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

        Hometown scramble: Noonan collaboration with neighboring Garmin brings startup closer to tournament win

        By Tommy Felts | September 24, 2025

        Kansas City sports tech innovator Noonan’s latest big swing sees the startup paired with a major industry player whose homegrown headquarters exercises its domination in the wearables market from just a few miles down I-35 in Johnson County. Lenexa-built Noonan on Tuesday announced a collaboration with Garmin, a powerhouse in GPS-enabled sports technology — currently ranked…

        GRWM: Founder has more than swag; his platform matches companies with merch Gen Z will actually wear

        By Tommy Felts | September 23, 2025

        A lot of branded swag gets buried at the bottom of a drawer after being collected from a special event or trade show — never again to see the light of day, Ivan Hadzhiev said, noting his new startup is helping companies think outside the bag when they design and distribute promotional products. “We’re making…

        Annie Austen’s newest store opens, building around ‘an actual human being’ and her gut instincts

        By Tommy Felts | September 23, 2025

        That glow within downtown Overland Park isn’t just coming from the freshly stocked shelves at the new Annie Austen storefront; it’s yet another product of the pandemic-pivot entrepreneur’s contagious positivity — lightening the mood just steps away from a massive farmers market overhaul. “There really aren’t any safe options in life. Sometimes the rug gets…

        Meet the competition: AltCap Your Biz unveils finalists for pitch event, $60K in awards

        By Tommy Felts | September 23, 2025

        A popular fall pitch competition for emerging entrepreneurs is returning to Union Station in November with AltCap today announcing 10 finalists for $60,000 in cash prizes — ranging from Kansas City’s first mobile matcha cart to specialty wellness retailers and a dog toy innovator. “The AltCap Your Biz Pitch Competition is so much more than…