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
Lawrence cybersecurity startup raises $1.85M pre-seed round led by KC’s Flyover Capital
A startup focused on detecting hidden malware and preventing costly ransomware attacks announced a power-packed pre-seed funding round to push its pending launch — with the backing of a trio of high-profile regional investors. The investment in cybersecurity pioneer Invary was led by Flyover Capital, with additional participation from NetWork Kansas GROWKS Equity program, and…
Pickle and Suede: Sporty new line plays on jewelry brand’s versatility, flexes creative muscle
Nickel and Suede is hitting the court this summer, served co-founder Kilee Nickels. The Liberty-based jewelry brand — which just celebrated its ninth birthday — has released a pickleball paddle in collaboration with Recess Pickleball, along with a line of “just the right” accessories to coordinate. “It’s kind of our stamp of approval,” Nickels said.…
Fund Me, KC: Zanago founders seek support to close funding gap for real estate transparency platform
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 Louis Byrd and Arlene Byrd from the social impact tech company Zanago — to share their crowdfunding stories and potentially…
C2FO launches empowerment grants to boost Black-owned businesses, entrepreneurs
A new grant program from one of Kansas City’s most high profile scaleups is expected to empower — and help fund — three nonprofit organizations serving Black-owned businesses and entrepreneurs, said Jessie Fields. “We know small business owners, and especially diverse business owners, face so many challenges,” said Fields, director of talent development and DEI…

