Does Headway (NY) pay their employees well?

According to anonymously submitted Glassdoor reviews, Headway (NY) employees rate their compensation and benefits as 3.8 out of 5. Find out more about salaries and benefits at Headway (NY). This rating has improved by 11% over the last 12 months.

How satisfied are employees working at Headway (NY)?

72% of Headway (NY) employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated Headway (NY) 3.5 out of 5 for work life balance, 3.9 for culture and values and 3.7 for career opportunities.

What are the top reviewed jobs at Headway (NY)?

Provider Growth Associate (50) , Therapist (36) , Licensed Clinical Social Worker LCSW (9) , Software Engineer (9) , Account Executive (7) , Operations (7) , Senior Provider Growth Associate (7) , Customer Experience Associate (6) , LPC Therapist (5) , Manager (4) , Recruiter (4) , Senior Associate (4) , Behavior Therapist (3) , Clinician (3) , Customer Service Representative (3)

What are the pros of working at Headway (NY) according to real employee reviews?

"Its a company with a meaningful mission and great people." ((in 41 reviews)); "Also the pay is great and I feel valued (not necessarily at the company level) but peer to peer level." ((in 27 reviews)); "Great team and culture at a fast growing company solving a really important mission" ((in 16 reviews)); "Fair compensation" ((in 12 reviews)); "— Very driven and smart coworkers." ((in 11 reviews))

What are the cons of working at Headway (NY) according to real employee reviews?

"Leadership is absolutely horrible." ((in 20 reviews)); "The management consistently prioritizes superficial short" ((in 11 reviews)); "Headway’s CEO (along with another executive) went out of his way to argue that “there’s always two sides to a story” and that he personally met the other company’s CEO, who seemed like a nice guy and even happened to be a father—so clearly there’s no way he could’ve tolerated an abusive environment on his watch!" ((in 8 reviews)); "defining OGs left and externally hired middle management took over." ((in 7 reviews)); "ups before (real start ups) you will be impressed by the work and impressed by the work life balance." ((in 7 reviews))

What are employees saying about Headway (NY) layoffs in 2026?

Explore Glassdoor’s employee reviews to understand what current and former employees are saying about Headway (NY) layoffs and their outlook for job security at Headway (NY) in 2026.

What are the top reviewed Headway (NY) locations?

New York , San Francisco , Los Angeles , Austin , Washington , Denver , Seattle , Jackson , Newark , Chicago , Virginia Beach , Buffalo , Raleigh , Houston , San Antonio , Nashville , Pensacola , Princeton , Boise , Mundelein , Springfield , Reston , Grand Blanc , Charlotte , Goldsboro , Greensboro , Brownsville , Corpus Christi , Dallas , Alvin

Skip to content Skip to footer

Notifications

Headway (NY)

Headway (NY) reviews

3.8

72% would recommend to a friend

(304 total reviews)

Andrew Adams

79% approve of CEO

77% positive business outlook

Ratings by category

3.9

Culture & values

3.9

Diversity & inclusion

3.8

Compensation and benefits

3.7

Career opportunities

3.6

Senior management

3.5

Work/Life balance

Headway (NY) has an employee rating of 3.8 out of 5 stars, based on 304 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Headway (NY) employee rating is in line with the average (within 1 standard deviation) for employers within the Information Technology industry (3.9 stars).

Ratings by demographic groups

Race / Ethnicity

Gender

Sexual orientation

Disability

Parent or family caregiver

Veteran status

Reviews by job title

304 reviews

3.0

Jun 30, 2026

Great tech stack and mission, but long hours required

Spga

Recommend

CEO approval

Business Outlook

Pros

AI tools, tech stack, mission

Cons

10-11 hour days and working on weekends to fill pipeline.

5.0

Jun 23, 2026

Unicorn Startup with a Top Tier Exec Team

Senior software engineer

Recommend

CEO approval

Business Outlook

Pros

- Bright engineering team - Empathetic culture and good compensation / benefits - First time founder energy surrounded by industry veterans - Varied work surfaces give a ton of different work experiences depending on the team

Cons

No startup is perfect, this is no exception. We struggle with planning and prioritization, the comms from leadership aren't perfect, but overall the people and the work make up for the pitfalls

4.0

Jun 23, 2026

Good people, meaningful work, and benefits that showed up for me when it mattered

Senior provider growth associate

Recommend

CEO approval

Business Outlook

Pros

I’ve been a PGA here since August 2024, and overall my experience has been a positive one. The biggest thing for me is that the mission feels real. You’re not just saying you work in mental healthcare access, you actually feel the weight and importance of that in the day to day. I’ve also really appreciated the people and the benefits. As a first time dad, the support around parental leave meant a lot to me personally. Headway offers 16 weeks of fully paid parental leave, and I was able to split it into two parts, which gave my family a lot more flexibility when we actually needed it most. Doula expenses being covered was another thing that stood out to me. It made the support feel real, not just like something nice written in a benefits doc.

Cons

The nature of the work can be a lot to keep up with at times because insurance and tech are both constantly changing. Things shift, details evolve, and the landscape does not stay still for long. Having strong operational habits and a good routine helps a lot, but you definitely need to keep your head on a swivel.

Viewing 7 - 9 of 304 Reviews

Jobs at Headway (NY)