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
For its KC intro, WeWork plans event series to connect
In efforts to pump up the Kansas City community prior to its launch, WeWork announced KC Connected, an event series at its new Corragain Station coworking space. The first event is May 10 and aims to get local entrepreneurs prepared for the coworking giant’s global grant competition, the Creator Awards. “Our goal is to help…
RideKC builds Uber-like app for Kansas Citians with disabilities
For Kansas City residents with disabilities, it’s difficult to rely on bus schedules to get from place to place — even with paratransit options. Starting May 1, Kansas City residents with disabilities will have access to an on-demand option. The Kansas City Area Transportation Authority recently developed the ride-hailing app RideKC Freedom On-Demand, which will start…
Mobility Designed raises nearly $900K from iiM, local investors
The seed round for Kansas City-based Mobility Designed is approaching seven figures following the support of a local investment firm. Overland Park-based Innovation in Motion (iiM) recently joined the medical device startup’s round, which is approaching $900,000 and comprised mostly of individual investors. Led by CEO Liliana Younger, Mobility Designed created the M+D Crutch, a…
KC Smart City wins ‘Oscar of Innovation,’ a gold Edison Award
Validating a bold technology plan by a variety of public and private organizations, Kansas City’s Smart City initiative recently won a prestigious Edison Award for innovation. The City of Kansas City, Mo., Sprint, Cisco, Think Big Partners and other organizations won a gold award in the category of connected collaboration from the Edison Awards in…

