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
Fund Me, KC: ULAH asks Kansas City to help save Westwood menswear store as pandemic debt looms
Startland News is continuing its long-running “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 menswear retailers and trendsetters Joey Mendez and Buck Wimberly — to share their crowdfunding stories and potentially gain…
These 15 KCMO projects just got a $19M+ boost; funding focused on inclusive community investments
A pair of high-profile projects at 18th and Vine — restoring the Boone Theater and its Kansas City jazz legacy, along with transforming the long-vacant Workhouse Castle into a boutique hotel — offer just a few notes from a chorus of just-funded redevelopment initiatives aimed at buoying small business and tackling challenges in Kansas City’s urban core.…
Meet 7 startups just funded to turn potential into Kansas City-built tech innovation
The latest crop of Digital Sandbox KC companies — earning up to $20,000 in project funding for their concepts — are poised to make significant impacts within their industries, said Jill Meyer, noting a through-line from digital health to AI-powered construction and fantasy sports solutions. “These exciting innovations show some great promise, and we’re honored…
Cosmo Burger brings its mouth-watering tots, boozy milkshakes to East Crossroads’ bustling streets of eats
Bringing Cosmo Burger to the Crossroads required cousins Atit and Jugal Patel to cook their plans to perfection, serving up the brand’s first full-service brick-and-mortar location after years of trial by griddle. The result: a beefed up version of the owners’ original concept in one of the city’s most popular dining and entertainment districts. “This…

