Spoiler: It's not new. It's not a trend. And it's definitely not a webinar.
The concept of gathering a small group of sharp minds to solve hard problems together is older than your company, your industry, and probably your grandparents.
In 1727, Franklin started the Junto, a small group of Philadelphians who met to improve themselves by sharing knowledge. It grew out of 12 tradesmen and led to real institutions, including the Library Company of Philadelphia, the first successful lending library in the Americas.
Source: American Philosophical Society (founded by Franklin himself)
Hill made the “Master Mind” idea famous in his book Think and Grow Rich (1937). That's where the word “mastermind” in your industry comes from.
Every serious leader since has either been in one, wanted to be in one, or was too proud to admit they needed one.
Here's the short version: a mastermind is a curated, facilitated group of peers who meet regularly to solve problems, accelerate decisions, and hold each other accountable.
“Think of it as a board of advisors you don't have to employ — and who will actually tell you the truth. It's the place where smart business owners and leaders stop spinning, stop isolating, and stop making the same decisions in the same room with the same people who've been agreeing with them for years.”
No lectures. No PowerPoints nobody asked for. No “let's take that offline.” Just 8 to 10 carefully selected peers, a skilled facilitator, and a room where the actual problems get solved.
8 to 10 participants, selected for fit, not just résumé
Bi-weekly or monthly facilitated sessions
40+ years of experience keeping conversations sharp, focused, and outcome-driven (not just interesting)
Every participant gets a dedicated block where the entire group focuses on their problem. Yes, yours too
Goals aren't suggestions here. They're commitments. The group remembers.
What's said in the room stays in the room. Everyone signs an NDA. No exceptions.
Faster decisions, clearer plans, and a noticeable drop in “I should have done this two years ago” moments
Three facilitated tracks. Different rooms, same standard: small, sharp, accountable. Pick the one that matches where you actually are.
Groups meet Mondays and Wednesdays, 11 AM–1 PM ET, and Wednesdays, 5–6:30 PM ET. Our schedule evolves, so we confirm your group’s day and start date when you apply.
Not ready for a mastermind? Start with Role Play with Jocelyn →
“A mastermind is participatory — everyone contributes, everyone gets value, and everyone leaves better than they came.”
Let's be clear about what you're not signing up for:
And Why It's Worked for 300 Years
Because every leader eventually hits the same wall.
You're smart. You're capable. You've built something real. And yet — you're making decisions alone, getting feedback from people who report to you (and therefore agree with you), and wondering why the same problems keep showing up in different clothes.
A mastermind gives you what no employee, consultant, or well-meaning friend can:
All five. One room. Every session.
We know. You want proof. Fine.
Research from Princeton shows groups make better decisions than individuals, with no loss of speed.
Source: Alan S. Blinder and John Morgan, National Bureau of Economic Research (NBER)
People who write down their goals and report their progress to others accomplish significantly more than people who don’t.
Source: Dr. Gail Matthews, Dominican University of California
Small groups that talk it through reach more accurate answers than thousands of people deciding alone.
90% of Sider Road mastermind members report less decision fatigue. (2026 member survey)
The U.S. Surgeon General’s advisory links isolation to worse workplace performance, and links connecting with diverse people to better problem-solving and decision-making. In a mastermind, you never decide alone.
Source: U.S. Surgeon General's Advisory on Loneliness and Isolation (2023)
Benjamin Franklin didn't have the data. He just knew it worked. Now we have both.
Every session gives you a dedicated advisory team for 90 minutes — focused entirely on your business, your decisions, and your next move. Over time, members consistently report: faster and smarter decisions, unbiased guidance from people who have nothing to gain from steering you wrong, real-time solutions from people who've actually been there, a space where candor isn't just allowed — it's required, and a facilitator who keeps the room honest, productive, and moving forward.
Jocelyn has spent 40+ years inside founder-led companies, family enterprises, Fortune 500 boardrooms, and every complicated leadership situation in between. She has been in the room when the hard things got said — and when they didn't. She knows the difference, and what it costs either way.
Her mastermind facilitation blends strategic clarity, communication science, conflict and succession resolution, leadership psychology, and real-world business transformation frameworks — which is a long way of saying: she keeps the room honest, and she gets results.
A mastermind isn't a luxury. It's what serious leaders have always done — they just didn't always call it that.
Spoiler: It's not new. It's not a trend. And it's definitely not a webinar. The concept of gathering a small group of sharp minds to solve hard problems together is older than your company, your industry, and probably your grandparents. Benjamin Franklin did it in 1727. He called it the Junto Club — a group of tradespeople and thinkers who met weekly to sharpen each other's thinking and hold each other accountable. Napoleon Hill named it in 1937. Every serious leader since has either been in one, wanted to be in one, or was too proud to admit they needed one.
"Think of it as a board of advisors you don't have to employ — and who will actually tell you the truth. It's the place where smart business owners and leaders stop spinning, stop isolating, and stop making the same decisions in the same room with the same people who've been agreeing with them for years."
Faster implementation of strategic actions vs. going it alone
Higher follow-through than solo learning (Vistage & YPO data)
Improvement in problem-solving accuracy via collective intelligence
Of participants report reduced decision fatigue and more clarity
No lectures. No PowerPoints nobody asked for. No "let's take that offline." Just 8 to 10 carefully selected peers, a skilled facilitator, and a room where the actual problems get solved.
8 to 10 participants, selected for fit, not just résumé
bi-weekly or monthly facilitated sessions
40+ years of experience keeping conversations sharp, focused, and outcome-driven (not just interesting)
every participant gets a dedicated block where the entire group focuses on their problem. Yes, yours too
goals aren't suggestions here. They're commitments. The group remembers.
what's said in the room stays in the room. Everyone signs an NDA. No exceptions.
faster decisions, clearer plans, and a noticeable drop in "I should have done this two years ago" moments
Three facilitated tracks. Different rooms, same standard: small, sharp, accountable. Pick the one that matches where you actually are.
Not ready for a mastermind? Start with Role Play with Jocelyn →
"A mastermind is participatory — everyone contributes, everyone gets value, and everyone leaves better than they came."
Because every leader eventually hits the same wall.
You're smart. You're capable. You've built something real. And yet — you're making decisions alone, getting feedback from people who report to you (and therefore agree with you), and wondering why the same problems keep showing up in different clothes.
A mastermind gives you what no employee, consultant, or well-meaning friend can:
All five. One room. Every session.
Leaders in mastermind programs show up to 2× faster implementation of strategic decisions. Peer advisory groups produce 3–5× higher follow-through than solo learning. Small-group formats increase problem-solving accuracy by up to 40% thanks to collective intelligence. And 90% of participants report reduced decision fatigue and sharper clarity.
Benjamin Franklin didn't have the data. He just knew it worked. Now we have both.
Jocelyn has spent 40+ years inside founder-led companies, family enterprises, Fortune 500 boardrooms, and every complicated leadership situation in between. She has been in the room when the hard things got said — and when they didn't. She knows the difference, and what it costs either way.
Her mastermind facilitation blends strategic clarity, communication science, conflict and succession resolution, leadership psychology, and real-world business transformation frameworks — which is a long way of saying: she keeps the room honest, and she gets results.
A mastermind isn't a luxury. It's what serious leaders have always done — they just didn't always call it that.
