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
Is KC scaring away disruptive tech? Mayor candidates revive sharing economy debate
A wave of technology is coming — and Kansas City should be ready, said Steve Miller, entering the fray between mayoral candidates over regulating the sharing economy. Appearing Monday at a KC Mayoral Tech Forum to open Techweek Kansas City, Miller compared navigating the regulatory waters around such emerging services as Airbnb, Uber and Bird to…
Pure Pitch surprise twist: Techweek competition adds pre-teen innovator to KC startup lineup
In a surprise announcement Monday, organizers of the Pure Pitch Rally announced the third annual pitch competition would feature the Kansas City pre-teen innovator behind the Storm Sleeper. Update: Click here to find out who won big at the Pure Pitch Rally. Julia Luetje — a Barstow School student from Leawood, who at 10 years…
First Friday takeover: Startup Crawl draws 600-plus, showcasing KC, risk-takers, creatives (Photos)
Editor’s note: Startup Crawl and Startland News are both programs of the Kansas City Startup Foundation, though the content below was produced independently by Startland. For more information on the relationship, click here. First Friday revelers and curious minds alike were treated to a five-stop Startup Crawl tour of Kansas City’s entrepreneur community — from…
KC-based OYO Fitness flexes with new exercise app, 10-week workout challenge
The freshly released OYO Personal Gym PRO model helps users avoid common exercise setbacks by offering true resistance and proper pacing of workouts with its new app component, said Graham Ripple. “One of the things that is often common with working out is that they’re not doing a full range of motion or are going…

