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
UMKC pitch contest puts Cafe Cà Phê closer to Jackie Nguyen’s big goal; winners range from students to emerging startups
The University of Missouri-Kansas City continues to brew innovation — and the return of its Regnier Venture Creation Challenge (RVCC) Friday poured proof, offering more than $88,000 in critical cash prizes to percolating ventures that spill far beyond its classrooms. “I moved to Kansas City from Washington D.C. over the summer and I started following Cafe…
Why an Evangelical church in KCK opened a thrift store to build leaders in its immigrant-rich neighborhood
The heart and purpose of Mission Adelante is to develop and empower community members — especially its neighbors who come from backgrounds far from Kansas City, said Jared Meek. “We started Mission Adelante in 2005 to really reach out to the immigrant and refugee community in our neighborhood. We focused a lot on individual transformation,…
Halo championship arrives downtown as KC-built esports team ‘pioneers a dynasty’
KC Pioneers gain support of Chiefs, Charlie Hustle and other hometown household names for its #MyCity campaign as Kansas City hosts major esports tournament It’s time to showcase Kansas City’s esports and tech community on a global scale, said Mark Josey — and what better way to do so than with a worldwide tournament hosted…
Meet the KC Chamber’s Top 10 for 2022: One will be the next ‘Small Business of the Year’
From a rapidly expanding restaurant chain to a 24/7 daycare facility to a workforce training and information technology leader building a statewide footprint, the finalists for the 2022 Small Business of the Year award run the gamut of forward-thinking Kansas City ventures, said Joe Reardon. “Every year I become more and more impressed with our…

