Progyny Software Engineer interview questions & guide 2026

The questions below represent the patterns observed in recent Progyny interview cycles. While specific technical inquiries may shift depending on the team’s current priorities, you should prepare for a mix of architectural thinking, practical application, and behavioral alignment.

Technical and Domain Knowledge

These questions evaluate your grasp of fundamental engineering principles and your ability to apply them to real-world scenarios.

• Explain your experience with API design and integration.
• How do you ensure data integrity and security when handling sensitive information?

Preparation at Progyny should focus on your ability to articulate the "why" behind your technical choices. You are expected to be a thoughtful engineer who considers the long-term implications of your code.

• Technical Proficiency: This evaluates your core coding skills and your familiarity with the stack used at Progyny. You should be prepared to discuss your past projects in detail, highlighting the specific technologies used and the rationale behind your architectural choices.
• Systematic Thinking: Interviewers look for your ability to break down high-level problems into manageable, scalable components. Demonstrate this by practicing whiteboard-style system design, focusing on data flow, API structure, and potential failure points.
• Collaboration and Communication: As a member of a cross-functional team, you must demonstrate that you can work well with non-technical stakeholders. Prepare to discuss how you navigate feedback and contribute to a positive, team-oriented environment.
• Mission Alignment: Progyny is a mission-oriented company. Be ready to discuss why you want to work in the fertility benefits space and how your personal or professional values align with supporting patients through their family-building journeys.

The interview process at Progyny is designed to assess both your technical competency and your cultural fit within the organization. While the timeline can vary, you should generally expect a multi-stage process that includes an initial screen with a recruiter, a conversation with a hiring manager, and a series of technical discussions. These technical rounds may include case studies, code reviews, or system design sessions.

The pace of the process can fluctuate, and you may find that scheduling takes time. It is important to remain patient and proactive in your communication with the recruiting team. Progyny values professionalism and transparency, so do not hesitate to ask clarifying questions about the process or the team structure during your initial interactions.

The timeline above illustrates the typical progression from initial screening to final review. Use this to structure your preparation, ensuring you have enough time to review your past work for the technical deep-dives and to prepare for behavioral questions that align with the company's mission.

System Design and Architecture

This area is critical for senior-level roles. You will be evaluated on your ability to design robust, scalable systems that meet the specific privacy and reliability needs of the healthcare industry.

Be ready to go over:

• API Design: Best practices for RESTful or GraphQL services.
• Database Schema Design: Modeling complex, relational data effectively.
• Scalability: Strategies for managing increased traffic and data volume.

Example scenarios:

• "How would you design a notification system for our patients?"
• "Describe how you would handle data migration between two different services."

Technical Problem Solving

Interviewers want to see how you think when presented with a new challenge. They are less interested in "trick" questions and more focused on your ability to apply logical, structured reasoning to real-world engineering hurdles.

Be ready to go over:

• Debugging Methodology: Your step-by-step approach to identifying and fixing production issues.
• Code Review Standards: What you look for when providing feedback on a peer's pull request.
• Trade-off Analysis: Why you chose one technology or pattern over another in a specific project.

Example scenarios:

• "Walk me through a time you found a performance bottleneck; how did you identify and resolve it?"
• "If you had to choose between speed of delivery and architectural perfection, how do you decide?"

As a Software Engineer at Progyny, your primary responsibility is to build and maintain the software that enables our clinical and administrative staff to provide world-class care. You will spend a significant portion of your time collaborating with product managers to refine requirements and with other engineers to ensure the security and performance of the platform.

Your day-to-day will involve:

• Writing high-quality, testable, and maintainable code.
• Participating in design reviews and architectural planning sessions.
• Troubleshooting and resolving production issues to ensure uptime for critical services.
• Collaborating with cross-functional partners to translate user needs into technical specifications.
• Contributing to the continuous improvement of the engineering team's processes and documentation.

A competitive candidate for the Software Engineer role at Progyny will demonstrate a solid foundation in software engineering principles and a desire to work in a high-impact healthcare environment.

• Must-have skills: Proficient in modern programming languages (such as Java, Python, or JavaScript/TypeScript), strong understanding of relational databases, and experience with API design.
• Nice-to-have skills: Experience in the healthcare or fintech sectors, familiarity with cloud infrastructure (AWS/GCP), and experience with microservices architectures.
• Experience level: While requirements vary by level (Software Engineer II vs. Senior Principal), you should be able to demonstrate a history of delivering production-ready features and participating in the full software development lifecycle.

Q: How long does the interview process take? The process can be lengthy, often spanning several weeks. Be prepared for a potential 8-week timeline from the initial screen to the final decision.

Q: Is the technical interview focused on algorithms or real-world work? The focus is generally skewed toward your past experience and real-world application, such as API design and system architecture, rather than abstract competitive programming puzzles.

Q: What is the company culture like? Progyny is a fast-paced, mission-driven organization. While the environment can be energetic and sometimes hectic, the team is generally described as professional and collaborative.

Q: Should I expect a remote interview? Many interviews are conducted via video conferencing, though some roles may require an on-site visit for the final round. Ensure you have a reliable setup for video calls.

• Prepare for Whiteboarding: Even if the process feels modern, be ready to use a physical or digital whiteboard to explain your system designs.
• Own Your Resume: Be prepared to talk through every project on your resume in detail. You will likely be asked why you chose specific tools or how you handled specific failures.
• Focus on Communication: When solving a case study, think out loud. Interviewers are often more interested in your thought process than the final code.
• Research the Industry: Understand the unique challenges of the fertility benefits industry, such as patient privacy and regulatory compliance.

The Software Engineer position at Progyny is an opportunity to apply your technical skills to a mission that changes lives. By focusing on your architectural decision-making, your ability to collaborate across functions, and your passion for healthcare technology, you will be well-positioned to succeed in the interview process.

Remember that preparation is the most significant factor in your success. You can explore additional interview insights, practice questions, and preparation resources on Dataford to sharpen your approach and build confidence. You have the skills to excel; approach these interviews with clarity, professionalism, and a focus on the value you bring to the team.

This module provides a window into the compensation structure for Software Engineer roles at Progyny. Candidates should use this data to understand the market range for their specific seniority level and to prepare for salary discussions with recruiters.