Join our team

We love it here. You will too.

Floaty Bear
have fun with us

Work & Play at Planswell

Being a fully remote team means we get our pick of the best talent in the universe and the benefit of diverse, global perspectives. We've built a top-notch staff of wicked smart people who also happen to be a lot of fun.  It's interesting, rewarding work—with some play too.

Read The Worst Career Advice You've Ever Gotten  featuring Planswell CEO Eric Arnold; Think Advisor.

HubSpot Video
Now Hiring

Open Positions

Account Executive

Join and grow old with us!
Learn More
General Application

The future is ours, and it starts with you.
Apply Below
Account Manager

Growth is in our DNA.
Learn More
bear mail

Apply Now 
Life is sweet

Perks We Love

In addition to competitive salaries, full-time team members enjoy a suite of coveted perks including: 

  • Fully remote
  • $2,000 home office allowance

  • Unlimited vacation 

  • Flexible work hours

  • 10 paid company holidays

  • Health benefits 

  • Team retreats
  • Maternity & paternity leave
  • Original portrait by Tamara
Now-hiring
teammate spotlight

We work with the coolest people

Aditya

As a 9th grader, Aditya cold-called us and asked for an internship. We're lucky he did.  He's uncovered amazing insights and become an MVP of the team. 

Tamara

From her home in Serbia, our talented illustrator Tamara  creates all of the beloved characters who put our users at ease during their financial discovery.

Trevor

Catch him if you can. Our CFO Trevor has run 23 marathons, completed 7 Ironman triathlons, and worked in 83 countries. Any excuse to get out of Calgary, he says. 
How we work

We're an open book

Literally. Our team handbook is available for all to see, including job applicants, our competitors, and the media. Transparency is important to us.

Want more info about life at Planswell? Browse our handbook

Planswell Handbook (1)