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
Venture capitalist Keith Harrington opens up on KC investment culture
For most of the 200 Kauffman Fellows attending the Reunion VC Summit, it is their first time visiting Kansas City. To help them get a taste of the metro’s entrepreneurial ecosystem, Keith Harrington, Kauffman fellow and partner at Kansas City-based Fulcrum Global Capital, presented some cultural highlights at the summit Tuesday. Like many Midwestern cities,…
Events Preview: American Royal Tech BBQ
There are a boatload of entrepreneurial events hosted in Kansas City on a weekly basis. Whether you’re an entrepreneur, investor, supporter, or curious Kansas Citian, we recommend these upcoming events for you. WEEKLY EVENT PREVIEW KC Roundtable When: October 27 @ 7:30am – 9:00am Where: Eggtc KC Roundtable is in existence to provide 20 and…
KC founders share their stories of building a great Midwest company
It’s not the flashiest locale, but the Midwest is a ripe area in which to grow a global business, a group Kansas City entrepreneurs argued Monday. During the Kauffman Fellows summit, four Kansas City business leaders made the case that you don’t have to be on the coasts to build a thriving company. The…
Kauffman Fellows to foster KC, Midwest investor expertise via $960K effort
In an effort to cultivate venture capitalists in the Midwest, the Ewing Marion Kauffman Foundation will award a dozen of scholarships valued at a total of $960,000 for its investor program, Kauffman Fellows. And Kansas City is set to be the biggest beneficiary. During the Kauffman Fellows’ annual summit, the foundation announced that will dish…

