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
Dontari Poe: Veteran Kansas City Chief, rookie tech investor
Quarterbacks know the Kansas City Chiefs’ Dontarti Poe as the hulking 346-pound defensive lineman that’s planning to smash their offensive aspirations. But the tech community may want to acquaint themselves with Poe as a forward-thinking investor that is starting to evaluate deals around the nation. The two-time Pro Bowl selection recently invested in Lab Sensor…
PayIt lands ‘the Lou’ as a client for mobile payments
Government tech startup PayIt is working with the second-largest city in Missouri. The Kansas City-based company is now providing its mobile payment technology to the City of St. Louis, allowing its more than 300,000 residents to more easily pay property taxes via an app. Timing was apt for the partnership, as St. Louis’ property taxes…
Kauffman Foundation becomes key supporter of Startland News
I never thought I’d be here. Comfortable with a keyboard, coffee and notepad, I’ve always thought of myself solely as a journalist. After years writing about entrepreneurs, I never imaged that one day the strategies and struggles they shared would help me make sense of leading a new venture. Indeed, entrepreneurship is often glamorized. I’ll…
Kauffman Foundation announces winner of 1 in a Million contest
Kansas City’s reign atop the national 1 in a Million contest has ended. The Ewing Marion Kauffman Foundation announced Wednesday that Anchoraged-based Pandere Shoes won the contest, beating out one local finalist and winning $25,000 in the process. The Grooming Project was the sole Kansas City firm left in the competition, which challenges 1 Million…

