Scaling from founder-led chaos to a real company is the hardest stretch of the journey.
I work with a small number of founders each year who are typically doing between $1M - $20M+ in revenue. They’re navigating the messy middle: fixing team structure, hiring senior leaders, being intentional about culture, creating scale systems, and prioritizing what matters.
I work best with companies that are already winning. This isn’t turnaround work. It’s about helping strong businesses level up—turning momentum into systems, and leadership into leverage.
What Makes This Different:
I’m not a generalist or a mindset coach. I’ve been a CEO. I’ve built and run eight-figure businesses, led teams, and scaled media brands and communities. I don’t talk in abstractions or just ask you questions — I help you make decisions, hire the right people, close candidates, and move faster.
I’ve been a 2x CEO, VP at HubSpot (NYSE: HUBS), and spent 10+ years in the c-suite at The Motley Fool (a $400M+ revenue company). I led The Hustle through its acquisition and was most recently CEO of Hampton.
There are two ways to work with me:
Jordan is my go to. I trust him
implicitly.
He helped me think through MAJOR changes in multiple businesses and then gave me exact templates and roadmaps to break through.
If you get a chance to work with him — run, don't walk.
We completely overhauled our onboarding
flow.
I’m using his interview outline for hiring. We built real company values — and they’ve already paid off.
I’ve even started sending weekly video updates to the team, and they love it.
All of that came directly from him.
Our work with JDP has been instrumental in helping us
operationalize Maison’s next phase of growth.
His guidance brought clarity to our co-founder structure, sharpened our focus on our core growth engine, and introduced the financial and operational discipline needed to scale sustainably.
For the first time in 2 years, I can feel momentum. He’s helped
me make a mental shift from regression and fear to progression and ambition.
Helped me make a key hire. Our work together helped me identify the parts of the business that made me anxious, we identified them, leaned into them, and then took action.
We loved JDP’s energy and overall
vibe.
We needed someone that has been there done that, but also cared about not losing your humanity at the cost of ‘getting there’.
He checked all the boxes in every way!
If you want someone real, who genuinely cares and gives it to
you straight, Jordan’s your guy. What I value most is his fresh perspective.
He’s helped me stay focused and consistent toward my goals, but what I value most is how he challenges me. He doesn’t just give me new ideas, he gets me to think differently.
Jordan’s that rare mix of strategist, operator, and storyteller
— he can read a spreadsheet and a room with the same precision.
He leads with clarity, humor, and conviction, and people line up to build with him.
Jordan has the ability to think big, set the vision and strategy
while also get in the weeds and get shit
done.
He’s amazing at building a team culture where people feel genuinely connected and appreciated — and he doesn’t just talk about it, he teaches it.
He coached me directly and took the time to pass on new skills and ways of thinking that changed how I lead.
JDP is the ultimate team player — passionate and optimistic, yet
realistic.
Demanding and ultra-ambitious, yet deeply compassionate.
Zero ego (though plenty of ink). He’ll lead a team with a determined smile, jump into the trenches to fight for them, or be an honest, constructive, and supportive sounding board when times get tough — always with that same determined smile.
He has this rare ability to see your potential, give you
responsibility that stretches you, and create clear goals that unify the team — all while being warm, funny,
and the kind of confident leader that makes you feel genuinely excited about what you're building.
He's an incredible teacher who treats everyone like a human being deserving compassion, but somehow pairs that with being a successful business leader and powerful visionary (honestly, witchcraft).
Jordan makes even the most intense projects feel fun. He brings
humor, energy, and camaraderie to every interaction, creating a team culture that feels connected and
motivated.
You always feel like you’re building something meaningful when he's leading.
Jordan can somehow seamlessly switch between player and coach, EQ and IQ, in an instant depending on what a situation calls for. He’s also excellent at defining a vision and then using his people's strengths to achieve it.
Jordan is my go to. I trust him
implicitly.
He helped me think through MAJOR changes in multiple businesses and then gave me exact templates and roadmaps to break through.
If you get a chance to work with him — run, don't walk.
For the first time in 2 years, I can feel momentum. He’s
helped me make a mental shift from regression and fear to progression and ambition.
Helped me make a key hire. Our work together helped me identify the parts of the business that made me anxious, we identified them, leaned into them, and then took action.
Jordan’s that rare mix of strategist, operator, and
storyteller — he can read a spreadsheet and a room with the same precision.
He leads with clarity, humor, and conviction, and people line up to build with him.
He has this rare ability to see your potential, give you
responsibility that stretches you, and create clear goals that unify the team — all while being warm, funny,
and the kind of confident leader that makes you feel genuinely excited about what you're building.
He's an incredible teacher who treats everyone like a human being deserving compassion, but somehow pairs that with being a successful business leader and powerful visionary (honestly, witchcraft).
We completely overhauled our onboarding
flow.
I’m using his interview outline for hiring. We built real company values — and they’ve already paid off.
I’ve even started sending weekly video updates to the team, and they love it.
All of that came directly from him.
We loved JDP’s energy and overall
vibe.
We needed someone that has been there done that, but also cared about not losing your humanity at the cost of ‘getting there’.
He checked all the boxes in every way!
Jordan has the ability to think big, set the vision and
strategy while also get in the weeds and get shit
done.
He’s amazing at building a team culture where people feel genuinely connected and appreciated — and he doesn’t just talk about it, he teaches it.
He coached me directly and took the time to pass on new skills and ways of thinking that changed how I lead.
Jordan makes even the most intense projects feel fun. He
brings humor, energy, and camaraderie to every interaction, creating a team culture that feels connected and
motivated.
You always feel like you’re building something meaningful when he's leading.
Our work with JDP has been instrumental in helping us
operationalize Maison’s next phase of growth.
His guidance brought clarity to our co-founder structure, sharpened our focus on our core growth engine, and introduced the financial and operational discipline needed to scale sustainably.
If you want someone real, who genuinely cares and gives it to
you straight, Jordan’s your guy. What I value most is his fresh perspective.
He’s helped me stay focused and consistent toward my goals, but what I value most is how he challenges me. He doesn’t just give me new ideas, he gets me to think differently.
JDP is the ultimate team player — passionate and optimistic,
yet realistic.
Demanding and ultra-ambitious, yet deeply compassionate.
Zero ego (though plenty of ink). He’ll lead a team with a determined smile, jump into the trenches to fight for them, or be an honest, constructive, and supportive sounding board when times get tough — always with that same determined smile.
Jordan can somehow seamlessly switch between player and coach, EQ and IQ, in an instant depending on what a situation calls for. He’s also excellent at defining a vision and then using his people's strengths to achieve it.
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