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Sider Road We help family businesses & leadership teams fix operations, align teams, and lead boldly — via masterminds & advisory.

Family-run businesses often grow faster than their operating structure does.Roles overlap. Decisions get bottlenecked. R...
09/30/2026

Family-run businesses often grow faster than their operating structure does.

Roles overlap. Decisions get bottlenecked. Responsibilities stay informal. And too much still depends on the same few people.

It's hard to hold a family member accountable at work when you'll see them at many holiday's and birthday's.

Join me for a FREE Lunch & Learn:
Working With Family Without Losing Your Mind

For family business owners and the family members who work alongside them.

We'll focus on the business side of working with family: clearer roles, stronger accountability, better communication, decision-making, and the structure your company needs to operate and grow.

📅 Wednesday, October 7, 2026
⏰ 11:30 AM ET
⏱️ 45 minutes: 30-minute Jam Session + 15-minute Q&A

Fast-paced, practical, conversational, and no fluff.

Register here: https://forms.gle/XfnZpmJZ3VauaW7z9

Who’s really in charge?In a family business, the answer can depend on whether you’re asking the founder, the spouse, the...
09/23/2026

Who’s really in charge?

In a family business, the answer can depend on whether you’re asking the founder, the spouse, the sibling—or the kid who plans to run the place someday. 😉

On September 29, I’m hosting a FREE Family Business Jam Session about the conversations that can make or break a family business:

Succession • Control • Next Gen • Family Friction

No long presentation. Bring your questions, your challenges, and yes, even that family issue nobody wants to discuss.

📅 September 29
⏰ 2 PM ET | 11 AM PT
💻 Zoom | FREE

Save your spot: https://www.linkedin.com/events/7508228464890548224?viewAsMember=true

Thank you to marcus evans Group and everyone at the Talent Management Summit 2026 in Dallas, TX. Since the event is purp...
09/17/2026

Thank you to marcus evans Group and everyone at the Talent Management Summit 2026 in Dallas, TX. Since the event is purposely small and exclusive, it was refreshing to have the time to get to know so many speakers and attendees.

The breadth of leaders in Human Capital from the world's leading companies—ranging from 7,500 to 140,000 employees—was fascinating, and so was hearing their pain points and use of AI on the ground.

To the new connections and friends—let's keep the conversation going.

48 hours to go.If your event business is growing but still relies too heavily on you, it’s time to fix what’s happening ...
09/14/2026

48 hours to go.

If your event business is growing but still relies too heavily on you, it’s time to fix what’s happening behind the scenes.

Join me for From Business Chaos to Control, a FREE live Jam Session on growth, systems, leadership, and building a business with less founder dependence.

Wednesday, September 16, 2026 | 1:00 PM ET 30-minute talk + 15-minute live Q&A

Register now: https://forms.gle/fPijdTCWcYAbENoo6

Dallas, I'm here. 👋On the panel "Resilient Blueprint: Rebuilding Culture and Engagement in the Aftermath of Change" at t...
09/14/2026

Dallas, I'm here. 👋

On the panel "Resilient Blueprint: Rebuilding Culture and Engagement in the Aftermath of Change" at the Talent Management Summit — talking about rebuilding trust and culture after change, layoffs, and disruption.

My take: culture isn't what's on the wall — it's what leaders tolerate.

If you're around, come say hi.

A family grocery store can survive a Costco opening down the block. It can survive COVID. It can survive inflation, thin...
09/10/2026

A family grocery store can survive a Costco opening down the block. It can survive COVID. It can survive inflation, thinning margins, and a changing neighborhood.

But can it survive a competitor that doesn't have to make money?

That's the question playing out in New York right now. Family-owned grocers are challenging the city's plan to open publicly subsidized supermarkets — stores that can price well below private shops precisely because turning a profit isn't the point. The owners aren't asking for protection. As Josefina Aguirre, who runs Little Mexico Meat Market in East Harlem with her sisters, put it: "We just want fair competition."

Her parents opened that store in 1997. Her father worked 28 years behind the counter and died of COVID before he ever reached the retirement he built it for. Now his daughters are carrying it forward.

That's not just a grocery store. That's succession — decades of relationships, employees, hard-won knowledge, and reputation handed from one generation to the next. And it's the part we almost always undervalue. We measure a business by its revenue, its jobs, its prices. We rarely measure what vanishes when a family business does.

Affordable food matters — genuinely. But good policy has to ask a second question: what are we quietly dismantling while we fix something else?

In a lot of neighborhoods, family businesses aren't just small businesses. They're infrastructure. And once they're gone, rebuilding what they carried is far harder than opening another store.

When we talk about protecting communities, whose survival are we actually counting?

Full piece 👇
https://www.siderroad.com/family-business-succession-grocery-stores/

One week to go.If your event business still depends on you for every decision, every problem, and every next move, this ...
09/10/2026

One week to go.

If your event business still depends on you for every decision, every problem, and every next move, this Jam Session is for you.

Join me for From Business Chaos to Control, a FREE live conversation about building a stronger, more scalable event business.

30-minute talk + 15-minute live Q&A Wednesday, September 16, 2026 | 1:00 PM ET

Register now: https://forms.gle/fPijdTCWcYAbENoo6

Money is the easy part of leadership. The hard part? The day you become someone's boss for the very first time. 😅Nobody ...
09/09/2026

Money is the easy part of leadership. The hard part? The day you become someone's boss for the very first time. 😅

Nobody hands you a manual for leading through change, pressure, and uncertainty — so after 40 years, a few books, and a lot of time teaching this stuff, I'm bringing what actually works to Dallas.

I'm speaking at the Talent Management Summit hosted by marcus evans Group, Sept 14–15 at The Ritz-Carlton, Dallas, Las Colinas.

My session: "Architecting the Pipeline: Preparing First-Time Leaders to Excel Amid Uncertainty" — building confidence, communicating well, and stepping in ready instead of just promoted.

If you'll be there, come say hi. I promise not to grade you. 📋

Your events are brilliant. Is your business?Join me for a FREE live jam session for event company owners on growth, prof...
09/02/2026

Your events are brilliant. Is your business?

Join me for a FREE live jam session for event company owners on growth, profitability, systems, reputation, and building a business that doesn’t depend on you for everything.

I’ve worked with leading event-industry names including Colin Cowie, Sofia Crokos, and Preston Bailey. Now I’m sharing what event entrepreneurs need to know to move their businesses forward.

Wednesday, September 16, 2026 | 1:00 PM ET

Register here: https://forms.gle/fPijdTCWcYAbENoo6

You've read the books. Done the retreats. And you still make your biggest calls alone in the car on the way home.Here's ...
08/31/2026

You've read the books. Done the retreats. And you still make your biggest calls alone in the car on the way home.

Here's the truth: you don't need more content. You need people. A Mastermind — your own personal board of advisors who've been where you're going and will tell you the truth. (Leaders in one grow 2.2× faster.)

I lead three, and one of them is yours:

→ Family Leadership & Legacy Mastermind — for the family business

→ The Authority Mastermind — for women stepping into their power|

→ Scale CEO Mastermind — for the founder who's become the bottleneck

Come find your people. → SiderRoad.com

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Greenwich, CT

Telephone

+19178878175

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