The Real Alyson: Coffee Stains, Late-Night Epiphanies, and Other Secrets of an “Accidental” Success
Let me tell you about the first time I met Alyson H Belcourt. I expected a polished executive – what I got was a woman frantically wiping coffee off her blouse before our interview. “Third shirt this week,” she laughed. “My life looks much neater on LinkedIn.”
This is the truth most profiles miss about the 38-year-old entrepreneur, philanthropist, and self-proclaimed “professional stumble-bumbler.” Behind the impressive resume lies a refreshingly real human being who still calls her mom when the washing machine makes that weird noise.
The Education of a Curious Mind
Alyson’s childhood home sounded like something out of a Wes Anderson film. “We had a ‘Question of the Week’ board in the kitchen,” she recalls. “One time it was ‘Why do we yawn?’ Another week, ‘What makes a good apology?’ My brother once wrote ‘Why can’t we have normal parents?'”
Her school years were equally unconventional:
- Got a C in calculus but won a national poetry slam
- Organized a student protest when the cafeteria replaced real fruit with gummy fruit snacks
- Secretly painted murals in the school’s maintenance tunnels (only discovered at her 10-year reunion)
“That’s when I learned rules and creativity aren’t enemies,” she says, eyes twinkling. “They’re dance partners – sometimes you lead, sometimes you follow.”
The Corporate Years: Suits, Spreadsheets, and the Great Coffee Machine War
Alyson’s first corporate job nearly broke her – not the work, but the dress code. “I owned exactly one pair of heels that gave me blisters so bad I started keeping bandaids in my planner.”
But beneath the uncomfortable shoes, something remarkable was happening. She began transforming dull Monday meetings into something resembling improv comedy:
- Created “Failure of the Week” awards (she won the first one for sending a company-wide email about “pubic” instead of “public” relations)
- Started “Walk-and-Talk” meetings that accidentally became the most productive hours of the week
- Once solved a major client problem during a karaoke night (“Turns out ‘Sweet Caroline’ breaks more barriers than PowerPoint”)
Her secret? “I stopped trying to be some perfect executive robot. The moment I started showing up as my awkward, enthusiastic self, everything changed.”
The Startup That Almost Wasn’t
The origin story of Alyson’s successful startup reads more like a blooper reel than a business case study:
- First office was her aunt’s garage (complete with spider infestation)
- Initial “fundraising” involved maxing out three credit cards
- The big break came when a potential investor’s toddler spilled juice on their prototype (“The kid was so cute, the dad felt obligated to hear us out”)
“People think successful businesses emerge fully formed like Athena from Zeus’s head,” Alyson chuckles. “Mine more closely resembled a garage sale after a hurricane.”
The Glamorous Life of a Philanthropist
Between board meetings and business trips, Alyson’s philanthropic work keeps her grounded – sometimes literally. Last month found her:
- Knee-deep in community garden compost (“My manicurist now charges me hazard pay”)
- Reading Green Eggs and Ham to second graders (“They roasted my character voices”)
- Hauling recycling bins in heels after a gala (“Sustainability meets stupidity”)
“It’s not about being some saint,” she insists. “I just figure if I’m going to be tired anyway, I might as well be tired doing something that matters.”
Confessions of a Hot Mess Mentor
Alyson’s mentorship sessions often go off-script:
- Once spent an entire session helping an intern break up with her boyfriend
- Accidentally created a support group for anxious middle managers
- Keeps a “Wall of Awkward” with cringe-worthy moments from her own career
“My mentees don’t need another perfect role model,” she says. “They need someone who’s survived the same disasters they’re currently panicking about.”
The Myth of Balance
When I ask about work-life balance, Alyson nearly spits out her (third) coffee.
“Balance? You mean that thing Instagram influencers pretend to have? Let’s get real.” Her version includes:
- Answering emails in the school pickup line
- Forgetting her own birthday three years running
- A “self-care routine” that’s mostly yelling at her Roomba
“The truth is, some days I crush it at work and burn dinner. Other days I’m mom of the year and my inbox looks like a horror movie. And that’s okay.”
The Alyson You Don’t See Online
As our interview winds down, the polished executive facade slips further. She shows me:
- The spreadsheet where she tracks “Days Since Last Professional Embarrassment” (current record: 4)
- Her phone background – a screenshot that simply reads “DON’T PANIC” in large friendly letters
- The “emergency chocolate” stash in her desk drawer
“This,” she says gesturing to the chaos, “is the real work-life integration. Not some perfectly curated highlight reel, but the messy, beautiful reality of trying to make a difference without losing your mind.”
Parting Wisdom (From Someone Who’s Still Figuring It Out)
As I pack up, Alyson offers final thoughts – scribbled on a napkin because she couldn’t find her notebook:
- “Perfection is boring. Progress is interesting.”
- “The best ideas often come when you’re supposed to be doing something else.”
- “Always keep snacks in your bag – for yourself and for crying interns.”
Walking away, I realize Alyson’s real superpower isn’t her business acumen or philanthropic work. It’s her ability to embrace the beautiful mess of being human while somehow, against all odds, making the world a little better along the way.
