The Top 15 Headway (NY) Interview Questions and Answers Guide

Preparing for an interview at Headway in New York? You’ve come to the right place. In this comprehensive guide, we will explore the top 15 most commonly asked Headway interview questions and provide sample answers to help you ace your next job interview.

Headway is an innovative mental healthcare company aiming to make therapy more accessible through flexible appointments and insurance-free options. With their mission to democratize mental health services, Headway has disrupted the industry and offers a unique environment for growth and impact.

Landing a role at a fast-paced, high-growth startup like Headway requires in-depth preparation. From behavioral and technical questions to assessments of your communication skills, the interviewers will evaluate your ability to align with Headway’s values and thrive in a demanding yet rewarding work culture.

We’ve compiled a list of the top questions candidates can expect to encounter during the Headway interview process, along with detailed suggestions on how to craft winning responses Read on to get fully prepared!

Overview of the Headway Interview Process

The Headway interview process typically comprises 3-4 rounds

  • Initial phone/video screening with the recruiter
  • Take-home assignment
  • Interview with the hiring manager – behavioral & technical questions
  • Final interview with senior leadership

Some roles may also include mock calls with prospective clients and providing professional references.

Overall, the process can be extensive, so come prepared to demonstrate your skills throughout. While timings vary, candidates can expect the process to span across 1-2 weeks from initial screening to final decision.

Communication is usually transparent during the recruiting cycle. Be sure to ask your recruiter for expectations at each stage.

How to Prepare for the Headway Interview

With a rigorous recruitment process, thorough preparation is key to navigating the Headway interviews successfully. Here are some tips:

  • Research the company – Visit their website, check out reviews on Glassdoor, and learn about their mission, values, and culture.

  • Review the job description – Identify must-have skills and your relevant experience. Prepare specific examples that align with the role.

  • Brush up on technical skills – For technical roles, solidify your knowledge of required frameworks, languages, and tools.

  • Practice responding to common questions – Craft your responses to behavioral, situational and technical questions.

  • Prepare questions to ask – Having thoughtful questions for your interviewers demonstrates your engagement.

  • Review your resume – Refresh yourself on your skills, achievements, and career progression.

With diligent preparation, you’ll feel more confident tackling whatever questions come your way! Now let’s dive into the top 15 questions to expect.

Top 15 Headway Interview Questions

1. Why do you want to work at Headway?

This common question assesses your motivation for joining Headway. Interviewers want to gauge your passion for their mission of making mental healthcare easily accessible.

Sample Answer: I’m drawn to Headway’s mission of democratizing access to mental health services. Having faced obstacles to finding a suitable therapist myself in the past, I’m inspired by Headway’s innovative approach that leverages technology to offer flexible appointments and insurance-free options. I’m passionate about promoting mental wellness and believe Headway is poised for meaningful impact at scale. I would be excited to apply my skills in XYZ role to enable more people to get quality, affordable mental healthcare.

2. What do you know about Headway?

With this question, interviewers evaluate whether you’ve taken the time to research the company. Demonstrate your understanding of their business, values, and competitive landscape.

Sample Answer: From my research, I understand that Headway was founded in 2020 with the mission to improve access and affordability of mental healthcare. Headway connects clients directly to licensed therapists through their technology platform, offering transparent pricing and appointments within days, without the need for insurance.

With their focus on client-therapist matchmaking and secure communication tools, Headway eases the process of finding the right therapist. As a tech-driven company, they aim to leverage data and AI to provide personalized mental healthcare.

Headway is one of the fastest growing mental health startups, operating across 30 states currently. Their innovative model seems well-poised to address unmet needs in the mental healthcare space. I’m excited by the opportunity to contribute to their success.

3. Why do you want to work in mental healthcare?

This question gauges your passion for the industry. Share what draws you specifically to mental healthcare and the value you hope to provide through your work.

Sample Answer: Mental health is a cause I’m deeply passionate about. I believe mental wellbeing is essential for individuals, communities, and society to thrive. My personal experiences led me to realize how mental healthcare is still inaccessible for many people. I want to be part of the solution by applying my skills to increase access to quality mental health services.

Working in the mental healthcare industry would allow me to make a meaningful difference in people’s lives every day. By leveraging my background in XYZ, I aim to help break down barriers to mental healthcare and empower more people to get the support they need. I’m excited by the innovation happening in this space and want to be part of driving progress.

4. What does Headway’s mission, “democratizing mental healthcare,” mean to you?

This question is aimed at gauging your understanding of Headway’s core mission and your ability to articulate it clearly. Share your perspective on making mental healthcare more affordable and accessible.

Sample Answer: To me, Headway’s mission of “democratizing mental healthcare” means improving access to quality mental health services by removing common barriers like high costs, insurance restrictions, and long wait times. Their innovative model expands who can get help by offering appointments within days, transparent pricing, flexible cancellation, and telehealth options.

By integrating technology to automate scheduling and match clients with therapists, Headway makes the process of finding the right fit seamless and convenient. Their mission resonates with my values of inclusion, empowerment, and leveraging tech for social good. Headway’s efforts to democratize mental healthcare promote wellbeing at individual and societal levels. I’m excited to potentially contribute to this mission.

5. How would you handle an upset client?

This behavioral question assesses your approach to customer service and conflict management. Provide a structured plan focused on empathy, problem-solving, and positive outcomes.

Sample Answer: If faced with an upset client, I would first listen attentively to understand their concerns and empathize with their frustration. I’d apologize for their negative experience, then focus on finding a constructive solution. This may involve troubleshooting the issue, offering an appropriate remedy such as a refund or credit, or providing helpful alternatives.

Throughout the interaction, I would maintain a calm, patient demeanor and communicate clearly to reassure the client that their satisfaction is my priority. I would ensure the issue is resolved to the client’s satisfaction before concluding the engagement. I would then document the incident and learnings to improve processes, with the goal of transforming a negative scenario into stronger client trust and loyalty.

6. How do you stay up-to-date on the latest trends and best practices in mental healthcare?

This question evaluates your commitment to continuous learning in your field. Discuss the resources and activities you engage in to stay current.

Sample Answer: I place a strong emphasis on continually expanding my knowledge in mental healthcare. I regularly read industry publications, research studies, and follow thought leaders on social media to learn about emerging treatments, technologies, ethical issues, and best practices.

I also make it a priority to attend conferences and workshops related to my field when possible. Within my network, I collaborate with colleagues and mentors to discuss trending topics and share knowledge. For example, I’m part of an online community of mental health professionals where we analyze the latest breakthroughs and innovations in accessible therapy options.

I believe mental healthcare is a dynamic field where new research must inform our approach regularly. These proactive learning habits allow me to expand my expertise and apply evolving best practices.

7. How would you handle a patient crisis situation or emergency?

This question assesses your preparedness and judgment when dealing with high-risk patient situations. Demonstrate a commitment to safety and following proper protocols.

Sample Answer: If faced with a patient crisis situation or mental health emergency, I would remain calm and immediately implement the proper response protocols. This involves evaluating risk factors to determine the appropriate next steps, which may require involving emergency services or psychiatry professionals as needed to ensure the patient’s safety.

I would provide support and communicate clearly with the patient throughout the situation. My focus would be on de-escalating the crisis, getting the patient the proper care, maintaining confidentiality, and documenting the incident thoroughly per company policies.

I’m well-versed in crisis intervention best practices such as assessing risk levels, active listening, and employing a trauma-informed approach. With the patient’s wellbeing as the top priority, I’m confident in my ability to respond effectively to emergencies.

8. Describe your experience with EHR (electronic health record) software.

For clinical roles, this question assesses your familiarity with EHR systems, which are crucial in the healthcare industry. Highlight your knowledge of specific platforms and your ability to navigate patient

Interview with Dan Cimaglia from Headway.


Why are you interested in a role at Headway?

Informal Tone:- I want to work at because I think it would be a great place to work. The company seems to be doing well and I like the idea of working for a start-up. Good luck with your Interview at Headway.

What is your biggest weakness as a therapist interview?

The trick is to cite your pre-selected weakness (and it goes without saying that this weakness needs to be job-related) and then immediately follow up with how you are working to overcome it. For example: “I would say my greatest weakness is my tendency to get caught up in the small details.

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