The Aspire Software Company Announces Growth Investment from Mainsail Partners

The Aspire Software Company Announces Growth Investment from Mainsail Partners
March 7, 2019 Aspire

Strategy and customer-centric focus will remain the same as company seeks to continue rapid expansion

Chesterfield, MO (March 6, 2019) – The Aspire Software Company, a fast-growing business management software company used by leading landscaping, snow & ice management, and construction businesses, today announced that it has received an investment from Mainsail Partners, a San Francisco-based growth equity firm. Aspire serves many of the largest landscaping, snow & ice, and construction companies in the United States and Canada, providing them with the software, service and support to run their businesses more effectively. The company plans to use the capital to accelerate product development and expand its team to provide the solutions, services, and support its customers have come to expect.

“This is an exciting time for us. Our strategy of delivering game changing solutions for our customers remains as strong as ever,” said Mark Tipton, co-founder and co-CEO of Aspire. “We believe this partnership with Mainsail will allow us to execute even better,” added Kevin Kehoe, co-founder and co-CEO of Aspire, “We have built a great team who are dedicated to helping our clients navigate and prosper in a rapidly changing business environment by providing them with the tools and practices essential to success.”

The Aspire Software Company was founded in 2014 by Mark Tipton and Kevin Kehoe, who saw a need for contractors to streamline processes and improve personal productivity at every job in a company. Today, Aspire is a leading business management software for landscaping, snow & ice, and construction companies. The comprehensive system includes estimating, proposals, CRM, scheduling, purchasing, time reporting and payroll, job costing, labor forecasting, invoicing, and most importantly reporting. This February, Aspire released Version 5.0 of the software featuring a payments platform and customer portal allowing contractors to accept online payments from customers, as well as Fleetsharp – a GPS tracking system enabling comprehensive fleet and shop management.

“The Aspire team of more than nearly 50 professionals have built a great system that is enabling landscapers to grow their businesses with automation,” said Jason Payne, Managing Partner at Mainsail Partners. “With rising labor costs and a shortage of quality labor, contractors are turning to technology and data to help them drive higher margin projects while tracking and managing costs more effectively,” added Payne. “We believe that the industry is underinvested in technology and that systems like Aspire’s with a customer-centric approach are in an attractive position to help contractors grow profitably while navigating the competitive market dynamics.”

Aspire was recently named one of the top 10 fastest growing companies in St. Louis by the St. Louis Business Journal. The company currently has more than 29,000 users in over 750 locations in the U.S. and Canada.

In addition to Jason Payne, Jason Frankel, Vice President at Mainsail, will join Mark and Kevin on the company’s board of directors.

About Aspire
Aspire offers business management software for landscape, snow & ice, and construction companies. Aspire’s cloud-based SaaS platform helps landscapers manage, create, and execute against their business opportunities and challenges. Aspire helps landscapers change the way they manage their business to enable them to provide better service, improve margins, and increase productivity. Aspire is based in Chesterfield, MO. For more
information, please visit

About Mainsail Partners
Mainsail Partners is a San Francisco-based growth equity firm that invests in fast-growing bootstrapped software companies. For 15 years, the firm has partnered with exceptional founders and entrepreneurs across numerous end-markets. Mainsail has a team of experienced operating professionals to help entrepreneurs scale their businesses and accelerate growth. For more information, please visit