By All Means Twin Cities Business

If you spend any amount of time in or around the startup community in the Twin Cities, you will no doubt hear the name Daren Cotter. Today, most people know him as an investor and advisor—his personal portfolio includes more than 100 startups—primarily software as a service and tech. But before Cotter could focus full time on investing, he had to have an exit of his own. That was InBox Dollars, the rewards-based digital advertising platform he built in his college dorm room, scaled to a peak of $25 million in annual revenue, and sold, some 15 years later in May 2019, to a leading market research and insights firm, Prodege. Cotter shares his entrepreneurial journey, from concept to acquisition, as well as his investment philosophy and advice for founders—including not raising funds prematurely.

"My personal viewpoint is a founder is often much better served by building the product, finding a few customers, proving that they're solving a real problem that the customer is willing to pay for, and then they think about raising capital."

Takeaways

Following our conversation, we go Back to the Classroom with the University of St. Thomas Schulze School of Entrepreneurship. Professor John McVea who talks about the entrepreneurial mindset.
"It's a stance you take towards problem solving and getting things done that is distinctly different."

Key traits, McVea says, include, "A comfort, a joy in ambiguity, in dealing with problems, being drawn to messy situations that are hard to solve...and the relentless ability to pivot from those learnings and to take a different direction."

Laura Roos started Minny & Paul as a way to take the hunt out of discovering high-quality, locally made goods. She launched in 2016 with a selection of themed gift boxes that she thought would be popular with bridal parties or for housewarmings. But very quickly, businesses started requesting large orders of boxes for clients or staff. Today, 80% of Minny & Paul’s business is B2B and the company has gone beyond Minnesota to spotlight makers nationwide and offer curated gift boxes as well as ready-to-order options.

The creative side drew her in, but Roos talks about the logistics and leadership that have made Minny & Paul a success.

A request for a customized Minny & Paul box filled with CBD products inspired Roos’ next startup, the new Mary & Jane, which sells microdose cannabis products.

“I love a challenge,” Roos says. “I think the most important thing to keep in mind as you're building any business is problems are going to come up all the time and it's really just about how you react to them and your creative problem solving that's going to fix them.”

Following the conversation with Roos, we go Back to the Classroom with the University of St. Thomas Opus College of Business where Seth Ketron is an assistant professor of marketing and has studied the subscription box market. His advice to those thinking of starting one is ask yourself: “What's your product? What are you trying to do?" If you're working with something that people…know they're going to use every month, a subscription could be functional. But if it’s just for the sake of a gimmick, you probably want to think that through.”

Ashley Hawks was a successful working model, in print and on runways around the world. But when she thought about her goal of making a magazine cover, she realized, “I’ll still be promoting somebody else's brand, somebody else's lipstick, somebody else's clothing line. And it was this light switch of, I want to be on the cover because of something I did, because of something I built. I want my name next to my picture.”

For her first startup, Hawks built on what she knew. Style & Grace offered training for models and pageant queens. She made money, but realized the business wasn’t scalable—all of the students wanted to work with her directly.

Her next venture took her back to her childhood, working in her mom’s bridal boutique. Hawks launched Forever Bride in 2012 as a tool to support the local wedding industry online. She created a network of small businesses and built a national following for her online platform and boutique market experiences.

Halted by the pandemic, she took a shot and reached out to the CEO of David’s Bridal, who not only responded, he became a trusted ally and eventually acquired Forever Bride in 2022. (They renamed it Pearl.) Hawks went to work for the national wedding retailer, but after a year, realized her entrepreneurial spirit didn’t mesh well with a corporate setting. Her latest venture is Soar Leadership Groups, creating forums, events, and adventures for business leaders.

Following our conversation with Hawks, we go back to the classroom with the University of St. Thomas Opus College of Business where Erica Diehn is an associate professor of management. She wasn’t surprised that Hawks didn't stay long at David’s Bridal. “It’s really tough to find entrepreneurial experiences in larger organizations.”

“We call that person-organization fit,” Diehn says. “Not only does the job fit your skills and abilities, but the broader context of the way work is done, the culture of that organization, their mission and purpose. If that’s not a strong fit with you as an individual, that’s a hard one to overcome.”

“We’re going to be helping hundreds of thousands of patients with our device and that’s probably more than a lifetime of patients I could see as a physician.”

By the time Allisa Song started medical school at Mayo Clinic in 2018, she was already the founder of an active medical device startup company called Nanodropper. The idea came to her in 2017, when she happened to read an article titled: "Drug Companies Make Eyedrops Too Big, and You Pay for the Waste.”

“It really felt like we were letting people down,” Song says. “We have these great medications that are vision saving, and we’re dangling it in front of people, saying that you have to pay this amount if you want to keep your vision.”

The cost, the structure of benefits—it all felt “unfair,” Song says. But rather than go for the big industry-wide fix, she approached the wasted eye medicine problem with a harm reductionist mentality. “I was just trying to think about how can we develop a solution that we could put directly into the hands of patients.”

That, for Song, was an eye drop bottle adapter with a smaller opening for less waste. The product, which sells for $19.99, is now available direct to consumer online and through thousands of medical clinics nationwide.

Song talks about leveraging student startup competitions to fund the business, and juggling entrepreneurship with medical school. “Taking that first step in bringing your idea to life is a really powerful feeling.”

Following our conversation with Song we go Back to the Classroom with Dan McLaughlin, senior executive fellow at the University of St. Thomas Opus College of Business, with a focus on health innovation. “One of the things I teach in my operations management class is how do you improve processes?” Often the best way to make a big impact is by addressing something small or seemingly mundane. Look for the opportunities, McLaughlin advises, in your daily routine.

Sean Higgins knew he was spending too much time on his phone—going down a YouTube rabbit hole when he meant to go for a run, or call his mom. But rather than fighting the ever-present phone, he imagined a new way to utilize the technology that sits in the palm of our hands—a better way, if you will. BetterYou is a digital coach that uses artificial intelligence to map how we spend our time and make suggestions to fulfill the goals we set for ourselves, like more exercise, more sleep, or calling mom every week.

Higgins started BetterYou with partners in 2018, using seed money from his first start up, ilos, a video platform that was acquired by Paylocity and became VidGrid. He quickly realized the real opportunity for an app designed to “harmonize technology with wellbeing” was B2B. The first organizations to sign on were schools, which offered BetterYou as a service for students.

BetterYou ended 2023 with a $6 million Series A funding raise. It’s still early days, but this app is showing traction with users and Higgins is hopeful the company could hit profitability by the end of 2024.

Higgins offers advice on going all in, knowing when to pivot, and vetting an idea without falling for false enthusiasm from those around you. He also talks about digital wellness in the age of AI.

“We should be optimizing our lives around the things that matter most—not watching random ads.”

After our conversation, we go Back to the Classroom with the University of St. Thomas Schulze School of Entrepreneurship where Jay Ebben is a professor. He offers perspective on how AI is creating new startup opportunities, but cautions founders to make sure they're not just using technology for technology’s sake, rather “doing something beneficial that can help our daily lives.”

What happens after a founder appears on Shark Tank, and walks away from a $250,000 offer? For Beth Fynbo, her Busy Baby activity mat saw six weeks worth of online sales in in three days. “And two weeks later,” she says, “no one had heard of us.”

“I thought Shark Tank was going to be life changing, and it was—just not in the way that I thought.”

Fynbo, an Army veteran and former health care account manager, was a new mom when inspiration struck. Kids were constantly dropping toys off their high chairs. Her Busy Baby silicone suction placemat keeps toys, teethers, and utensils secured in place. In 2023, two years after her Shark Tank appearance, Busy Baby logged $5 million in sales and introduced new add ons to its core product.

Now with two years of growth and perspective since her national television debut, Fynbo talks about what it’s really like to go on Shark Tank and what it’s really like to build a business from the ground up, including raising money, creating an advisory board, navigating the waves of social media marketing, and charting a path to profitability.

“You’re never too old, and it’s never too late to chase a new dream,” Fynbo says. “I was in the army for 10 years. I had this corporate career for 10 years. I had given up on being a mom, but became a mom and a business owner after 40. And I know that probably 50 or so, I’m going to start the next thing. I just want anyone who is stuck in something they don’t love to know: you can change.”

Following our conversation with Fynbo, we go back to the classroom with the University of St. Thomas Schulze School of Entrepreneurship where Alec Johnson is a professor. Johnson talks about overcoming the limitations of a “dysfunctional belief system”—that’s the idea, he says, that you have to be creative or you have to be an expert to be an entrepreneur. “You can grow into it. You just have to be a good problem solver.”