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

        Thank a community leader; Nominate them to win $50,000

        By Tommy Felts | July 23, 2025

        Editor’s note: The following is a paid message from the Ewing Marion Kauffman Foundation. Allison Greenwood Bajracharya, a fourth-generation Kansas Citian, is chief impact and strategy officer for the Kauffman Foundation. In communities around the country, people are doing uncommon things in the most common places — parks, food pantries, classrooms, soccer fields, and church…

        Crossroads distillery asks KC to make a toast in honor of founder lost in weekend motorcycle wreck

        By Tommy Felts | July 22, 2025

        Update: A crowdfunding campaign has been launched to support the family of the late Jeff Evans. Click here to learn more or to donate.  With doors temporarily closed early this week (July 21-22) to mourn the loss of co-founder Jeff Evans, the team behind Mean Mule Distilling is asking its community to “grieve with us,…

        KC govtech startup: You shouldn’t have to know how local government works to get answers (or make impact)

        By Tommy Felts | July 22, 2025

        Even a ripple can make waves, said Mitch Mabrey, an exited cleantech founder whose new cause finds him on a mission to ensure that the voices of residents from all walks of life are more broadly heard — and answered — by their government officials. Resonus, his Kansas City-based political information platform is designed to…

        Northland BBQ spot opens, building flavors, menu from side hustle to storefront

        By Tommy Felts | July 22, 2025

        After a decade-long journey building his BBQ business — from tailgates to a just-opened brick-and-mortar restaurant — Wardell Hooks Jr. would only change one thing along the way: He’d have quit his full-time job sooner. “My thing is the joy,” said Hooks, founder of Off the Hook BBQ, describing the feeling of accomplishment from his…