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
Not all shops will be riding high if Missouri legalizes recreational cannabis, but even imperfect expansion ‘far worth the effort,’ advocates say
Legalizing recreational marijuana would have potent outcomes across the state if Missouri voters approve a constitutional amendment Nov. 8, but some cannabis advocates and small business owners say not all strains of success will be equal. On one hand, Missouri’s Amendment 3 would expunge the criminal records of people with past non-violent marijuana charges and…
Tesseract deepens military ties with deal to develop smart space hub for US Air Force
Tesseract Ventures’ research and development partnership with the U.S. Air Force is reaching new altitudes with a just-announced contract to develop 21st century smart space technologies for MacDill Air Force Base in Tampa, Florida. “The Air Force has always been a center of innovation and a launch pad for world-changing new technologies,” said John Boucard,…
Fund Me, KC: She’s served a community need; now LaRonda LaNear needs help filling her kitchen
Startland News is continuing its “Fund Me, KC” series to highlight area entrepreneurs’ efforts to accelerate their businesses or lend a helping hand to others. This is an opportunity for business owners and innovators — like LaRonda LaNear’s effort to launch a brick and mortar space for We Got It Covered Food Services — to…
Oracle closing former Cerner HQ in post-acquisition scaleback across metro
Editor’s note: The following story was originally published by CityScene KC, an online news source focused on Greater Downtown Kansas City. Click here to read the original story or here to sign up for the weekly CityScene KC email review. Oracle is pulling the plug on the former world headquarters of Cerner in North Kansas City, relocating its employees…

