Software Development Engineer in Test 

Join Our Flash Team as a Software Development Engineer in Test (SDET) in the Dominican Republic!

Flash is seeking a highly skilled and motivated SDET to build scalable automated testing solutions that ensure high-quality software delivery. The SDET is an engineer first—responsible for designing, developing, and maintaining automated test frameworks, integrating quality into CI/CD pipelines, and partnering with development teams to prevent defects early in the software lifecycle.

This is not a traditional QA or automation role. We are seeking an engineer-first SDET who can design and build testing frameworks from the ground up, operate at the code level, and integrate quality deeply into the development lifecycle. You will work across the stack—UI, API, and database layers—to ensure scalable, high-quality software delivery.

This is a high-impact role with direct influence on product quality and engineering practices. You’ll have the opportunity to modernize legacy frameworks, introduce new technologies, and shape testing strategy and tools from the ground up. Working with cutting-edge tools—including AI-assisted development—you’ll be empowered to innovate, experiment, and drive meaningful change across the organization.

Location: Santo Domingo, Dominican Republic; Hybrid – 3 days in office (Tuesday - Thursday)

Travel: 0%

Language: Spoken and written fluency in English and Spanish required

What You'll Do:

• Design and build automated test frameworks and tools from scratch
• Develop and execute automated tests across UI, API, and database layers
• Integrate automated testing into CI/CD pipelines (GitHub Actions, Jenkins)
• Partner closely with Engineering, Product, and QE teams to define test strategies and improve quality early in the development cycle
• Review code and provide feedback to ensure testability and quality standards
• Identify defects, troubleshoot root causes, and collaborate on solutions
• Build and manage test environments, test data, and supporting infrastructure
• Contribute to performance and security testing efforts
• Leverage AI tools (e.g., GitHub Copilot, Gemini CLI) to improve development and testing efficiency
• Continuously evaluate and introduce new tools, frameworks, and best practices

 What You Bring:

Technical Skills

• 5+ years of experience in software development with a strong testing focus
• Strong programming skills in TypeScript and/or C# (Java acceptable; Python a plus)
• Proven experience building test frameworks from scratch
• Hands-on experience testing at the API and/or database layer
• Strong experience with relational databases (SQL, MSSQL, Oracle)
• Experience with UI test automation (Playwright preferred; Selenium or Appium acceptable)
• Experience with GitHub and CI/CD pipelines (GitHub Actions preferred; Jenkins acceptable)
• Experience working in AWS environments (preferred)
• Strong understanding of SDLC and Agile methodologies
• Exposure to mobile testing is a plus
• Experience with both RESTful and SOAP APIs is a plus
• Familiarity with Linux environments (in addition to Windows) is a plus
• Experience with AI-assisted development tools (e.g., GitHub Copilot, Microsoft Copilot, Gemini) is a plus

Soft Skills

• Excellent problem-solving skills; naturally curious and solution-oriented
• Collaborative, team-focused mindset
• Ability to build scalable systems and think structurally
• Comfortable working from broad direction and driving toward clear outcomes
• Confident asking questions and constructively challenging requirements
• Able to work independently and stay on task
• Strong analytical thinking with excellent communication skills
• Quick learner who can adapt to new technologies
• Passion for continuous learning

Qualifications:

• 5+ years of experience in a software development with a testing focus
• Bachelor's degree in Computer Science, Engineering, or a related field.
• Bi-lingual in Spanish and English, written and spoken

 Company Benefits and Perks:

• Hybrid role at our new office at Metro Plaza
• Legal Dominican benefits
• Supplemental Private Medical Insurance (HUMANO)
• Gym subsidy
• Meal subsidy 
• Competitive salary
• Annual vacation bonus

STAFF FULL STACK ENGINEER (Contract)

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

Job Description

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 Staff Full Stack Software Engineer, you will be a prolific cross-functional contributor who leverages AI throughout your development workflow to demonstrate business and product awareness. You must bridge the gap between Product, Insurance, Data and AI to build a platform that feels like a single seamless experience. You're a go getter, love learning, use AI to think bigger and ship faster, and are a wonderful person to work with. You exemplify thoughtful action of what it means to be a great engineer and a presence the organization can rely on.

OUR AI-ENABLED CULTURE

At Counterpart, AI isn't a nice-to-have—it's how we work. We expect our engineers to leverage AI tools throughout their entire workflow: from problem analysis and architecture design, to code generation, testing, and documentation. If you're still writing most code by hand or treating AI as just an autocomplete tool, this role isn't the right fit. We're looking for engineers who use AI to think bigger, ship faster, and maintain higher quality standards.

What this means in practice:

• You use AI to explore solution spaces before writing a single line of code
• You leverage AI to generate a significant amount of your code while you focus on architecture, review, and problem-solving
• You've experienced significant productivity gains through AI-assisted development without compromising quality
• You treat AI coding assistants as essential tools, like your IDE or version control

YOU WILL

Below are some key projects we are working on. You will be a part of one or more of these objectives:

• Modernize insurance application workflows. We are enhancing our Django system to update and automate workflows for our Risk Engineering team. You will use AI-assisted development to rapidly iterate on key UI components and backend enhancements, delivering the best user experience possible at unprecedented velocity.
• Enhance productivity with AI. Collaborate with the Data and Risk Engineering teams to integrate AI into every part of our workflow. Create an AI platform to enhance adoption of agents. Wrangle data from docs, email, the web, and more into insightful, data driven actions. This isn't just about building AI features—you'll be using AI tools daily to accelerate your own delivery and collaborate more effectively.
• Enable small businesses to manage HR with modern software. Enhance our HR application to support its next phase of growth using AI-powered development to move faster than traditional development cycles.
• Emerging Products. Create new services to enable our Claims team to process a larger volume of complex claims across many different insurance lines. Use AI to rapidly prototype and iterate on solutions.
• Dev experience first. Work with engineering leaders to create an amazing remote dev experience. Establish AI-enabled development standards: how we use AI for code review, architecture decisions, test generation, and documentation. Define how we balance AI assistance with engineering judgment. This will have a huge impact on scaling with sustainable growth and workplace happiness.

YOU HAVE

AI-First Development Skills:

• Demonstrated proficiency using AI coding assistants (Claude, Cursor, GitHub Copilot, Windsurf, etc.) as core development tools, not just productivity aids
• Experience using AI for system design and architecture decisions, including prompt engineering for complex technical problems
• You utilize AI as a force multiplier to achieve development velocity and output levels that far exceed traditional manual coding standards
• Comfort with AI-first workflows: You regularly use AI for ideation, code review, debugging, test generation, and documentation

Technical Experience:

• Experience building and maintaining a service platform for human and programmatic users using AI-assisted development to accelerate delivery
• Lead, written, and executed product and technical design specifications
• 5+ years of experience with Python
• 2+ years of experience with Django
• 2+ years of experience with relational databases (we use PostgreSQL)
• 2+ years of experience with Typescript
• Experience working on a remote team

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.
• 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 Troung, 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.