About Aspire Software | Aspire Software Careers

From that vision emerged the Aspire platform, the gold standard in business management systems for contractors. Aspire quickly grew from a simple concept into a leading solution with a long list of clients, including many of the landscape industry's top organizations.

In early 2021, Aspire Software acquired Crew Control software, extending the reach of the company's business management solutions to green industry companies of all sizes.

Crew Control is an easy-to-use, flexible application designed to help small- to medium-sized field service contractors move away from pen and paper and solve their greatest challenges to get more done in less time.

Also in 2021, Aspire announced the expansion of its focus to include other service-based companies with its launch into the janitorial industry. Faced with similar challenges as landscapers, building service providers are now realizing the benefits of the Aspire platform.

Later that year, Aspire agreed to become part of the ServiceTitan family of solutions through acquisition. Like Aspire, ServiceTitan was born in the trades and shares a similar mission of improving the lives of contractors by providing the software they need to run a successful business and regain their peace of mind.

With the investment and support of ServiceTitan, Aspire continues to accelerate growth and product development to better serve our customers.

Our values.

At Aspire, 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's leadership team empowers our employees to embody the company's core values: boldly innovate, drive success, put others first, and finish strong.

Mark Tipton

Founder & CEO

Mark Tipton, Founder & CEO

As founder and CEO of Aspire Software, Mark Tipton leads the top cloud-based business management SaaS provider. 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.

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.

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.

Jason Ring

Vice President of Sales

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

Vice President 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

What industries does Aspire serve?

Aspire was originally built by landscapers for landscapers. After focusing solely on companies in the landscape maintenance, landscape construction, and snow/ice removal industries, Aspire announced its expansion into the janitorial industry in 2021. The company continues to add individuals with deep landscape and janitorial business knowledge to our team to ensure we fully understand the challenges our customers face, no matter the industry.

What does this mean for you? Aspire understands how profitable landscaping and janitorial businesses should operate and our software is continually evolving to meet your needs.

How long has Aspire been a company?

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

Today, Aspire is proud to employ many former landscape- and janitorial-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 have?

As of May 6, 2022, Aspire is trusted by more than 70,000 users in nearly 1,500 locations to manage over $4.5 billion in client revenue.

How many employees work at Aspire?

Aspire currently employs nearly 200 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
Finance and human resources

Where are you located?

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

Is the company financially sound?

Yes, Aspire is very financially sound. In 2021, Aspire agreed to become part of the ServiceTitan family of solutions through acquisition. With the investment and support of ServiceTitan, Aspire continues to accelerate growth and product development to better serve our customers.