Sider Road

New Podcast Feature: Jocelyn Greenky on Building Businesses, Masterminds, and Meaningful Conversations

Jocelyn Greenky, Founder of Sider Road, joined Mike and Zach on the SaveToZero podcast for Episode 21 — and let’s just say 42 years of experience gives you a lot to talk about. The conversation covered what corporate giants, entrepreneurship, academia, and family business consulting actually teach you over four decades. The big takeaway? The […]

Your name on the door is not a legacy. It’s a liability.

Most founders say they want to build something that lasts. What they’re actually building is a business that can’t function without them. If every real decision still runs through you — that’s not legacy. That’s a hostage situation. The next generation doesn’t fail because they lack talent. They fail because they were handed titles without […]

The Founder Is Not the Succession Plan

Most family businesses do not have a succession plan. They have a founder who plans to leave someday. Those are not the same thing. The founder may know who should take over. The next generation may already have an impressive title. The family may have discussed the future over dinner. But until authority, accountability, ownership, […]

Why the World’s Strongest Family Businesses Don’t Try to Act Corporate

For decades, family businesses have been advised to “professionalize”—to adopt corporate structures, bring in outside leadership, and reduce the influence of family in decision-making. The assumption has been that family involvement introduces risk. But some of the most successful companies in the world challenge that thinking. Hermès, for example, has remained firmly family-controlled while building […]

From NASCAR to Your Business: What Happens When Succession Goes Wrong

I can’t stop myself from commenting on all these family run companies—which btw—are the cornerstone of every town, city, state and country in the world. Bar none. Family Business literally rule. Dale Earnhardt Sr. built one of the most iconic brands in NASCAR history. Then he died. And his widow took over (3rd wife). What […]

Air Canada C.E.O. to Step Down Amid Backlash Over Comments After Crash —– An entire lifetime of hard work to have his reputation trashed in seconds.

Two pilots lost their lives. Families were grieving. And the CEO’s response became the story. Not because of what he said — but HOW he said it. Michael Rousseau stepped down after backlash to a condolence message delivered almost entirely in English, in a country where language is identity, culture, and respect. Let’s be clear: […]

I love reading the WSJ…. but —– the WSJ article was just wrong (link below)

Calling GEORGE Magazine a “bust” is just wrong. I know—because I had a front row seat. At the time, I was running domestic digital editorial operations for Hachette Filipacchi Médias, including GEORGE. Let’s get the facts straight: • Launched in 1995 • Turned a profit in year one • Reached 400,000+ paid readers • Scaled […]

$815,000

That’s the price tag on watching TV in the back office while your family business pays you to be mayor. Meet John Vassilaki — former mayor of Penticton, British Columbia, and newly minted poster child for why “he’s family, we’ll figure it out” is not a governance strategy. The B.C. Supreme Court just ordered him […]

$133 BILLION. That’s how much the Estée Lauder empire is worth.

And yet… the fourth generation can’t agree on what to do with it. Here’s a masterclass in how NOT to run a family business: 🔴 Step 1: Build something legendary (great job, Estée) 🔴 Step 2: Hand it to your kids (fine, still okay) 🔴 Step 3: Hand it to THEIR kids (getting spicy) 🔴 […]

Reputation is built in silence. It is lost in a soundbite.

What Timothée Chalamet’s town hall disaster teaches every business leader — including the ones who think they don’t care about any of this. There is a particular kind of reputation damage that does not arrive with warning. It does not come from a scandal, a lawsuit, or a product failure. It arrives in a single […]

We’re Blaming the Wrong Generation

Stop Blaming Gen Z. Look In the Mirror. Are these kids showing up to job interviews high? Genuinely asking — because I personally know CHROs who get calls from parents when their adult child gets feedback at work. As in, a grown person received constructive criticism from their employer and their mom picked up the […]

Family Business Crisis Never Knocks It Crashes Through the Door. 5 Mistakes That Can Worsen the Situation (And How to Avoid Them)

How you respond in the first 24–48 hours can make or break your company’s future. Data breach? PR disaster? Market disruption? Internal scandal? The pressure to act fast is real but speed without strategy is a trap. At Sider Road, we’ve worked alongside leaders in the heat of major crises. And we’ve seen even the smartest […]

leadership team in boardroom

Why Your Leadership Team Is Holding Back Growth And What to Do About It

When a business hits a plateau, it’s easy to look outward market conditions, economic headwinds, staffing shortages. But more often than not, the real bottleneck is internal. Specifically: your leadership team. At Sider Road Efficiency Experts, we work with growth-minded organizations across the Northeast that are stuck not because their market shrank, but because their […]

resolving business conflicts

Frustrated With How Your Partner Runs Their Business? Here’s How to Fix It (Without Starting a Fight)

When your partner’s business hits a snag—sales slow down, chaos creeps into operations, or decision-making grinds to a halt—it’s easy to blame outside factors like the economy or market shifts. But the real friction might be closer than you think: misalignment between you and your partner. If you’re supporting your spouse or partner’s business—whether full-time, […]

employee training

Why Professional Development Matters (More Than You Think) for Teams and Leaders

Whether you’re managing a fast-paced team in Manhattan or scaling a small business in Connecticut, one question remains crucial across all industries: Why is professional development important? At Sider Road Efficiency Experts, we work with leaders and organizations across the United States, including New York and Connecticut, to answer that question not just in theory—but […]

leadership transformation

Does Executive Coaching Work?

What Business Leaders Need to Know (With Real Results) If you’re a business leader facing high-stakes decisions, rapid growth, or team performance challenges, you’ve likely heard of executive coaching. But you may still be wondering: Does business leadership coaching actually work? At Sider Road Efficiency Experts, we work with executives across Connecticut, New York City, […]

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