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Headway employee benefits and perks

We partner with startups & corporations to create successful software through business and product strategy, design, and development.

Benefits at Headway

Headway provides flexible and accountable, friday team lunches, parental leave and 9 other employee benefits and perks.

Flexible working hours

Flexible and Accountable

Our crew works locally, remotely, and even has the ability to flex their hours during the week. The key to our success is that we are all held accountable to get things done no matter where life takes us. Trust makes it all possible.

Life insurance

Life insurance

All full-time employees receive life insurance. (Term Life and AD&D) We also extend the opportunity for each employee to purchase additional term life and AD&D for yourself, spouse, and children.

Generous vacation

Generous vacation

4 weeks of paid time off every year (vacation, sick-time, and holiday refresh). Headway HQ has also a paid rest period between Christmas and the New Year.

Healthcare benefits

Healthcare, Dental, & Vision

We cover 100% and offer PPO or HSA matching plans, and cover 100% of your dental insurance. We also offer vision coverage for a split cost.

Profit sharing

Quarterly Profit Sharing

As Headway continues to grow, so does your earning potential. Everyone at Headway is bought into our ongoing success.

Learning and development budget

Continuous Learning

35 hrs/week for client work and 5 hrs/week for investment time. We also host workshops and meetups.

Company meals

Friday Team Lunches

Every week we meet as a team to share personal and professional wins while we break bread.

Company retreats

Bi-Annual Retreats

Growing together and having fun. Hiking, snowboarding, hacking, team building, relaxing.

Company events

Swag & Gatherings

Get all the free gear you need! We also host gatherings, meetups & workshops.

Disability insurance

Disability Insurance

All full-time employees receive disability insurance (Short and Long Term).

Home office budget

Onboarding Package

A $6,000+ hardware package; MacBook Pro, peripherals, and more!

Paid parental leave

Parental Leave

2 Weeks PTO, ample UTO thereafter.

Software Development
Number of employees



Andrew Verboncouer

These are the countries where employees are currently based.

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