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It Really Doesn’t Have to Be This Hard: Private 1:1 Coaching for Entrepreneurs

Private coaching for entrepreneurs who are working hard and still feel stuck. One hour, every other week, just the two of us, working on your business and the life around it.

Not ready to commit? Start with a Clarity Call.

Feel Like a Ferrari Trapped in the Garage?

Maybe your business is running you, instead of the other way around. Maybe you’ve just exited and you’re not sure what comes next. Or maybe life is pretty good, and you know it could be extraordinary.

Here’s what I’ve learned: most problems in business and in life don’t need a complicated fix. They need simple processes and routines, and someone who can help you see where they go.

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It really doesn’t have to be this hard.

The majority of problems, in business and life, can be solved with simple processes and routines.

But it’s hard to see things clearly when we are pulled in so many directions. It’s even harder to make changes if we have competing commitments or self-limiting beliefs holding us back. For entrepreneurs, this is especially true.

It doesn’t have to be this way. No matter what you’ve tried in the past, you can have a life and a business that feel effortless, meaningful, and joyous.  I can help you quickly get there through my 1:1 coaching program.

We’re probably a match if you are…

  1. A business leader in the thick of it, and the business feels like it’s running you

  2. Someone who wants to take life and business to extraordinary heights

  3. A younger entrepreneur who wants direction before the habits set in

  4. An entrepreneur who recently exited and is working out what’s next

We’re probably a match if…

My coaching for business owners typically fits four types of entrepreneurs. You may be:

  • A business leader in the thick of running a business who feels like it’s constantly running you.
  • An entrepreneur who has recently exited your business and you are trying to figure out what’s next.
  • A young entrepreneur who might be a bit rudderless and needs help launching.
  • Someone who simply wants to take your life and business to extraordinary heights.
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We’re not a match if…

  • You only want a business coach. I like us to work on your life, too, which also tends to accelerate business breakthroughs.
  • You want a coach whose sole focus is to prioritize your business’ financial growth.
  • You want coaching with the primary goal leading to your company’s acquisition.
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We’re probably not a match if you…

  • Only want a business coach

  • Are mainly looking for help getting your company acquired

  • Want a coach whose sole focus is growing your revenue

What We Can Untangle Together

Burnout. Relationship strain. No clear direction. High staff turnover. Employee drama. Low morale. Too many meetings. Poor communication. Unhappy customers.

What changes, and fast
  • More time. We streamline the processes that eat your week.

  • More joy. You spend your days on work that fits your purpose.

  • More meaning. Your work lines up with who you are.

  • More ease. You lead ahead of problems instead of chasing them.

  • More headspace. We deal with what’s draining your energy.

How we’ll work together

  • Book a consultation. A free, 10-minute conversation to see if we’re a good fit.

  • Keep moving between sessions. Emails, exercises, feedback, and extra calls when you need them. After each session, you receive a written recap and hand-selected resources from my library.

  • Meet live every other week. About an hour on video, focused on what matters most right now.

What we can address together

• Personal burnout
• Relationship issues
• Lack of direction
• High staff turnover
• Employee drama

• Low company morale
• Too many meetings
• Poor communication
• Unhappy customers
• And much, much more

What we can address together

• Personal burnout
• Relationship issues
• Lack of direction
• High staff turnover
• Employee drama

• Low company morale
• Too many meetings
• Poor communication
• Unhappy customers
• And much, much more

What I’ll help you do for yourself

• Thrive, not just survive

• Align with your purpose

• Cultivate presence

• Increase your energy

• Foster more happiness

• Get employees in alignment

• Build functioning teams

• Improve company culture

• Deepen interpersonal relationships

• And much, much more

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What sets me apart

Business and life, together. Most coaches pick one. Your business problems and your life problems are usually the same problem, so I coach both.

I’ve built it myself. I co-founded Kidorable, a global children’s brand featured on The Today Show and in People magazine, with products sold in over 5,000 stores across 20+ countries. Every session is rooted in The Untangled Method – the exact framework I use to help leaders systematize their business.

A library behind every session. I maintain a personal library of hundreds of resources for entrepreneurs – operating manuals, business templates, and exercises – and hand-pick the exact tools you need.

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What sets me apart.

Business and life, together. Most coaches pick one. Your business problems and your life problems are usually the same problem, so I coach both.

I’ve built it myself. I co-founded Kidorable, a global children’s brand featured on The Today Show and in People magazine, with products sold in over 5,000 stores across 20+ countries. Every session is rooted in The Untangled Method – the exact framework I use to help leaders systematize their business.

A library behind every session. I maintain a personal library of hundreds of resources for entrepreneurs – operating manuals, business templates, and exercises – and hand-pick the exact tools you need.

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Change that
happens fast

Clients who work with me can see an immense transformation — fast. This can include:

More time since we’ll streamline your business processes and realign employee responsibilities to lighten your workload.

More headspace since we’ll address the underlying causes of energy drains like workplace drama and interpersonal conflicts.

More ease since you’ll be proactively leading your business and life rather than reacting to crises. In time, your work will seem effortless and energizing because it is aligned with your life’s purpose.

More meaning because as you become more aligned with your best, most authentic self, you’ll feel like you’re living the life you are meant to live.

More joy since work that flows from your purpose is naturally joyful. We’ll also work on removing the things that inhibit the natural joy that already radiates from you.

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What sets me apart

Business and life, together. Most coaches pick one. Your business problems and your life problems are usually the same problem, so I coach both.

I’ve built it myself. I co-founded Kidorable, a global children’s brand featured on The Today Show and in People magazine, with products sold in over 5,000 stores across 20+ countries. Every session is rooted in The Untangled Method – the exact framework I use to help leaders systematize their business.

A library behind every session. I maintain a personal library of hundreds of resources for entrepreneurs – operating manuals, business templates, and exercises – and hand-pick the exact tools you need.

Live coaching that creates real change

Most coaches focus on business OR life. As a holistic business coach, I do both at once because, as a fellow entrepreneur, I know they’re intertwined. I’m also aware of your limited time and energy, so I want to be as efficient and impactful as possible.

Let’s talk specifics.

What sets this program apart

Most business programs focus primarily on business growth. This program takes a broader approach.

Business and life are connected. When you improve the way you think, communicate, lead, and make decisions, those changes can have an impact across every area of your life.

The goal is simple: help you become more clear, intentional, and effective in both your life and business.

How we’ll work together

You’ll join scheduled live coaching sessions where you’ll learn, ask questions, work through challenges, and apply what you learn.

Between sessions, you’ll have practical exercises and resources to help you continue making progress.

You’ll also have the opportunity to learn from the experiences of other entrepreneurs in the group.

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Jonathan helped me identify and solve a personal and business issue that was keeping me from being a great leader. Honestly, I had been working on it for two decades and had almost resolved that it was unsolvable. It wasn’t. I just could not solve it alone.

G. Michael Maddock
Entrepreneur, Speaker,
and Best-Selling Author

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As an entrepreneur, it can be challenging to find the right coach to both support me, and to hold me accountable with tough questions. Jonathan’s questions have had a lasting impact on my life, both personal and business.

Theresa Alfaro Daytner,
Serial Entrepreneur

Investment & Commitment

$3,000 per month, billed at the start of each month. You can cancel at any time, though I ask clients to commit to four months together – enough time to learn the methods, experience profound results, and make them routine.

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Jonathan Domsky is a modern-day sage. His ability to simplify the complex and to present it in a way that is easy to understand and enlightening is a rarity.

Darius Mirshahzadeh
Entrepreneur, Speaker,
and Best-Selling Author

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Jonathan is a magician. He makes the impossible seem simple, easy and straightforward.

Ari Levy, MD, MBA

Founder of Shift

Frequently Asked Questions

How often do we meet?

Every other week, for about an hour on video. You also have email support and extra calls as needed.

Is this business coaching or life coaching?

Both. That's the point. If you only want business coaching, I'm probably not the right fit.

Things are going fine. Is this for me?

Yes, if you know "fine" isn't the ceiling. Wanting extraordinary is one of the four reasons people work with me.

I'm not ready for four months. Where do I start?

Book a Clarity Call: one 60–90 minute session ($975) with a pre-call assessment, clear goals, and a roadmap you keep.

Do you want a better life and business?

It starts with one conversation. Let’s see where you’re stuck and what it would take to get unstuck.