, creed, gender, sex (including pregnancy, childbirth, and related medical conditions), sexual orientation, gender identity, national origin, age, disability, genetic information or characteristics, marital status, familial status, veteran or military status, status regarding public assistance, membership or activity in a local commission, or any other protected status in accordance with applicable federal, state and local laws.

#Li-remote

VP of Machine Learning & AI Solutions 

Remote Position for candidates based in the U.S.

About Sezzle:

Sezzle is a leading financial technology company dedicated to empowering consumers by offering flexible payment options and innovative shopping experiences. Our "buy now, pay later" platform enables millions of customers to make responsible purchases, manage payments, while driving growth for thousands of merchants. Additionally, Sezzle’s shopping solutions provide consumers with seamless, personalized experiences across a diverse range of retailers. We are committed to fostering financial inclusion and delivering cutting-edge technology to shape the future of commerce.

About the Role: 

We are seeking a visionary leader to join our core AI/ML team as the Vice President of AI/ML, responsible for overseeing the design, development, and deployment of machine learning models that power and enhance our financial platform. In this role, you will drive the creation of scalable machine learning solutions for personalized recommendations in the Sezzle marketplace, fraud detection, and credit risk assessment, utilizing a combination of cloud services, open-source tools, and proprietary algorithms.

Your leadership will be key in blending machine learning development and operations (MLOps) to automate and optimize the full lifecycle of our ML models. You will lead a team of engineers and data scientists to build large-scale, high-quality solutions that address diverse challenges in the shopping and fintech space, ensuring our AI-driven features are robust, efficient, and scalable as we continue to grow.

Responsibilities:

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Cross-Departmental AI Utilization: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

Minimum Requirements:

• Bachelor's degree in Computer Science, Computer Engineering, Machine Learning, Statistics, Physics, or a relevant technical field, or equivalent practical experience.

• At least 9+ years of experience in machine learning engineering, with demonstrated success in deploying scalable ML models in a production environment.

Ideal Skills & Experience:

• Deep expertise in one or more of the following areas: machine learning, recommendation systems, pattern recognition, data mining, artificial intelligence, or related technical fields.
• Proven track record of developing machine learning models from inception to business impact, demonstrating the ability to solve complex challenges with innovative solutions.
• Proficiency with Python is required, and experience with Golang is a plus.
• Demonstrated technical leadership in guiding teams, owning end-to-end projects, and setting the technical direction to achieve project goals efficiently.
• Experience working with relational databases, data warehouses, and using SQL to explore them.
• Strong familiarity with AWS cloud services, especially in deploying and managing machine learning solutions and scaling them in a cost-effective manner.
• Knowledgeable in Kubernetes, Docker, and CI/CD pipelines for efficient deployment and management of ML models.
• Comfortable with monitoring and observability tools tailored for machine learning models (e.g., Prometheus, Grafana, AWS CloudWatch) and experienced in developing recommender systems or enhancing user experiences through personalized recommendations.
• Solid foundation in data processing and pipeline frameworks (e.g., Apache Spark, Kafka) for handling real-time data streams.

About You:

• You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
• You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things.
• You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
• You earn trust - you listen attentively, speak candidly, and treat others respectfully.
• You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
• You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.

What Makes Working at Sezzle Awesome:

At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire. 

Equal Employment Opportunity: 

Sezzle Inc. is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate based on race, color, religion, sex, national origin, age, disability, genetic information, pregnancy, or any other legally protected status. Sezzle recognizes and values the importance of diversity and inclusion in enriching its employees' employment experience and supporting our mission.

#Li-remote

Summary:

The Machine Learning Engineer will shape the future of data for autonomous trucking by contributing to our data driven perception simulation pipeline. In this role, you will be responsible for applying state of the art approaches for Neural Rendering in a scalable production setting, contribute to our data workflow and communicate with stakeholders such as machine learning and testing teams which rely on data from our simulation. 

What you'll be doing:

• Implement the latest research advances in Neural Rendering and related domains.
• Advance modern simulation techniques by using state-of-the art ML approaches and computer vision techniques
• Support implementing a neural rendering framework that allows to scale perception simulation
• Integrate the framework in a cloud environment and automate the pipeline to allow scaling for the target verification and validation of our autonomous trucks
• Develop a data workflow for the input and output to our pipeline

What you'll need to succeed:

• BS or MS in computer vision, machine learning, computer science, computer engineering or related fields
• 3+ years of software development experience or a PhD in machine learning, Computer Vision, or related field
• Strong experience in Python and science libraries like Numpy, SciPy, Pandas and Matplotlib
• Experience with one or more deep learning framework such as PyTorch or TensorFlow
• Expert knowledge of the principles, algorithms and tools of applied Deep Learning, including model training strategies, data processing, cost functions, quality metrics, etc.
• Experience with 3D Computer Vision or rendering algorithms
• Experience in applying machine learning towards rendering, 3D computer vision or related field, preferably multiple projects in these core areas
• Track record of successfully building and shipping products or open-source projects

Bonus Points!

• Publication record in Computer Vision, Computer Graphics and Machine Learning conferences (e.g. SIGGRAPH, CVPR, NeurIPS, ICCV, ICLR, ICML ...) is a plus
• Kanban, Scrum or Scaled Agile development
• Experience developing sensor models, 3D simulation environments, rendering and ray tracing in a perception simulation environment (i.e., game engine or other similar simulation environment)
• Software and system troubleshooting and problem-solving with specific focus on system-level analysis, fault isolation and identification
• Experience with C++, C#, ROS for autonomous SW development and simulation tooling

Perks of Being a Full-time Torc’r 

Torc cares about our team members and we strive to provide benefits and resources to support their health, work/life balance, and future. Our culture is collaborative, energetic, and team focused. Torc offers:     

• A competitive compensation package that includes a bonus component and stock options  
• 100% paid medical, dental, and vision premiums for full-time employees    
• 401K plan with a 6% employer match  
• Flexibility in schedule and generous paid vacation (available immediately after start date) 
• Company-wide holiday office closures  
• AD+D and Life Insurance 

Summary:

The Senior Machine Learning Engineer will shape the future of our data for autonomous trucking by contributing to our data driven perception simulation pipeline. In this role, you will be responsible for applying state of the art approaches for Neural Rendering in a scalable production setting, contribute to our data workflow and communicate with stakeholders such as machine learning and testing teams which rely on data from our simulation.  

What you'll be doing:

• You will shape the future of our data for autonomous trucking by contributing to our data driven perception simulation pipeline. In this role, you will be responsible for applying state of the art approaches for Neural Rendering in a scalable production setting, contribute to our data workflow and communicate with stakeholders such as machine learning and testing teams which rely on data from our simulation. 
• Advance modern simulation techniques by using state-of-the art ML approaches and computer vision techniques
• Monitor, evaluate, and integrate the latest research advances in Neural Rendering and related domains to a production environment.
• Deliver key contributions to design, architecture and implementation of a neural rendering framework that allows to scale perception simulation
• Integrate the framework in a cloud environment and automate the pipeline to allow scaling for the target verification and validation of our autonomous trucks
• Develop sensor models for camera, LIDAR and RADAR and apply them to a Neural Rendering setting

What you need to succeed:

• BS, MS or PhD in computer vision, machine learning, computer science, computer engineering or related fields
• 5+ years of software development experience or a PhD in machine learning, Computer Vision, or related field
• Strong experience in Python and science libraries like Numpy, SciPy, Pandas and Matplotlib
• Experience with one or more deep learning framework such as PyTorch or TensorFlow
• Expert knowledge of the principles, algorithms and tools of applied Deep Learning, including model training strategies, data processing, cost functions, quality metrics, etc.
• Experience with 3D Computer Vision or rendering algorithms
• Experience in applying machine learning towards rendering, 3D computer vision or related field, preferably multiple projects in these core areas
• Track record of successfully building and shipping products or open-source projects

Bonus Points:

• Publication record in Computer Vision, Computer Graphics and Machine Learning conferences (e.g. SIGGRAPH, CVPR, NeurIPS, ICCV, ICLR, ICML ...) is a plus
• Kanban, Scrum or Scaled Agile development
• Experience developing sensor models, 3D simulation environments, rendering and ray tracing in a perception simulation environment (i.e., game engine or other similar simulation environment)
• Software and system troubleshooting and problem-solving with specific focus on system-level analysis, fault isolation and identification
• Technical leadership experience
• Experience with C++, C#, ROS for autonomous SW development and simulation tooling

Perks of Being a Full-time Torc’r 

Torc cares about our team members and we strive to provide benefits and resources to support their health, work/life balance, and future. Our culture is collaborative, energetic, and team focused. Torc offers:     

• A competitive compensation package that includes a bonus component and stock options  
• 100% paid medical, dental, and vision premiums for full-time employees    
• 401K plan with a 6% employer match  
• Flexibility in schedule and generous paid vacation (available immediately after start date) 
• Company-wide holiday office closures  
• AD+D and Life Insurance 

This role drives the various robotics aspects of the perception software stack. The specific duties may include streamlining optimization, integration, creation of ML training and evaluation frameworks, pipelines, sensor data preprocessing, productionalization, and designing for experimentation cycles and production.

What you’ll be doing:

• Cross-Functional Collaboration: Partner with various teams to architect and implement technologies that drive large-scale machine learning (ML) and autonomous vehicle (AV) development. Ensure alignment of ML systems with AV requirements through collaborative design and integration.

• Technical Ownership: Lead and manage the delivery of complex technical projects related to ML system training and evaluation. 

• Quality and Standards: Maintain rigorous standards in planning, code reviews, and design discussions. Advocate for best practices in code quality and system architecture to support robust and scalable ML solutions.

• Innovative Solutions: Develop pragmatic, long-term software solutions tailored to the unique challenges of evaluating ML systems. 

• Process Improvement: Design and implement processes and tools that enhance Research & Development (R&D) productivity within the Perception organization. Aim to streamline workflows and increase the velocity of ML model training and evaluation.

What you must have:

• BS, MS, or Ph.D. in Computer Science, Electrical Engineering, Mathematics, Physics, or a related discipline; or equivalent practical experience.

• Proficiency in Python and C++ for developing and optimizing production-quality ML systems. Strong grounding in computer science fundamentals, including object-oriented programming, data structures, algorithm design, and complexity analysis.

• Machine Learning Experience: Demonstrated knowledge and experience with ML systems, including model evaluation, performance metrics, and tuning.

• Leadership and Collaboration: Minimum of 4 years of experience leading technical teams in cross-functional projects. Proven ability to navigate a dynamic environment with shifting priorities while maintaining effective collaboration and influence.

• Passion for Technology: Enthusiasm for self-driving car technology and its transformative potential on society. Commitment to advancing the field through innovative ML and AV solutions.

Bonus points!

• Familiarity with SQL

The salary range for this position is $175,100 - $257,500. Compensation will vary depending on location, job-related knowledge, skills, and experience. You mayalso be offered a bonus, long-term incentives, and benefits. These ranges are subject to change.