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
WATCH NOW: Kansas City Community Builders to Watch
Join Startland News for a celebratory broadcast that showcases the work of six local leaders with exceptional stories of community impact. This mid-day broadcast — streaming at 11:30 a.m. as part of Global Entrepreneurship Week (GEW) — features a musical performance by Golden Groves. This edition of Startland News Reports is presented in partnership with Fishtech Group.…
Demo day alert: 13 new Comeback KC Ventures fellows set for debut on GEW KC stage
The first crop of Comeback KC Ventures fellows — entrepreneurs offering solutions from healthtech and edtech products to sports evaluations and an animation academy emerging in response to COVID-19 — is expected to highlight more than a dozen companies Thursday during a GEW KC innovation showcase. “The demo day will allow early participants in the…
How Finotta emerged from 2020’s perils with a leap of faith, $3M investment banked
The through line of Parker Graham’s startup journey so far: resiliency. “People like to joke that cockroaches just don’t die,” laughed Graham, reflecting after his fintech company, Finotta — more pheonix rising than cockroach surviving — recently closed a $3 million seed funding round and completely changed the makeup of its team. “I feel like…
New in KC: Wichita-grown foodie whips up 4.5M TikTok, Youtube users with passion (and ramen) as her only guides
Editor’s note: New in KC is an ongoing profile series that highlights newly relocated members of the Kansas City startup community, their reasons for a change of scenery, and what they’ve found so far in KC. This series is sponsored by C2FO, a Leawood-based, global financial services company. Click here to read more New in KC profiles. Lisa Nguyen was five…

