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
How two music lovers opened their Missouri community’s first record store and lounge
Editor’s note: The following story was produced through a paid partnership with MOSourceLink, which boasts a mission to help entrepreneurs and small businesses across the state of Missouri grow and succeed by providing free, easy access to the help they need — when they need it. CAPE GIRARDEAU, Missouri — Spectrum Record Lounge is becoming a…
Novel secures $15M round in bid to get tech founders the capital to turn their visions into reality
A fresh injection of capital is expected to help Overland Park-based Novel — helmed by two of Kansas City’s most seasoned tech founders — revolutionize growth for SaaS startups using its Capital Intelligence platform. “The tech founder’s journey is often fueled by passion but also filled with obstacles,” said Carlos Antequera, CEO and co-founder of…
HomeGrown breakfast concept cracks downtown egg, opening what could be KC’s next favorite brunch spot
A Wichita-founded restaurant chain known for its breakfast and brunch fare is officially open in KCMO, adding a Power & Light location to its menu of Kansas City-area eateries. HomeGrown welcomed diners Tuesday within the KC Live! Block — the only full-service breakfast restaurant in the Power & Light District — offering sustainable selections on…
Social venture’s pet grooming grads now empowered to earn microloans thanks to trio of KC backers
Graduates of Kansas City-based Pawsperity’s pet grooming training programs are now eligible to apply for RISE Microloans to launch or grow their businesses — an opportunity boosted by an economic equity initiative to provide microloans to fledgling entrepreneurs. The Plaza Rotary Club program, RISE Microloan (short for Rotary Investing & Supporting Equity), is offered through AltCap,…

