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
Junior Achievement honoring Ruby Jean’s founder with its 2022 KC Innovator Award
A group hoping to inspire the next generation of leaders, thinkers and doers has tapped a young entrepreneur with a healthy appetite for expansion as its next KC Innovator Award winner. Chris Goode, founder of Ruby Jean’s Juicery, is set to be honored with the award Nov. 1 during the Junior Achievement of Kansas City’s…
Put a ring in it: Journey Pro enters the ‘Era of Agnes’ with new location on KC’s East Side
Founder combines passion for wrestling, fighting cancer in latest show Every window was broken. A solid foot of trash covered the floor. And there was a strange smell coming from the bathrooms. Yet, DJ Stewart stepped into the abandoned section of the Agnes Arts Center and knew it was going to be the perfect home…
Real-world ready: Honeywell partners with local high schools, offering full-time careers to Grandview graduates
Simon Williams wasn’t interested in college; he instead saw a professional path after high school that avoided costly and time-wasting diversions. “I just didn’t want to start my career four years later, with almost $100,000 in the hole,” said the recent Grandview graduate and new hire at Honeywell as an assembler adjuster. The U.S. Department…
Thirsty fans line up as Weston distillery resurrects pre-Civil War Missouri bourbon
Editor’s note: The following story was originally published by Flatland, the digital magazine of Kansas City PBS and a fellow member of the KC Media Collective. Click here to read the original story or here to sign up for the weekly Flatland email newsletter. This is a historic moment for the folks at Holladay Distillery in Weston, Missouri, and also a big deal…

