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
Olathe brothers opening vintage clothing storefront; next-generation founder eyes serial entrepreneurship
A pair of brothers are rolling open the garage door on their first brick-and-mortar venture this weekend, turning a curated online source for vintage clothing into a physical storefront in Kansas City’s Westside neighborhood. Thomas and Reade Rex are set to host The Rex Catalog’s grand opening 11 a.m. to 6 p.m. on Saturday, Oct.…
Why Bay Area investors are shifting their gaze from tech to on-the-ground ag innovations
Agriculture innovation is at a capital-fueled crossroads, said Josh Svaty, describing a growing appetite from well-funded West Coast investors who are hungry for high-yield Midwest solutions. Climate change — and the challenges it poses across industries — is seeding much of that interest, explained the Kansas farmer, former politician, and investor; speaking to Startland News before…
Foresight announces $100K investment for its AI-fueled fintech fraud solution for banks
Fresh off completing the Tulsa Techstars Accelerator and NXSTAGE fintech competition in Wichita, a busy Kansas City startup just announced a $100,000 investment from Northwestern Mutual. Foresight — an artificial intelligence platform from serial entrepreneur and investor Jannae Gammage — earned a spot in Northwestern Mutual’s Black Founder Accelerator program alongside four other Black-owned tech…
Innovation center, investor hub set to open this month on Liberty campus, thanks to family’s gift
LIBERTY, Missouri — A significant financial gift to William Jewell College from a family of alumni is expected to fund a new innovation center opening on campus this month. The space is expected to serve as an investor hub and flexible workspace for Kansas City entrepreneurs. The Mathes Innovation Center — made possible by the…

