PayIt co-founder: No one-size-fits-all formula for scaling one of KC biggest startup ideas 

October 5, 2023  |  Taylor Wilmore

Mike Plunkett, PayIt, speaks to a crowd of students gathered Tuesday for UMKC’s Entrepreneur Speaker Series; photo by Taylor Wilmore, Startland News

Mike Plunkett’s journey with PayIt came to an early, but critical crossroads when a wealthy entrepreneur offered half-million dollars to support the Kansas City-built govtech venture, he recalled. The catch: this investor insisted on imposing control and veto power as they committed more funds.

Despite being low on funds, the PayIt team — led by co-founders Plunkett and John Thomson —  prioritized maintaining operational and strategic control of their company, declining the offer.

“Whether or not you’re financially successful, one of the rewards of being an entrepreneur is doing it your way,” Plunkett told a crowd of students gathered Tuesday for UMKC’s Entrepreneur Speaker Series. “It was our first chance ever for either of us to do it from the beginning to create a culture.”

Today, PayIt — a cutting-edge SaaS platform that streamlines interactions between government agencies and the public — boasts contracts serving more than 100 million residents. The technology, which has earned PayIt a spot on the GovTech 100 list for seven years and counting, allows users a range of functions — from paying property taxes to renewing licenses — on their mobile devices, depending on the needs and priorities of partnering government agencies.

RELATED: PayIt goes outdoors, acquiring sportsman tech startup, Nashville hub for its expanded footprint

The company is one of Kansas City’s most-invested scaleups, but Plunkett cautioned students against assuming he and his co-founder have all the answers.

Startup success stories might offer insights into life as an entrepreneur, he said, but they aren’t a fool-proof blueprint for replicating the growth, scale and outcomes of founders who came before you.

“There’s no one size fits all. The ways people are successful in business aren’t always the way other people are successful,” said Plunkett. “So, as you hear people’s stories, glean from them things and ideas and concepts that apply to you. Look for common themes so you can build your own idea of what you want to do.”

Mike Plunkett, PayIt, speaks to a crowd of students gathered Tuesday for UMKC’s Entrepreneur Speaker Series; photo by Taylor Wilmore, Startland News

Build a business that works

Plunkett himself is a student of decades of experience, he told Tuesday’s crowd at UMKC’s Henry W. Bloch Executive School of Management, as part of a free First Tuesdays speaker series at the university.

Before the idea for Payit came to fruition, Plunkett studied accounting at UMKC, worked in corporate environments, managed a venture capital firm, and became CFO at Safe Fleet in 2012. It wasn’t until he and Thomson (who Plunkett originally met 30-plus years ago when volunteering with the American Legion Boys State of Missouri) reconnected at a Panera a decade ago that the pair decided to dive deep into the startup grind.

Mike Plunkett and John Thomson, PayIt

Mike Plunkett and John Thomson, PayIt co-founders; photo by Tommy Felts, Startland News

“I had a lot of respect for John. I knew that what he was best at was different from what I was best at, and we trusted each other,” said Plunkett. “We always talked about doing something together.”

Their Panera conversation sparked a solid “why” for their business, he recalled.

“How many of y’all have been to the DMV in Missouri or Kansas or anywhere else?” Plunkett asked the audience. “How many of you guys loved going? Yeah, no hands. That’s the problem. You always see a line of people waiting outside the DMV and — I’m going to use a technical expression here — that’s because doing business with the government sucks.”

The initial idea (and pain point) for PayIt came from Thomson’s own personal experience having to deal with the DMV after they gave him the wrong pin to pay for his vehicle registration. But one negative encounter isn’t enough of a catalyst to launch a venture, Plunkett said, noting Thomson needed validation that he wasn’t alone in the experience.

“It’s really important throughout growing a business, whether you’re an entrepreneur or you’re entrepreneurial, to be able to have people that trust you bounce ideas off,” he said.

The pair did not want to immediately hire a bunch of software engineers and build the product, and then try to sell. They first wanted customer feedback. To get it, they created early presentations with click-through demos on mobile phones to show and introduce their concept to governors, mayors, policymakers across the country.

One of PayIt’s first major stakeholders was the State of Kansas, with which the startups developed the iKan app.

“As we started to get feedback, and early commitments of support from the market from customers, then we decided to start raising our first round of money,” explained Plunkett. “Because we didn’t want to go raise money to build something and then find out that the dogs wouldn’t eat the dog food.”  

Creating a seamless user experience also was key, he said, emphasizing the need to remember the people at the other end of the technology — and the reality that they don’t care how challenging it was to build; just that it works. 

“When you’re on Amazon at 2am buying purple shoelaces, do you care how easy it was for Amazon to build that interface?” Plunkett asked. “No, it doesn’t occur to you at all. So, as an entrepreneur, you’ve got to remember what matters the most is the product in the hands of the customer. Whatever it takes, whether it’s easy or hard, you got to figure it out.”

RELATED: ‘Perfect is the enemy of progress’: KC founders say the right time for entrepreneurship is now — even if mistakes are inevitable

Code authenticity into the journey

Spencer Claiborne asks Mike Plunkett a question during a Q&A portion of UMKC’s Entrepreneur Speaker Series; photo by Taylor Wilmore, Startland News

Plunkett acknowledged the importance of networking during a Q&A portion of the UMKC event — even for those like him who may not naturally excel at it. He also encouraged students to take advantage of opportunities within their academic communities for networking and personal growth at the Bloch School.

“Don’t start to network because ‘Oh, I need to have 100 people on my list or on my LinkedIn because that will lead to X, Y, and Z from my business,’” he said. “One, it doesn’t work. It’s the wrong motivation, and people see through it. If you’re genuinely interested in people, people can tell.” 

“Think about why you would want to network. It’s not just you to start a business,” Plunkett continued. “It’s so you can get to know people and learn from them. Also just be part of the community.”

Plunkett’s parting advice to aspiring entrepreneurs: continue to grow your minds along with your businesses — starting by building authentic relationships with others.

“Be a lifelong learner, learn from people, start to build the reasons why you’re doing things, understand what appeals to you, build your brands and your networks because you genuinely care and want to be around people,” said Plunkett. “You can start doing that now, regardless of where your career takes you.”

startland-tip-jar

TIP JAR

Did you enjoy this post? Show your support by becoming a member or buying us a coffee.

Tagged , ,
Featured Business
    Featured Founder

      <span class="writer-title">Taylor Wilmore</span>

      Taylor Wilmore

      Taylor Wilmore, hailing from Lee’s Summit, is a dedicated reporter and a recent graduate of the University of Missouri, where she earned her Bachelor’s degree in Journalism. Taylor channels her deep-seated passion for writing and storytelling to create compelling narratives that shed light on the diverse residents of Kansas City.

      Prior to her role at Startland News, Taylor made valuable contributions as a reporter for the Columbia Missourian newspaper, where she covered a wide range of community news and higher education stories.

      2023 Startups to Watch

        stats here

        Related Posts on Startland News

        Tariffs are driving up costs for American coffee roasters: ‘We’ve never seen anything like this’

        By Tommy Felts | December 1, 2025

        Editor’s note: The following story was published by Harvest Public Media and KCUR, Kansas City’s NPR member station, and a fellow member of the KC Media Collective. Click here to read the original story or here to sign up for KCUR’s email newsletter. Coffee has gotten a lot more expensive in the U.S. as tariffs seep into the price tag;…

        ‘I absolutely refuse to fail’: Sweet Peaches founder battles for national spot in frozen dessert aisles

        By Tommy Felts | December 1, 2025

        Editor’s note: This story was originally published by Kansas City PBS/Flatland, a member of the Kansas City Media Collective, which also includes Startland News, KCUR 89.3, American Public Square, The Kansas City Beacon, and Missouri Business Alert. Click here to read the original story. Denisha Jones is poised to turn America’s devotion to apple pie on its…

        Kiva KC brings zero-interest microloans to founders shut out of traditional capital

        By Tommy Felts | November 28, 2025

        Editor’s note: The Economic Development Corporation of Kansas City (EDCKC) and KC BizCare are partners of Startland News. Kansas City is betting that a global microlending model — one built on $25 contributions and community belief in everyday entrepreneurs — can help close one of the city’s most stubborn gaps: early-stage capital for founders who…

        How this startup (and a KC sports icon) turned young players into card-carrying legends overnight

        By Tommy Felts | November 28, 2025

        An Overland Park-based custom trading card company and a Kansas City soccer star are teaming up on the pitch with a goal to make youth sports fun again. Stat Legend — launched by Chris Cheatham and Nick Weaver in 2023 — created custom cards for all 250 players who suit up for the Captains Soccer…