PayIt gains $25M follow-on investment from early backer Weatherford Capital

May 31, 2019  |  Tommy Felts

John Thomson, PayIt

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.

startland-tip-jar

TIP JAR

Did you enjoy this post? Show your support by becoming a member or buying us a coffee.

Tagged , , , ,
Featured Business
    Featured Founder

      2019 Startups to Watch

        stats here

        Related Posts on Startland News

        South KC hub heats up with $100M+ cold storage investment; logistics site expected to bring 190 jobs

        By Tommy Felts | August 13, 2025

        A strategic collaboration between Americold and CPKC underscores Kansas City’s growing role in advancing cross-border commerce and temperature-controlled logistics, officials said Tuesday, celebrating the grand opening of a 335,000-square-foot Import-Export Hub in South Kansas City. Americold’s new $100 million-plus facility is expected to create nearly 190 new jobs and serve as a hub for Canadian…

        Innovation Fest pitch winner touts unexpected treat: growing his animal health startup in Kansas

        By Tommy Felts | August 13, 2025

        Emmanuel Bijaoui’s first time in Kansas — for Tuesday’s Innovation Festival and onboarding for the incoming Plug and Play Topeka cohort — has left the Treat Therapeutics founder with a lasting impression of the region’s entrepreneurial ecosystem, he shared. “We always talk about the Animal Health Corridor,” he said after winning the festival’s BioKansas Startup…

        ‘Troost is not scary’: Kansas City equity walk highlights Black business revival

        By Tommy Felts | August 13, 2025

        Editor’s note: This story was originally published by The Beacon, a member of the KC Media Collective, which also includes Startland News, KCUR 89.3, American Public Square, Kansas City PBS/Flatland, and Missouri Business Alert. Click here to read the original story from The Beacon, an online news outlet focused on local, in-depth journalism in the public interest.…

        NXTUS expands enterprise-focused program beyond Kansas; four KC-area startups selected

        By Tommy Felts | August 13, 2025

        WICHITA, Kan. — An ongoing initiative to demystify the relationship-building process between emerging entrepreneurs and potential enterprise partners just expanded deeper into the Midwest, welcoming 20 growth-minded innovators from Wichita to St. Louis. “For entrepreneurs whose success depends on forging relationships with ‘the big guys,’ this unique program is so valuable,” said Mary Beth Jarvis, president…