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
Bilingual startup Tico Productions brings energy to Chiefs’ Spanish broadcast
When the Chiefs and Raiders meet Sunday at Arrowhead Stadium, more than the usual KC-versus-Oakland rivalry will be at play. The game also puts Kansas City-based Tico Sports’ two Spanish-language broadcast teams head-to-head for the first time. It’s not a competition, said CiCi Rojas, partner and president of Tico Productions, the company behind Tico Sports…
California retail tech firm opens Crossroads office, hiring 20
Retail technology firm PriceSpider is citing the area’s vibrant tech community as the reason behind rooting a new office in Kansas City’s Crossroads Arts District. Headquartered in Irvine, California, PriceSpider said the burgeoning startup community, deep pool of tech talent and Google Fiber’s arrival in 2012 helped push the company to choose the City of Fountains.…
Heart and soul: UMKC celebrates Entrepreneur of the Year Awards (photos)
Convening students, entrepreneurs and top civic leaders, the 32nd annual Entrepreneur of the Year Awards on Tuesday recognized some of the area’s top innovators, including the creative mind behind one of Kansas City’s most iconic structures. The University of Missouri Kansas City’s Henry W. Bloch School of Management presented its International Entrepreneur of the Year…

