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
Meet Kauffman’s new CEO: Foundation taps former diplomat, higher ed official to lead
Editor’s note: The Ewing Marion Kauffman Foundation is a financial sponsor of Startland News. A Kansas City native is poised to take leadership at one of the region’s most prominent nonprofit organizations tackling upward mobility and economic prosperity, the Ewing Marion Kauffman Foundation announced Tuesday. Dr. DeAngela Burns-Wallace has been named Kauffman’s next president and…
Negativity sells, but these producers want to give creatives love (and ownership of their art)
A pair of childhood friends from Kansas City are on a mission to help small artists bring their creative visions to life, while spreading a message of love along the way. Marquis McIntosh and Kiandre “KP” Pugh — the duo behind Lovey Dovey — said that seven years of creating their own content has prepared…
Full circle: Coffee shop and cocktail bar serve hometown hangout vibes thirsty locals won’t want to leave
Startland News’ Startup Road Trip series explores innovative and uncommon ideas finding success in rural America and Midwestern startup hubs outside the Kansas City metro. This percolating day-night hotspot might not feel like it belongs in Topeka, owners say, but the uncompromising space is what the neighborhood deserves TOPEKA — Capitol City natives David Vincent…
Made in KC’s trolley cafe gets a new driver: Iconic Kansas City brand set to reopen space in August
The Made In KC Trolley in River Market — a full service cafe within a vintage, refurbished Kansas City streetcar — is winding down its run this weekend; next aboard the repurposed artifact of local history: Donutology. After being approached by Made In KC about the opportunity, Donutology will take over the trolley cafe July…

