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
Industrial coworking space eyes downtown KC; plans mixed office, warehouse amenities
A Northwest Arkansas-based startup plans to bring a new coworking concept to Kansas City this year — one that combines flexible office and shared warehouse solutions, said CEO Brendan Howell. “We call it industrial coworking,” explained Howell, co-founder and CEO of Loloft . “That’s a term that we’ve coined.” The company is aiming for a…
‘Proud capitalist’ to young social entrepreneurs: It’s OK to make a buck while saving the world
Darcy Howe encouraged budding, would-be founders to think about ways they can effectively scale their mission-driven ideas, drawing on KCRise Fund’s model for social entrepreneurship. “Being socially mission-driven is not mutually exclusive to making money,” Howe, founder and managing director of KCRise Fund, told Enactus students gathered Tuesday during an end-of-year celebration for the University…
Million-dollar corporate gift puts $25M Negro Leagues capital campaign on the board; now you’re on deck
Editor’s note: Bank of America is a financial partner of Startland News, although this report was created independently by the nonprofit newsroom. A historic age of impact is under way, said Bob Kendrick, as Kansas City’s Negro Leagues Baseball Museum unveiled plans for a new, state-of-the art campus backed by a $1 million grant from…
They walked right past us: Small biz owners shocked by low NFL Draft sales, now wary of World Cup
A massive surge in visitors and foot traffic as Kansas City hosted its first NFL Draft failed to score many points outside the event grounds this weekend, as countless small businesses along the city’s urban corridor reported a sharp dip in revenue. “I think we’re all looking at our numbers and everything right now, and…

