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
KCMO mayoral vote: Confused? Undecided? Seven FAQs for those still on the bubble
Amid nearly three dozen Kansas City mayoral candidate forums, Startland readers raised a round of questions — some easy to answer, others loaded — but each invested in seeing who will emerge from the shadow of popular, bow tie-wearing mayor, Sly James, to lead KCMO. Here’s a breakdown of the most frequently asked questions about…
Candidates agree: KCMO needs an entrepreneurial mind in the mayor’s office … but what does that mean?
Kansas City was born of an entrepreneurial spirit, said Steve Miller. “We were all in the spirit head of the Westward Expansion, and [were] entrepreneurs from the very beginning,” said Miller, candidate for the Kansas City, Missouri, mayor, last month during the StartupKC Small Business and Entrepreneurship Mayoral Forum. “We need a mayor that has…
Liberty-based CAPE Industries scores $1.45M round, ‘global reach with a home base feel’
A commitment to Kansas City shouldn’t limit a company’s reach, Allen Gibson said on the heels of a million-dollar-plus funding round, successfully closed Tuesday by his startup, CAPE Industries. “This is a global product. We have a global team [put in place] and we’ve organized from Day 1 to be a global company based in Kansas…
KCultivator Q&A: Sarah Mote inspired by radical thinkers, lowbrow humor, taking KCSourceLink social
Editor’s note: KCultivators is a lighthearted profile series to highlight people who are meaningfully enriching Kansas City’s entrepreneurial ecosystem. The KCultivator Series is sponsored by Plexpod, a progressive coworking platform offering next generation workspace for entrepreneurs, startups, and growth-stage companies of all sizes. Quiet startups fueled by overcoming struggles are always the most fascinating stories,…

