All active Principal Engineer roles based in Chile.
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Build it. Ship it. Own it.
Location: Argentina, Brazil, Colombia, Chile, Mexico, Dominican Republic, Peru
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®.
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.
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.
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.
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Apply to Counterpart
The salary range for this role is $6,000 - $12,500 per month (Gross in USD)
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 per month. 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.
Interview Process
We believe transparency is important at Sezzle. Regularly providing feedback while setting expectations is part of our culture starting with the interview process. Advancement through each step is not guaranteed.
About the Role:
We are seeking a talented and motivated best-in-class Principal Software Engineer. 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.
As a Principal Software Engineer with Sezzle, you will work with highly-motivated teams to tackle interesting and challenging problems across multiple areas of the organization. Your experience and guidance will help other members of the team level-up their own skills as well. You will spend your time working with AI/ML tooling to identify creative uses to fill existing and emerging gaps in the applications.
In this backend focused role, you will work closely with stakeholders from Product, Support and the business. You’ll also partner with other engineering teams to provide high-quality, scalable, and innovative solutions to internal and customer problems. Your day-to-day responsibilities will include designing, developing, and delivering new features, as well as unblocking and mentoring your teammates. Your work will generally focus on the lower level features and optimizations.
This role has both an internal and external focus, your contributions will make a meaningful difference in the day-to-day lives of your peers at Sezzle, enhancing their ability to support our business and customers, and you will have opportunities to take any feedback and iterate.
What You'll Do:
What We Look For:
Preferred Knowledge and Skills:
About You:
Sezzle’s Technology Stack:
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
Ready to apply?
Apply to SezzleThe salary range for this role is $5,000 - $9,500 per month (Gross in USD)
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 6+ years of experience, the compensation range is $5,000 - $9,500 USD based on 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 hands-on, high-impact Senior Security Infrastructure Engineer to help strengthen Sezzle’s security posture across cloud infrastructure, applications, and developer workflows. This role is ideal for someone who thrives in a fast-paced environment and wants to work on real-world security problems at scale.
As a Senior Security Infrastructure Engineer, you will have a high degree of ownership and autonomy to identify risks, investigate issues, and drive meaningful security improvements across our systems. You will work across vulnerability management, detection engineering, supply chain security, and incident response - partnering closely with engineering teams to ensure security is practical, effective, and embedded into how we build and operate systems. You should consider yourself a DOer - someone who is comfortable diving into logs, analyzing systems, validating findings, and working end-to-end to get issues resolved. We value engineers who bring strong technical depth, good judgment, and the ability to turn security insights into actionable outcomes.
This role offers the opportunity to shape and scale security capabilities, including detection systems, supply chain risk controls, and security automation. With the support of modern tooling (including AI where appropriate), you will play a key role in improving efficiency, visibility, and resilience across the organization. This role combines hands-on security operations with exploratory and design work. You will spend significant time investigating and resolving real-world issues, while also researching, evaluating, and building new security capabilities across areas like detection, supply chain security, and data protection.
What You’ll Do:
What We Look For:
Preferred Knowledge and Skills:
About You:
Sezzle’s Technology Stack:
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
Ready to apply?
Apply to SezzleThe 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:
What We look for:
Preferred Knowledge and Skills:
About You:
Sezzle’s Technology Stack:
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
Ready to apply?
Apply to SezzleCookies & analytics
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