Jocelyn Greenky

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Jocelyn Greenky

Contact information, map and directions, contact form, opening hours, services, ratings, photos, videos and announcements from Jocelyn Greenky, Business consultant, Greenwich, Court, New York, .

02/09/2026

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

31/08/2026

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

13/08/2026

$124 trillion is changing hands. About $47 trillion of it is going to women.

And here's the part everyone's celebrating right past:|

Wealth can change hands without power changing hands.

I've seen this movie.

The daughter inherits the shares. Her brother inherits the shares and the corner office. On paper, she's an owner. In the room, she's a guest.

The money moved. The power stayed right where it always was — it just got a nicer signature on the paperwork.

For family business owners, this doesn't fix itself when the will is read. If your daughter is going to lead — not just own — that's a decision you make out loud, years early. In front of the people who'd otherwise quietly route around her.

Assets transfer by wire.

Authority transfers by whether anyone was brave enough to say her name in the meeting.

So before you split it "equally" — ask which of your kids you're handing money, and which you're handing the keys.

They're not the same gift.

And everyone in the family already knows the difference.

03/08/2026

Is your business running on structure, or running on you?

Join me for Managing Through Chaos, a free 45 minute webinar for business owners and leaders ready to stop firefighting and lead with more clarity and control.

📅 August 5, 2026
⏰ 11:30 a.m. EST | 10:30 a.m. CT | 8:30 a.m. PT
🎟️ Register here: https://forms.gle/rsRhPr1TKZRBNQWP7

21/07/2026

Great reporting from The Wall Street Journal and Miriam Gottfried this week —

The Wall Street Journal just ran a story about young millionaires buying HVAC and plumbing companies.

Everyone's reading it as a buyer's story.

I read it as a seller's story.

Because every one of those "shortcut to private-equity riches" deals starts the same way:

An owner decided to let go.

A plumber. A manufacturer. A founder who spent 20, 30, 40 years building something real — and had no plan for what came next.

So a stranger with an SBA loan and a Harvard case study became their succession plan.

That's the part the headline skips.

We're in the middle of the largest transfer of business ownership in history. Boomers built these companies. Most never named a successor. Many have no heir stepping up, no plan on paper, no idea what their life's work is even worth.

And into that vacuum walks a 35-year-old "searcher" paying 1.8x EBITDA.
Sometimes that's a great outcome. A skilled operator takes the reins, doubles revenue, keeps the crew employed.

But here's what I want owners to hear:

Your exit shouldn't be an accident of whoever shows up with financing first.
Succession is a decision. Made early. On your terms. With your values, your people, and your legacy in the room.

The searchers in that article did their homework for years.

The question is — did the sellers?

If you own a business and you don't have an answer for "what happens next," that's not a someday problem. That's the most important strategic decision you'll ever make.

Plan it. Don't get planned around.

09/07/2026

So I did a thing. 🎙️

I joined Mike and Zach on Episode 21 of the SaveToZero podcast and we had one of those conversations that goes way deeper than you planned — in the best possible way.

We talked about building businesses, running masterminds, and what 42 years in the trenches really teaches you. Including why fear is the biggest trap business owners fall into, and why family businesses that treat themselves like real businesses — with actual job descriptions, contracts, and honest conversations — are the ones that survive.

Fair warning: I also said some things that will sound very familiar to anyone who has ever sat across a table from me. 😄

▶️ YouTube: https://youtu.be/esGMpFeFaY0?si=riWPLqjyIJQROmml
🎧 Spotify: https://open.spotify.com/episode/4SwM6BmXhZqKqZvrk1rR3b?si=e97eba822d9c4a46
🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast/building-businesses-masterminds-and-meaningful/id1895024430?i=1000775771376
🎧 iHeartRadio: https://www.iheart.com/podcast/269-save-to-zero-331045630/episode/building-businesses-masterminds-and-meaningful-conversations-338323904/?embed=true

07/07/2026

Everyone in a family business says they want to build a legacy. Almost nobody does the work it actually requires.

Legacy isn't passing the keys. It's building people who know what to do with them.

That doesn't happen the week before someone retires. It happens through years of real conversations, real authority given to the next generation, and founders willing to admit their role has to change.

Stepping back isn't becoming irrelevant. It's the hardest — and most important — leadership move you'll ever make.

My latest newsletter goes deep on what it actually takes to transfer leadership in a family business. Not the polished version. The honest one.

Read it at SiderRoad.com

19/05/2026

Every leader needs the right room.

For family businesses navigating succession: Family Leadership & Legacy Mastermind.

For women ready to become the authority in the room: The Authority: Women in Business Mastermind.

For CEOs who are successful but stuck: The Scale CEO Mastermind.

Three rooms. Three leadership problems. One purpose: the real conversation.

Learn more: siderroad.com/what-is-a-mastermind

26/04/2026

Guernsey, the channel island. And BEAUTIFUL

Address

Greenwich, Court, New York

Website

http://SiderRoad.com/

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