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
Initiative backed by Shopify funding expected to boost 500 Black-owned businesses in KC
Editor’s note: KC BizCare is a financial supporter of Startland News. This story was produced independently by Startland News. KC BizCare announced a series of inclusive entrepreneurship initiatives Thursday, including a partnership with Operation HOPE that will provide 500 Black-owned businesses in Kansas City with resources to grow their businesses. That partnership is part…
Saile closes $1.35M round; set to double team in 2023 as mass production of ‘robots for salespeople’ under way
A Kansas City startup building an army of “Sailebots” — an artificial intelligence solution to a classic industry problem — impressed its new lead investor with its customized approach that avoids a “one size fits all” strategy. “I’ve been in sales and marketing automation for 20 years,” said Lisa Calhoun, founder and managing partner at…
Bored by your holiday spread? You butter believe these artisanal flavors will make taste buds give thanks
Imagine a world with only vanilla ice cream or plain yogurt, Chris Buono challenged. “Of course, it’s inconceivable now because we have hundreds of different flavors of each of those,” said Buono, founder and CEO of Overland Park-based Buon-Riche Foods. “But I feel like that’s kind of where we are with butter and I just…

