CEO, Stand Out Truck
A Passionate Marketer and Mentor, He’s Helping to Raise Up Other Entrepreneurs

Mychal Connolly
Photo by Bob Zemba, Simple Truth Imaging
Mychal Connolly believes in entrepreneurship, but he also believes in learning and mentorship and absorbing the examples of success stories before him.
That’s why he’s fond of talking about the influences in his own life, like Yankee Candle founder Mike Kittredge, Vermont Teddy Bear founder John Sortino, Jelly Belly founder David Klein, and many others.
“I say this all the time: if you ever had the chance to speak to Mike Kittredge, you would know really quickly that it wasn’t about the candles when he sold for $500 million,” Connolly said. “You’ll know Mike Kittredge could have sold used chewing gum, and it would have been a $500 million used chewing-gum company. I loved that guy, man. And John Sortino’s the same way.”
But while he’s learned lessons about ideas, marketing, selling, and growing a business from those famous names, he’s also drawn inspiration from his adoptive father, Harry Connolly, who owned a pest-control business in their native Bahamas.
“I remember one night, the hotel that he was spraying forgot he was coming,” he said, and they left guard dogs roaming free — and Harry was badly hurt. “It was like a horror scene — there was blood everywhere. And you know, this man, the next night, was out spraying the homes he had lined up for that day. That made a serious impact on me.”
Connolly has gathered all these lessons — on hard work, dedication, innovation, and more — and applied them during an entrepreneurial career that actually began at age 9, when he would take some of the candy his grandmother brought back from trips to Florida and sell it to classmates in school.
But his first real business, launched in 2008, was Stinky Cakes, which offered practical gifts to new parents, most notably cakes shaped from diapers. As a result of his early success in business and marketing, he was asked to do some teaching, guest lecturing, and mentoring of young entrepreneurs by groups like Valley Venture Mentors and EforAll Holyoke.
One course was called the “100 Grand Plan,” which, as that name suggests, explains how to make one’s first $100,000. Among the keys to doing so, and one that is often overlooked, is marketing.
These efforts led to the creation of the Launch and Stand Out Agency, which is where Connolly learned about non-traditional advertising — including mobile, digital billboards, which became the basis of his current business, Stand Out Truck, which will celebrate five years in business on March 9.
That’s right. He started a very public-facing business on March 9, 2000.
“I never got to run my year-one business plan,” he recalled. “My year-one business plan was to completely figure out the owner-operator model. But on March 13, the world shut down.”
Which meant 2020, dominated by COVID, was a time of navigating challenges, pivoting, and putting into action all the lessons he had learned about business and marketing from the Kittredges and Sortinos of the world. He made sure he started out with enough capital to withstand some very soft months, and he found some creative avenues for his traveling billboard, like graduation messages for students whose ceremonies had been canceled.
Since that start, the company has steadily built a base of hundreds of clients, from local businesses to large, national brands, and even, in one case, President Biden, when he was pitching what would become the Bipartisan Infrastructure Law. And Connolly is planning to expand as well, possibly with a third truck and a larger team.
“Mike Kittredge could have sold used chewing gum, and it would have been a $500 million used chewing-gum company. I loved that guy, man.”
Meanwhile, he continues to mentor young people, most notably his son, Mychal Connolly Jr., — known to most as Mikey — who has been busy building his own first enterprise, Realistic CEO.
In short, Connolly Sr. has not only been an example of entrepreneurship, he’s helping others follow that path as well, benefiting not only their own careers and families, but the region’s economy. That’s the impact of an unconventional, charismatic, inspiring Difference Maker.
Realistic Plans
It’s also, as noted, the impact of a father on his oldest son’s entrepreneurial dreams.
The two of them co-authored a motivational book titled I Am a CEO. Realistic CEO after a high-school teacher told Mikey during a class project that his goal of becoming a CEO was, well, unrealistic. The book, illustrated by local artist DeAndra Roy, aims to inspire people to chase their dreams, no matter the odds.

Mychal Connolly’s son, Mychal Connolly Jr. (left), has been influencing young people through his Realistic CEO enterprise.
Mikey also launched the Realistic CEO Podcast, a platform where he interviews successful business owners, CEOs, founders, presidents, executives, and community leaders. Coincidentally, two of his early guests were members of the Difference Makers class of 2025 — John Doleva and Dan Moriarty.
As he studies communication and journalism at Holyoke Community College — he made the dean’s list last semester while running his podcast and public-speaking business — Mikey is honing his skills in those fields through real-world experience, while teaching others what he learns about becoming a CEO.
“It’s definitely exciting,” he said. “A teacher who started following me on Instagram said she bought the book and she read to her class. Then she posted that one of her students already wants to start a nail-salon business. I thought it was kind of cool that, simply by reading my story, the teacher was able to see the vision of her student wanting to start her own nail salon.”
Connolly loves seeing his son work for his dreams — which currently involves a goal of distributing 500,000 copies of the book over the next five years and taking his inspirational message to young people on a much wider stage than Western Mass. — and knowing he can provide an example of successful entrepreneurship from his own life.
“When I think back to Stinky Cakes and all the things I wish I knew then, I’m able to tell him,” he said. “But I say to him, ‘dude, I can open doors for you, but I’m never walking through the door for you.’”
One recent initiative is a one-for-one program where anytime someone purchases a copy, Mikey donates one to a kid in a low- to moderate-income community or book desert.
“When I meet someone, I don’t see someone who is maxed out. When I’m talking to my clients, I’m not talking to them where they are today. I live in the future. So I’m sitting at the top of the mountain enjoying a coffee or tea with them at them being their best, at their peak. And that’s what I do for myself every day.”
“So his business model is that, after he does the 500,000 copies and makes an impact in so many communities, he’s going to be booked to speak all around the world on how to create an impact as a youth,” Connolly said. “And he really wants to make an impact. He wants to be an example. He wants young people — and older people — around the country to look at him and go, ‘man, you know what, you’re right, I can do this right now. And it doesn’t matter if someone says it’s unrealistic — I have a plan, and I can do this, just like the kid in the book.’”
Family support is important to Connolly, who often talks about the influence of his wife, Adrienne, in his life.
“A lot of people see the wins, and they go, ‘oh, man, Myke’s doing great.’ But in business, sometimes it’s days, weeks, months where everything’s going wrong. And in those times, she’s the glue. From Stinky Cakes to the agency to Stand Out Truck, when it’s going wrong, she’s the glue. She’s the reason I’m able to do a lot of what I do.”
That said, the successes are real.
“I’m very good at marketing, and we get some massive clients. To be able to serve them with my business, it’s a great thing,” he told BusinessWest. “I’ve built a pretty strong team of designers, writers, videographers, all these pieces that you need to run a successful marketing campaign.”
He stressed that his Launch and Stand Out Agency performs the necessary work in the background so his clients can shine up front.
“My son is one of my clients at the agency, and a big reason for so much of what he’s doing out there is because of the Launch and Stand Out Agency. He’s the rock star, and we quietly do the work behind the scenes from a marketing and advertising standpoint.”

Mychal Connolly has taken Stand Out Truck to clients both within and well outside this region.
Photo by Bob Zemba, Simple Truth Imaging
One thing his famous mentors — Kittredge, Sortino, and Klein — taught Connolly is that marketing is, at its heart, a simple thing. So he keeps it simple when delivering lessons through Marketing and Cupcakes, his long-time entrepreneurship networking and mentorship program.
“I love entrepreneurship, man. I believe in entrepreneurs. Like, I believe in people,” he said, before adding, “I believe in kind people. And, like I always tell people, in a world of 8 billion, you’d be hard-pressed to find 1 billion just straight evil people. I think the majority of people in the world are really good people. And I love serving people.”
King of His World
Connolly’s handle on social media is standouttruckking — a bold decision, which he humbly explained.
“Some people are like, ‘you call yourself a king?’ And I go, ‘listen, the king is the greatest servant amongst the community. The people choose their king. Just because you have nice clothes and nice jewelry, that don’t make you a king. The king is a servant — the biggest servant in the community. And I believe in serving.”
And promoting clients in any way he can, including telling their stories right on his website through essays and photos. He’s a believer in their success, and he understands their struggles.
“I’ve been climbing these steps for so long, and every time I get to next step, it plateaus, and I feel like I’m not good enough or I don’t know anything,” he said. “But it’s not in a negative, self-defeating way — it’s like, ‘no, no, no, now it’s time to level up.’
“I don’t see people as they are; I see people at max potential,” he added. “So when I meet someone, I don’t see someone who is maxed out. When I’m talking to my clients, I’m not talking to them where they are today. I live in the future. So I’m sitting at the top of the mountain enjoying a coffee or tea with them at them being their best, at their peak. And that’s what I do for myself every day. Even the days when I don’t want to do it.”
“I can be having the worst day ever, but I can’t live in that space,” Connolly added. “That’s a skill you develop because I think everybody deals with the negativity, bad days, and you could turn it into impostor syndrome and curl up in a ball, or you could say, ‘well, here’s an opportunity to level up.’ There’s real value in communicating that to people, because everyone needs that.”
Even a Difference Maker.











