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
Life Equals shoots $2.35M oversubscribed round led by former Anheuser-Busch InBev exec
Well, that didn’t take long. A freshly raised $2.35 million investment round will be a turning point for Life Equals, taking its brand to the national stage, said Kyle FitzGerald, announcing the funding Thursday at Startland’s Startups to Watch in 2019 celebration. Life Equals was selected as No. 7 on the list of Kansas City…
Chain of Trust manages secret passwords after coffee shop meetup, corporate departure
From Starbucks to startup, a swipe right on networking opportunities led two Kansas City, Kansas, men to an adventure in tech entrepreneurship — disrupting the secret management space with the inception of Chain of Trust Technologies, they said. “If you’re going to be an entrepreneur, get people who you can talk to that can give…
Latest Pipeline fellows include familiar KC founders, startups focused on eSports, saving pets, ‘hearables’
Eight Kansas City startup founders have the opportunity to build a lifetime of high-level entrepreneurial support as 2019 Pipeline fellows, said Joni Cobb. The Pipeline network of top-tier Midwest founders announced 13 new fellows last week at the organization’s annual Innovators event, staged this year in Omaha, said Cobb, president and CEO of Pipeline. More…
Crema apprenticeship effort aims to decode a more inclusive talent pool
Crema’s recent growth means more than an additional Crossroads office space for the startup, said Gabby Brotherton. It provides bandwidth for the firm to supplement Kansas City’s tech talent with a new apprenticeship program. “[Crema is] very much a company that values collaboration and innovation learning,” said Brotherton, marketing specialist at the software development firm.…

