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
Techstars to launch new accelerator program in Kansas City
Accelerator guru group Techstars announced Wednesday that it’s launching a new program in Kansas City after leading the Sprint Accelerator for three years with Sprint. Lesa Mitchell, a former vice president of innovation and networks for the Ewing Marion Kauffman Foundation, will serve as the managing director of the Kansas City accelerator. “We’re excited to…
Kauffman Fellows hosting hundreds of global VCs in Kansas City homecoming
More than 200 investors and entrepreneurs from around the globe will soon converge in Kansas City as part of one of the most highly-esteemed venture capital organizations in the world. Now in its 21st year, the Kauffman Fellows program will reunite top-tier investors that hail from five continents for a reunion summit on Oct. 24…
KCRise Fund makes first area investments in SpiderOak, Innara Health
Only a few weeks after closing on its first $10 million, the KCRise Fund announced Wednesday that it has invested in its first Kansas City-area companies. Launched in February in conjunction with the KC Rising economic initiative, the KCRise Fund is joining ongoing investment rounds in SpiderOak and Innara Health. The fund, led by Darcy…
Magic Johnson, David Stern headline $5M round in ShotTracker
A sojourn to the City of Angels has taken on magical meaning for ShotTracker. The Merriam-based firm announced Wednesday that basketball legend Earvin “Magic” Johnson and former NBA Commissioner David Stern are among a group of investors that have injected $5 million into its coffers. The duo of high-profile investors will help accelerate the wearable…

