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Aspire Software:

Changing how businesses operate

Since 2013, Aspire Software has helped revolutionize the landscape industry by empowering contractors to transform the way their businesses operate. Aspire Software provides industry-leading solutions for landscaping businesses, trusted by contractors everywhere.

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Our story.

In 2013, Mark Tipton and Kevin Kehoe began building a solution they envisioned would fill a major gap in the industry: a comprehensive business management software platform that features the end-to-end functionality needed by landscaping company owners and operators.

From that vision emerged the Aspire platform, the gold standard in business management systems for landscape contractors. Aspire has since grown from a simple concept into a leading solution with a long list of  clients, including many of the industry's top organizations, who trust Aspire Software solutions to run their businesses.

Aspire platform is now trusted by nearly 60,000 users in over 1,200 locations to manage more than $4.2 billion in landscape-industry revenue.

In early 2021, Aspire Software acquired Crew Control scheduling software, extending the reach of the company's solutions to growing green-industry businesses of all sizes.

Crew Control is an easy-to-use, flexible application that simplifies the scheduling process for smaller lawn care and landscape contractors, in particular those with fewer than 10 crews.


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Our values.

At Aspire Software, we strive to make a real difference in clients' lives. At the heart of this mission lie our company core values:

Boldly innovate.

  • We are changing an industry and charting our own course.
  • We are naturally curious.
  • We try new things without fear of failure.
  • We create best practices daily.

Drive success

  • We find solutions that drive value to the customer.
  • We listen carefully.
  • We keep the customer’s success top of mind in all interactions.
  • We think beyond the constraints of current rules and systems.

Put others first.

  • We are humble and kind.
  • We sincerely care about the success of others.
  • When we see someone struggling, we jump in to help.

Finish strong.

  • We do what we say we’re going to do.
  • We commit only to what we can achieve.
  • We ask for help without shame if a commitment is at risk.

Our leadership.

By articulating a clear vision and equipping talented individuals with the resources and direction they need to succeed, Aspire Software's leadership team empowers our employees to embody the company's core values: to boldly innovate, drive success, put others first, and finish strong.
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Mark Tipton

Founder & CEO

Mark Tipton, Founder & CEO

As founder and CEO of Aspire Software, Mark Tipton leads the top cloud-based landscape business management SaaS provider, serving more than 40K users across more than 1,000 locations nationwide. With a five-year growth rate over 1,000%, Aspire Software has earned consistent recognition as one of the fastest-growing private companies in America with inclusion on the Inc. 5000, Deloitte Technology’s Fast 500, and the St. Louis Business Journal Fast 50 lists.

Since co-founding Aspire Software in 2013, Mark has assembled a best-in-class team of experts to develop, build, and scale the Aspire platform into a truly end-to-end enterprise system that leverages software, services, and education to transform the way lawn care and landscape companies manage their businesses. In January 2021, Mark led the acquisition of scheduling software application Crew Control, which extends the company's reach to green-industry businesses of all sizes.

Mark is a service-oriented and open leader focused on driving rapid growth while cultivating a positive, engaged company culture that enables high-performing teams to develop key capabilities, execute value-driven solutions, and deliver exceptional user experiences.

Prior to founding Aspire, Mark led The Integra Group for 14 years as founder and managing partner, where he developed landscape business management software that grew to over $400M in client revenue and is now recognized as one of the earliest SaaS platforms built specifically for the landscape industry.

Mark holds a Bachelor's in Business Administration from the University of Missouri–St Louis. He is a lifelong resident of the greater St. Louis area, where he enjoys spending time with his family, playing golf, grilling, and drinking red wine.

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Mike Wylie

Chief Financial Officer

Mike Wylie, Chief Financial Officer

In addition to leading the finance function at Aspire, Mike Wylie focuses on ensuring that Aspire’s teams have the resources they need to provide outstanding products and services to the company's clients.

With over 20 years' experience in accounting and finance, primarily in technology companies, Mike is passionate about working with clients who have compelling customer value propositions and great growth opportunities. Throughout his career, he has facilitated more than 50 M&A and financing transactions totaling over $4 billion as well as leading small- and mid-sized organizations through significant expansion.

Mike has a BS in Accounting from the University of Missouri–Columbia and a MBA from the Olin School of Business at Washington University. He started his career as a CPA in the audit division of Arthur Andersen.

In 2014, Mike was named as a CFO of the Year by the St. Louis Business Journal. He currently serves on the governing board of Boys Hope Girls Hope of St. Louis and is the chapter president of Finance Executives International. He lives in Wildwood, MO with his wife and two children and enjoys watching his kids play sports, reading, and teaching evening finance courses at Webster University.

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Bryan Mours

VP of Customer Services

Bryan Mours, Vice President of Customer Services

With over 35 years experience spanning all aspects of the landscape industry—from spreading fertilizers to building budgets for multimillion dollar firms—Bryan has a passion for helping both people and companies succeed.

Driven by his desire to help people, Bryan started his own landscape consulting business in 2010 before joining Aspire in its early stages in 2014. Now the vice president of customer service, Bryan oversees Aspire's implementation and client success managers as well as the AspireCare support team.

His clear understanding of landscape business owners' challenges and needs has enabled Bryan to successfully scale and lead Aspire's customer care teams as they help Aspire clients utilize the platform to grow their businesses and become more profitable.

Bryan's natural understanding of people, combined with continued education in lean management, leadership development, sales, and business, has contributed to his success. In 2011, Bryan graduated with his Executive MBA from RIT in Rochester, NY, earning academic honors that awarded him recognition by the International Honor Society Beta Gamma Sigma.

In addition to working in the landscape industry, Bryan also owned two restaurants in southern Wisconsin. He has a passion for cooking and seeking out the best restaurants while traveling with his wife Susan. Bryan enjoys spending time with his family, which includes seven grandchildren, as well as fishing, playing golf, and occasionally attending a Packers game at Lambeau!

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Jim Clayman

Vice President of Marketing

Jim Clayman, Vice President of Marketing

An experienced software marketing executive, Jim has a passion for helping customers overcome challenges and achieve business outcomes through technology. As the head of Marketing at Aspire, Jim is eager to provide Aspire Software clients with the best possible experience throughout every stage of their journey with Aspire. Jim loves working with the wonderful team at Aspire, who every day demonstrate a commitment to collaborative, customer-focused service.

Before coming to Aspire, Jim was the senior vice president of marketing at Omnigo Software, a records management provider in the law-enforcement and public-safety sectors. Previously, he acted as the vice president of marketing for North America for Unit4, a global ERP software provider as well as leading marketing efforts for the U.S. Industrial Products practice of PricewaterhouseCoopers.

Outside of the office, Jim enjoys spending time with his wife, attending concerts, visiting local wineries, and going to St. Louis Cardinals' games. Jim also has three grown children living outside the family's home base of St. Louis.

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Dan Blake

Chief Technology Officer

Dan Blake, Chief Technology Officer

Dan joined Aspire with more than three decades of technology and senior-executive experience in the design, development, and implementation of large scale, operationally complex, and highly available systems.

As the chief technology officer of Aspire, Dan makes executive decisions regarding the company's technological interests, including its technological vision, strategies, and alignment of resources. He is responsible for product management, software engineering, quality assurance, and infrastructure as well the ongoing evolution of the company's flagship platform.

Throughout his career, Dan has a history of growing technology products into more-robust, SaaS-based solution suites. Dan came to Aspire directly from MedSpeed, where he served as the company’s senior technical executive, overseeing all aspects of the replacement of the company’s core back-office and courier mobility solutions. Previously he held the top technology position at Valence Health, a healthcare services provider, leading more than fifty engineers, architects, and support personnel as well as the development of the company's core population Health platform.

Dan holds a BS in Applied Computer Science and Business from Illinois State University and enjoys spending time with his wife.

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Kevin Haar

Vice President of Sales

Kevin Haar, Vice President of Sales

Kevin has worked in the software industry for nearly 30 years, starting at Hewlett Packard. Prior to Aspire, Kevin worked for 18 years at Rational Software, now a software division of IBM and spent a number of years at Appistry. During his career, he also worked in credit card processing at Clearent and computer hardware at HP.

Kevin's passion for software enables him to lead the sales and business development teams at Aspire with an honest enthusiasm and laser-sharp focus. During his years in the industry, he’s had the opportunity to manage teams of all sizes and operate in every part of the US as well as many other countries, but St. Louis has always been his home.

Outside of sales and work, Kevin enjoys trips with his kids, watching youth sports, specifically hockey and soccer; and cheering on the St Louis Blues and the Cardinals. As a St. Louisan, beer is part of his heritage, but he has grown fond of red wine and good bourbon.

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Janet Brennan

Vice President of People

Janet Brennan, Vice President of People

Janet Brennan is an experienced human resources professional who has worked in the field for over 30 years. As vice president of people at Aspire, Janet is passionate and committed to a strong culture, team member engagement, and an environment that provides for personal and professional development.

Her experience as a human resources consultant for 14 years as well as her extensive work in mergers and acquisitions with small and large organizations while at Spectrum Brands and Marcone Supply has provided Janet with unique insight into HR best practices.

Janet received her degree in human resources from Missouri State University and moved to the St. Louis area after graduation. Outside of the office, Janet enjoys entertaining and relaxing with her family poolside.


Chase Cutler

VP of Client Services

Chase Cutler


Join our team.

When you come work here, you're not just joining any company. At Aspire Software, our mission and core values drive everything we do. That's why we strive to not only make a difference in the lives of our clients but our employees as well.

We pride ourselves in cultivating a positive, collaborative culture where our team members can learn, grow, and thrive with awesome, supportive people by their side. And we aren't the only ones who believe this is true: Aspire Software has earned recognition as a Five-Star Workplace and was named as a Top 25 Place to Work.

As a result, really great people work at Aspire Software—and we're always looking for more great people to join us!

Think you're a good fit? Check out our job listings to see if there's a place for you at Aspire Software!

Open Positions

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Company FAQs

Does Aspire Landscape specialize in the landscape industry?

Yes, Aspire Landscape was built by landscapers for landscapers. We focus solely on companies in the landscape maintenance, landscape construction, and snow/ice removal industries. What does this mean for you? We understand how profitable landscaping businesses should operate and our software is designed to meet your needs.

How long has Aspire Software been a company?

Aspire Software was founded in 2014 by Kevin Kehoe and Mark Tipton. Prior to co-founding Aspire Software, Kevin was an industry consultant for 25 years and Mark produced and managed a landscape software solution called Boss LM.

Aspire Software is proud to employ many former landscape-industry professionals across every area of the company, which means we have a first-hand understanding your business and its challenges.

How many users does Aspire Landscape have?
Aspire Landscape is trusted by more than 51,000 users in over 1,200 locations to manage nearly $4 billion in industry revenue.
What size companies use Aspire Landscape?
Aspire Landscape is used by companies of all sizes across the US and Canada, ranging from $1,000,000 to $250,000,000 in revenue. The average-size company using Aspire Landscape to run their business has around $15,000,000 in annual revenue.
How many employees work at Aspire Software?

Aspire Software currently employees over 100 individuals, and we are actively growing! The company's employees are organized across three functional areas:

  • Marketing, business development, and sales
  • Implementation, training, and support services
  • Product development, maintenance, and quality control
Where are you located?

Aspire Software's home office is based in Chesterfield, Missouri, but we have numerous team members who work remotely across the US.

What are the company’s growth plans?

Aspire Software plans to continue investing in building impactful software solutions and providing robust support and training services to better serve the landscape industry.

Is the company financially sound?

Yes, Aspire Software is very financially sound. In 2019, Mainsail Partners invested significant capital into Aspire Software to help fund the company's growth plans.