PayIt gains $25M follow-on investment from early backer Weatherford Capital
May 31, 2019 | Tommy Felts
A Tampa-based venture capital firm run by three brothers sees investing in Kansas City’s PayIt as part of its long-term strategy.
Weatherford Capital first backed PayIt in 2016, through a $4.5 million Series A round led by New York-based Advantage Capital Partners, and followed by Weatherford, Royal Street Ventures, the Missouri Technology Corporation and Five Elms Capital.
The firm confirmed to Startland this week a follow-on investment of $25 million for the Kansas City GovTech innovator, which is led by co-founders John Thomson and Michael Plunkett.
Specializing in GovTech applications that better connect government to its constituents, PayIt made news in 2018 thanks to major partnerships with the State of Kansas and the Unified Government of Kansas City, Kansas. Its iKan app notably allows Kansas to skip the line at the Department of Motor Vehicles.
PayIt was named one of Startland’s 10 Kansas City Startups to Watch in 2017 and 2018.
“As investors, we seek out quality teams, leaders, and healthy cultures, not just assets and good ideas,” reads the investment firm’s website. “We believe that through long-term partnerships with purposeful capital and high-quality companies we will produce outcomes that promote human flourishing.”
Driven by Will, Sam, and Drew Weatherford, the firm has a nationwide focus on middle market firms with enterprise value of $50 million or more.
In March, PayIt made headlines with a more than $100 million investment by New York-based Insight Partners, which provided an exit for investors within the KCRise Fund.
Click here to read about the game-changing investment for PayIt and Kansas City.
“The company [PayIt] happens to be in Kansas City — Investors expect a return. They’re looking for big, scalable, durable businesses,” PayIt’s Thomson said at Startland’s May Innovation Exchange event. “You’ll hear the phrase ‘escape velocity’ — those that can turn into the next Fortune 500 company in a market or a category. It’s all about the execution of the business, the growth trajectory and how investable is that team and business.”
Meeting with more than 85 firms in its most recent funding push, however, PayIt saw rising interest not only in its GovTech offering, but in its hometown backing, he acknowledged.
“There’s a broad awareness of Kansas City, this ecosystem and this environment — and that it’s been on the rise,” Thomson said.
Featured Business

2019 Startups to Watch
stats here
Related Posts on Startland News
Founders earn innovation, Business Hall of Fame honors from Junior Achievement
Carlos Antequera’s business roots run deep, he told a crowd gathered for his induction into Junior Achievement’s Business Hall of Fame, noting inspiration and impact from his time assisting his grandmother in her convenience store in Bolivia to current-day collaborators in Kansas City. “I’ve been very fortunate in my entrepreneurial journey to have been surrounded…
Missouri cannabis company grows into flower, buying massive Kansas City grow facility
A Springfield-based cannabis company is acquiring a massive growing and manufacturing facility in Kansas City, positioning Show-Me Organics as a vertical player in the budding Missouri marijuana market. The deal to purchase the local 80,000-square-foot cannabis operation from Holistic Industries — one of the nation’s largest, private multi-state operators in the cannabis industry — is…
THC-infused lemonade squeezes into market as ballot push unbottles potential for 2M Missouri cannabis customers
Blending the classic and comforting flavor of lemonade with the benefits of marijuana is like mixing oil and water, said Michael Wilson. But Franklin’s Stash House persisted, spending the time and money to perfect the process behind its THC-infused lemonade, he said. “Our water soluble formula has been our biggest investment — and really the…
‘This is our era’: How one local streetwear brand got the ball rolling for an exclusive KC Comets collab
Soccer fans can kick off their weekend with a one-day-only sale of a limited-edition apparel collaboration between Kansas City’s premier indoor soccer team and its top streetwear brand, said Vu Radley. “We found this really cool, creative space with the KC Comets where we could pay homage to their vintage jerseys and mix it with…

