Hop on Board: Great Careers at Leap

When you join Leap, you will collaborate with curious minds, bold innovators, and smart risk-takers. As a member of our team, you will be valued, supported, and included.

Explore Careers

What It’s Like to
Work at Leap

With a transparent culture and approachable leadership, we offer career opportunities that match your ambitions and talents. To help maintain your work-life balance, we offer a range of resources for you and your family, including comprehensive benefits and wellness plans.

Customizing your roofing software workflow

What We Do

Leap is the standard solution for the home services industry. It digitizes the current process for estimating, financing, contracting, and communicating; eliminating industry pain points. 

Partner integrations with the roofing software

Our Vision

A world where contractors stop working in their technology and their technology starts working for them.

Our Culture
is The Best

We are a strongly confident and boldly honest organization focused on understanding industry pain points through customer experience and insight. As an employee of Leap, you represent us in your professional interactions, and we have set some standard expectations that help us ensure that all representatives of our organization conduct themselves in a manner consistent with our values and mission. We are glad you joined us and hope you will find your work to be satisfying and rewarding. 

We Know the Job Site.
We Move First.
We Earn Trust Every Time.
We Finish What We Start.
Hell Yeah.

Total Rewards & Benefits Program


We believe in supporting our employees holistically – your health, financial well-being, time to recharge, and overall happiness matter to us. Here’s what you can look forward to:

  • Affordable Health & Wellness Coverage – comprehensive and competitive benefits package, starting the first of the month following your hire date. 
  • Time to Recharge – We believe time to rest and recharge matters. Leap offers a Flexible Time Off (FTO) policy, 10 paid sick days, and 8 paid company holidays.
  • Invest in Your Future – 401(k) company match to help you build financial security.
  • Comprehensive Employee Assistance Program (EAP) – resources to support your mental health, financial well-being, and everyday challenges.
  • Exclusive Discounts with LifeMart (via ADP) – save on groceries, restaurants, entertainment, pet insurance, cell phones, child care, and more!
  • MoveSpring Wellness App – stay active and engaged with company step challenges, workout content, meditation tools, and wellness blogs for a healthier you!
  • Culture & Team-Building Activities – we love to connect, celebrate, and grow together through team events, fun challenges, and company traditions like our Annual Summit!

Join us and experience a company that truly invests in YOU!

Our Success is Fueled By Our Talented,
Passionate Team Members.

Check out our opportunities today and consider making a “Leap” into starting a new, rewarding journey.

Explore Careers

Our Team Members
Love working here

DC
Sydney Stansell

Senior Customer Success Manager

What I enjoy most about working at Leap is the people I get to work alongside every day. I’ve been with Leap for a little over three years, and so much of my personal and professional growth during that time has come from the incredible team around me. The hands-on leadership, support, and collaboration here have helped me become more strategic and confident in my role. I’m constantly learning from such smart, driven, and genuinely enjoyable teammates, and it’s one of the things I value most about being part of Leap. 
SM
Sephen McCrowey

IT Manager

At Leap, I feel like part of a family. The supportive culture makes every day enjoyable, and the company’s dedication to customer satisfaction aligns with my values. I appreciate the focus on work-life balance and employee well-being. It’s rewarding to be in a place that genuinely cares about its people.
BR
Brooke Rogers

Payroll & Benefits Administrator

Working at Leap has been an incredibly rewarding experience! The collaboration across the organization is truly unmatched, no matter the department, everyone is eager to support one another and work toward common goals. What stands out most to me is the transparency that flows from leadership to every employee. We’re included, informed, and empowered, which makes it easy to feel connected to the bigger picture! Leap is a place where your contributions matter, your questions are welcomed, and your growth is encouraged. I’m grateful to be part of a team that values people just as much as results! 
AA
Amber Albrecht

Business Development Representative

Leap gives me everything I need to succeed as a remote BDR. For almost 3 years working here we have continuously had strong leadership and a culture that rewards performance. I am motivated every day knowing my work directly contributes to the company’s growth and success. 
JD
Juliana DiChiara

Creative Strategy Lead

What stands out the most about working at Leap is that collaboration isn’t performative, its purposeful and impactful. Ideas are welcomed and guided by the shared focus on how well they serve our customers. There is a collective trust in one’s expertise, which empowers me to lead, while also knowing there is a team of passionate, driven teammates ready to step in and support. Leap has a culture centered on growth; we challenge ourselves, support one another, and it creates an environment where I can feel confident and championed in my own development. I am grateful to be surrounded by such great people!