Staff PRODUCT ENGINEER (Contract)

Build it. Ship it. Own it.

Location: Argentina, Brazil, Colombia, Chile, Mexico, Dominican Republic, Peru

About Counterpart

Counterpart is an insurtech platform reimagining management and professional liability for the modern workplace. We believe that when businesses lead with clarity and confidence, they become more resilient, more innovative, and better prepared for what's ahead. That's why we built the first Agentic Insurance™ system — where advanced AI and deep insurance expertise come together to proactively assess, mitigate, and manage risk. Backed by A-rated carriers and trusted by brokers nationwide, our platform helps small businesses grow with confidence. Join us in shaping a smarter future, helping businesses Do More With Less Risk®.

The Role

As a Product Engineer at Counterpart, you own problems and drive outcomes. You iron out requirements with stakeholders, partners, and customers. You leverage AI for implementation. You verify the end-to-end result. You iterate until you move the needle.

You run projects with other Product Engineers and AI agents. You know when to delegate to a human, when to delegate to an agent, and when to do it yourself. 

YOU WILL

Own the Problem

• Take accountability for the outcome. 
• Talk directly to your users, stakeholders, and peers to discover the problem. 
• Translate business intents into functional requirements that engineers and agents can build against. Determine where human judgment is non-negotiable and where AI can augment or act autonomously. 
• Own the non-functional technical requirements. Specify the quality bar: performance, scalability, reliability, security, maintainability.

Build with AI

• Write production-quality code across the stack: Python, Django, AWS, React, and PostgreSQL. You are not afraid of any layer.
• Direct agents and review their output with domain depth. Catch what they miss across the functional and non-functional bar: correctness, edge cases, performance, security, testability, readability.
• Evaluate and improve agent output regularly. Track failure modes. Refine the prompts and patterns that lift the quality ceiling over time.
• Run projects that span other Product Engineers and agents. Coordinate work, manage dependencies, and keep things moving without micromanaging.
• Contribute to architectural decisions. Bring options and alternatives, not objections. Know when the elegant solution is the wrong call for a startup moving fast.
• Contribute to and manage the context harness as you build and deliver.

Verify and Iterate

• Surface delivery risks early. Bring solutions, not just problems. Keep your stakeholders informed without turning every risk into a meeting.
• Verify the end-to-end result yourself. Confirm the system does what the requirements say, and that the requirements were right.
• Drive adoption of what you ship. Documentation, enablement, and usage monitoring are part of the job.
• Monitor your services in production. Own the signal. Debug and fix what breaks.
• Participate in support rotations. When users run into issues with what you shipped, you investigate and fix them.
• Iterate until you move the needle. Shipping is not the finish line. Outcome is.

Raise the Bar

• Mentor engineers around you. Give direct, useful feedback. Leave things better than you found them.
• Make deliberate calls on technical debt: when to accumulate it, when to pay it down, when to refactor. Translate trade-offs into language that business leaders can act on.
• Operate to the engineering standards for quality, reliability, and operational excellence.

YOU HAVE

• 10+ years building production web applications across the full stack. The years are the floor, not the bar. What matters is whether you have actually done this: owned a problem end-to-end, written the spec, built the thing, coordinated the work, and shipped it without someone else holding the thread.
• Demonstrated experience gathering requirements directly. You have interviewed users, customers, and partner teams, and turned ambiguous intent into specs that engineers and agents can build against.
• Demonstrated experience owning both functional and non-functional requirements. You have defined what a system must do and held the line on how well it must do it.
• A track record of owning a domain or initiative without close supervision. You have navigated ambiguity, made judgment calls, and been accountable for the outcome.
• Extreme ownership and a bias for action. You do not sit and wait. You chase stakeholders, customers, and answers when you need them.
• Experience coordinating across engineers and AI agents on a shared initiative. You have managed the work without holding a formal management title.
• Strong technical judgment and the depth to catch what AI-generated code gets wrong: not syntax, but correctness, architecture, intent.
• Proficiency with Python and Django. Working knowledge of TypeScript, React, and PostgreSQL.
• Proficiency in developing with AI tools (Claude Code, Cursor, OpenAI Codex, similar) and the drive to stay ahead of how AI development practices are evolving.
• Domain curiosity. You learn the business context your work supports, not just the systems. You understand why the problem matters, not just how to solve it.
• The ability to communicate clearly across engineering, product, and business, translating technical complexity without losing meaning.
• Low ego and high Emotional Quotient (EQ). You influence without authority, take feedback well, and leave your ego out of technical decisions.
• Experience working with distributed, remote teams.

HOW THIS ROLE WORKS

Product Engineering exists to collapse the distance between a problem and a working solution. You own a problem or part of a vision. You shape it with stakeholders. You build it with AI. You verify it end-to-end. You iterate until the metric moves.

You work within the Context Architecture, a shared system of documentation, design patterns, and domain knowledge that gives you the technical context to make autonomous decisions at every step.

This is not a role for engineers who need to be told how. It is a role for engineers who can take a problem, fill in the gaps with good judgment, and ship something that works.

WHO YOU WILL WORK WITH

• Derrick Franco, Principal Engineer: After teaching himself to code at 13, Derrick went on to co-found Jumpstart in addition to building out the technical divisions at InvestorsAlley and Phinaz Media Group. Nowadays Derrick spends his time reading, with his wife, and working on his podcast The Future of Work Project.
• Julian Prokay, Principal Engineer: A veteran of the SaaS space with experience working on both student systems and construction management software. In his free time, he enjoys history podcasts and fantasy literature.
• Tony Nguyen, Engineering Manager: Tony is an engineering and platform leader with 25+ years of leadership experience at companies like Sony PlayStation Network, Intuit TurboTax, and ServiceNow. He thrives at building products, scaling teams, and leading organizations, but more so building people. He believes the best leadership and engineering comes from bringing your full identity to work. For him that's faith, family, and sports! Outside of work, you can catch him on the couch with his 3 adult children watching anime, going to Disneyland, or having game nights.
• Ron Alexessen, Engineering Manager: With experience at Hewlett-Packard, New Relic, Rackspace, and consulting agencies, Ron has built teams and shaped technical culture across different environments. He's passionate about AI-enabled development as a force multiplier and building solutions that create real business impact. Outside work, he boulders, runs, rides gravel bikes, and co-parents active teenagers, embracing structured chaos in all of it.
• Newton Truong, Engineering Manager: Newton joins Counterpart with 7+ years of experience in platform and data engineering. In his last company Thrive Market, he had a hand in building out new microservices and architecting data pipelines with Airflow and Spark. He's vegetarian and loves trying new restaurants when traveling. Nowadays he's busy keeping up with his 2-year-old and doing outdoor activities with his family.
• John Mendez, Engineering Manager: John has experience working at companies of all sizes. He enjoys startups and small-to-medium businesses, where he can wear multiple hats and help deliver solutions. Outside of work, he stays busy with his four kids and their activities. He also makes time to stay active by working out at home and running or walking with his dog.

COUNTERPART'S VALUES

• Conjoin Expectations - it is the cornerstone of autonomy. Ensure you are aware of what is expected of you and clearly articulate what you expect of others.
• Speak Boldly & Honestly - the only failure is not learning from mistakes. Don't cheat yourself and your colleagues of the feedback needed when expectations aren't being met.
• Be Entrepreneurial - control your own destiny. Embrace action over perfection while navigating any obstacles that stand in the way of your ultimate goal. Leverage AI ruthlessly. We measure success by outcomes, not lines of code written. Use every available AI tool to ship faster and think more strategically.
• Practice Omotenashi ("selfless hospitality") - trust will follow. Consider every interaction with internal and external partners an opportunity to develop trust by going above and beyond what is expected.
• Hold Nothing As Sacred - create routines but modify them routinely. Take the time to reflect on where the business is today, where it needs to go, and what you have to change in order to get there.
• Prioritize Wellness - some things should never be sacrificed. We create an environment that stretches everyone to grow and improve, which is fulfilling, but is only one part of a meaningful life.

WE OFFER

1. Work from Anywhere - Counterpart is a fully distributed company, meaning there is no office. We allow employees to work from wherever they do their best work, of course prioritizing meetings that often happen in US time zones.
2. Language Classes - We sponsor up to $100 per calendar year to be used towards language classes to help support your English language skills.
3. Paid Vacation and Time Off
4. Parental Leave - Development Partners will be eligible for unpaid Parental Leave to bond with a newborn, newly-adopted, or newly placed child. Under this policy, development partners and independent contractors will be eligible for up to 8 weeks of unpaid parental leave. Any time off will be subject to approval and must be requested at least 45 days in advance.
5. Computer - We reimburse you for your locally procured MacBook Pro. If you are still with the company after one year, it is yours to keep!

Our estimated pay range for this role is USD $90,000 - $110,000 annually. Contractor compensation is determined by a variety of factors, including but not limited to, market data, location, internal equitability, and experience.

We are committed to being a welcoming and inclusive workplace for everyone, and we are intentional about making sure people feel respected, supported and connected at work, regardless of who you are or where you come from. We value and celebrate our differences and we believe being open about who we are allows us to do the best work of our lives.

We are an Equal Opportunity Employer. We do not discriminate against qualified applicants or employees on the basis of race, color, religion, gender identity, sex, sexual preference, sexual identity, pregnancy, national origin, ancestry, citizenship, age, marital status, physical disability, mental disability, medical condition, military status, or any other characteristic protected by federal, state, or local law, rule, or regulation.

Seeking to hire a Contractor based out of Mexico or Argentina for Lead Analytics Engineering Data Team

• We are looking for a Lead Analytics Engineer to join our data team.
• Reporting to the Hiring Manager, you will be responsible for applying data engineering best practices to analytics code to transform, test, and document data.
• You will provide clean and organized data sets to end users.
• You will be provide expert code reviews and mentorship to other engineers in the data space
• You will be responsible for building and maintaining composable data models, as well as optimizing SQL query performance for the models you build.
• You will transform raw data into business insights, working closely with stakeholders and developing analyses to answer critical business questions.
• You will create data visualizations and help stakeholders explore and understand the data visualization tools available to them.

Why you'll love this role:Data Modeling and Transformation

• Build new analyses and support existing ones using SQL and Python.
• Apply software engineering principles like version control and continuous integration to the analytics codebase.
• Expand our data warehouse with clean data ready for analysis.

Data Quality and Testing

• Apply advanced data testing strategies to ensure resulting datastores are aligned with expected business logic.
• Implement validation checks and automated testing procedures to manage data quality in your ETL/ELT pipelines.

Collaboration and Communication

• Work with stakeholders to define business logic and data expectations.
• Help drive a change in the usage of data by actively surfacing insights to stakeholders.
• Lead initiatives and problem definition, scoping, design, and planning.

Infrastructure and Automation

• Build tools and automation to run data infrastructure.
• Manage large-scale data migrations in relational datastores.

Why you're a great fit:

• 8+ Years experience working with data in a software environment. 
• Required Skills: Mastered proficiency in SQL and Python; advanced experience managing business semantic layer tooling, data catalog tooling and  data integrity testing frameworks. Experience with dbt orchestration and best practices.
• You have a track record of working autonomously and proactively, with deep domain knowledge of data systems.
• Required Tech Stack: SQL, Python, relational datastores, DAG tooling (like Dagster or Airflow), dbt and Tableau.
• Experience with cloud-based infrastructure (AWS, GCP, Terraform) and document, graph, or schema-less datastores.

Please note that given the nature of the contract, this role will not be eligible to participate in company-sponsored benefits

About Newsela:

Newsela is a leading education technology company dedicated to meaningful classroom learning for every student. We deliver integrated, AI-powered solutions designed to unlock student engagement, empower teachers, and drive meaningful learning outcomes. Our suite of products supports knowledge and skill development, writing practice, daily instruction, assessment, and data-informed decision-making across K–12 classrooms. Grounded in learning science research, Newsela’s solutions integrate content, assessment, and analytics to help educators track progress, understand student outcomes, and deliver high-impact instruction that supports every learner.

#LI-Remote

The salary range for this role is negotiable, the range being $6,000-$12,500 per month (Gross in USD), based on location and experience level.  

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We’re not just transforming payments; we’re redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we’re building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you’re excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

Compensation:

For this principal development role, with 12+ years of experience, the compensation range is  $6,000 - $12,500 USD based on location and experience level per month and in gross amount. This range acknowledges the extensive expertise, leadership capabilities, and significant contributions expected at this level, offering a competitive salary to reflect the value of advanced skills and experience

About the Role: 

We are seeking a talented and motivated, best-in-class Principal Engineer for our Data Infrastructure. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

Sezzle is growing; our data generation and consumption is growing with us at an increasing scale. Data is extremely valuable, and we want to empower the business, the engineers, and the rest of the organization to be able to read, write, and analyze large volumes of it quickly and efficiently.

Sezzle is a heavy consumer of MySQL, Postgres, and Redshift, leveraging AWS tooling with Aurora RDS and DMS. We use DBT-based transformations and similar toolkits to populate a rapidly growing data lake that supports multiple data warehouses. It’s scaled well with us so far, and we’re looking to continue improving it, but we also want to step into new tooling and technologies.

What you’ll do: 

• End to end ownership of our database and data warehousing infrastructure, its KPIs and its SLAs, including MySQL, Postgres, CDC capture, and Redshift.
• Lead optimizations in database and query performance.
• ​​Build and maintain tooling to help manage and upgrade our data infrastructure, continually improving with migrations and optimizations.
• Partner with Development to ensure we ship solid queries against a battle-tested schema to meet the needs of our products and business.

• Help Sezzle evolve our data systems beyond the current scale and stack with whatever tooling is necessary to handle processing high volumes of writes and events while performing complex ETL.
• Evaluate and integrate new technologies, guiding the evolution of Sezzle’s data infrastructure.
• Help data engineers and analysts optimize Redshift and warehouse performance, including query tuning, modeling improvements, and cost management.

What We look for: 

• 12+ years of experience in DBA, SRE, or Data Engineering roles, with a strong track record of scaling production-grade systems.
• Deep expertise with MySQL, Postgres, AWS Redshift or similar products, including performance tuning, table design, and workload management.
• Advanced proficiency in SQL.
• Strong hands-on experience with data replication and ETL/ELT frameworks, especially DBT, AWS DMS, or similar tools.
• Strong understanding of data modeling, distributed systems, and warehouse/lake design patterns.
• Ability to work in a fast-paced, collaborative environment with excellent communication and documentation skills.

Preferred Knowledge and Skills:

• Prior experience in high-growth, data-intensive fintech or similar regulated environments.
• Knowledge of lakehouse architectures and modern stacks such as Snowflake, Databricks, Iceberg, or Delta Lake.
• Some background in designing scalable, fault-tolerant data pipelines using modern orchestration tools (Airflow, Dagster, Prefect, etc.) processing anywhere from 100GB to 1 TB of new data a day
• Familiarity with streaming technologies (Kafka, Kinesis, Flink, Spark Streaming).
• High enthusiasm for using AI to be as productive as possible.

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.

Sezzle’s Technology Stack:

• Languages: Golang, Typescript, Python
• Frontend: Typescript - React and React Native
• Backend: Golang
• Database: MySQL, Postgres, Elasticsearch
• DevOps & Cloud: AWS, Kubernetes
• Version Control: Git
• CI/CD: Gitlab
• Testing: Developer and AI-driven, focus on automated end-to-end, integration, and unit tests
• Open Source: Sezzle is focused on using open source, and we build what we can before buying!

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.

#Li-remote #full-time

We are looking for a hands-on Senior Data Engineer to join a small team (2 Data Engineers + 1 Data Analyst). You will help scale our AWS-based data infrastructure, working primarily with industrial data sources and high-volume time-series data.

Responsibilities Will Include:  

• Engage directly with end users to understand how they consume data, and design solutions that serve their needs.
• Design, develop, and maintain scalable ETL/ELT pipelines for batch and real-time processing, including high-frequency time-series ingestion.
• Evolve the Data Lakehouse—optimizing storage, performance, and data consistency.
• Manage orchestration workflows with complex dependencies and error handling.
• Implement data governance, security controls, and audit policies across the AWS ecosystem, leveraging services such as AWS Lake Formation for centralized data lake permissions and governance.
• Optimize performance and cost (FinOps); identify and resolve technical bottlenecks.
• Partner with the Data Analyst to deliver production-ready, analytics-optimized datasets.
• Build monitoring, alerting, and data quality testing for platform reliability.

Requirements:

• Bachelor’s degree in Computer Science, Computer Engineering, or a closely related discipline is required.
• At a minimum, 5+ years of experience in Data Engineering, Analytics Engineering, or related roles.
• Deep hands-on experience with core AWS data services: Glue, Athena, Step Functions, Lambda, Kinesis, and Lake Formation.
• Hands-on experience with Apache Iceberg (required).
• Expert proficiency in Python (PySpark / Python Shell) and advanced SQL (window functions, CTEs, execution plan tuning).
• Solid grasp of ETL/ELT tooling and dimensional modeling best practices (Kimball).
• Experience preparing data architectures for visualization tools and operational/management reporting.
• Practical experience with NoSQL engines (e.g., DynamoDB) and relational SQL databases.
• Infrastructure as Code: Terraform or AWS CloudFormation.

Preferred Experience:

• Apache Airflow (MWAA experience preferred) or native AWS orchestration.
• Familiarity with dbt, Airbyte, or Fivetran.
• Experience automating CI/CD for Glue jobs or Lambda deployments.

Soft Skills:

• Senior peer mindset—leads through code reviews and mentorship, not hierarchy.
• Pragmatic decision-maker who picks the right tool for cost, efficiency, and project needs.
• Strong ownership of end-to-end data quality and system availability.
• Clear communicator who can translate business needs into technical solutions.