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
Indie craft, maker fair Strawberry Swing returning Sunday with KC love
One of the largest indie craft fairs in the Midwest is expected to draw thousands of Kansas Citians to discover local makers and creators. Strawberry Swing’s summer event, set for Sunday at the Nelson-Atkins Museum of Art lawn, aims to showcase vendors from Kansas City, as well as parts of Arkansas, Iowa, Oklahoma and more.…
‘Software is eating the world,’ LaunchCode instructor appeals to aspiring techies
Ambitious techies in the Kansas City area might soon have an opportunity to realize their aspirations with a course coming soon from the nonprofit LaunchCode. Based in St. Louis but with an office in Kansas City, LaunchCode aims to grow the tech workforce of select communities by offering programs to educate those eyeing a career…
Events Preview: Gigabit City Summit, Celebrate entrepreneurs
There are a plethora of entrepreneurial events hosted in Kansas City on a weekly basis. Whether you’re an entrepreneur, investor, supporter, or curious community member — we recommend these upcoming events for you. Are you hosting a relevant community event? Feel free to add it to the FWD/KC calendar for increased exposure. Once your event…
Rack Performance beefs up with seed investment from former Perceptive Software execs
Lenexa-based Rack Performance has raised a seed investment round that will fuel the exercise tech startup’s sales and development. Rack Performance has raised $300,000 from perceptiveEQUITY, a new early-stage investment firm that’s managed by three former executives at Lenexa-based Perceptive Software, which was purchased by Lexmark International for $280 million in 2010. Lexmark recently sold…

