CEO & Executive Coaching in Jacksonville, FL
Not a Career Coach Who Learned Business. A CEO Who Ran Companies Here.
If your company is growing faster than the way it’s being run, and every decision still lands on your desk, you don’t need someone to listen. You need a second operator: one who has carried payroll, sat where you sit, and did it in this city.
Executive coaching for B2B CEOs in Jacksonville and Northeast Florida. Weekly, virtual, month to month, and priced on the page.
$3,000/month·Weekly 1-hour sessions·Virtual·Month to month
The operating record was written in Jacksonville.
NFFS was a Jacksonville construction company at $7MM when Jerry Macnamara took it. Three years later it was at $30MM: Inc. 5000 twice, Best Places to Work, and the fastest-growing company in Jacksonville.
Before that, Soccer Post: $5.9MM to $15MM in eighteen months, on to $25MM+ and the Franchise 500 three times. Five companies led across B2B and B2C. The Jacksonville Business Journal named him an Ultimate CEO. Since the operator years, 100+ B2B companies advised, from under $1MM to just shy of $1B.
That matters for one reason. Plenty of executive coaches in Jacksonville have coached. Far fewer have run a company through the stage you’re entering, in this market, with local banks, local talent and local customers. Compare records. Mine is on this page.
You built a company Jacksonville noticed. Now it runs through you.
The symptoms don’t change by zip code.
- Everything routes through you. Decisions pile up on your desk. The company slows the week you take at the beach. That’s not a work-ethic problem; your company runs on an operating system that lives in your head. I call it the Invisible Operating System.
- You promoted your best doers and got your worst managers. They aren’t failing you. Most first-time managers land on the wrong side of the line between accountability and policing. That’s Coaching versus Catching.
- You sit on decisions. A slow maybe does more damage than a fast no. If your team stopped bringing you ideas, this is why.
- The leadership team has titles, and you’re still leading their functions. The tempting diagnosis is talent. Usually it’s structure. Here’s the difference.
If none of those stung, this isn’t your page. If three did, keep reading.
What you’re paying $3,000 a month for
Not advice. Not a sounding board. A changed CEO.
01
A second operator, weekly
One hour a week, virtual, twelve sessions a quarter. I do my homework between sessions: I know your numbers, your pipeline, the names of your key people. When your org design is broken, it’s our broken org design to fix.
02
Accountability, in writing
Every session ends with a clean list: the deliverable, one owner, a by-when. Every next session starts with a review of the last list. Missed commitments get named, not explained around. Three misses is a pattern, and patterns get named early.
03
Hard truths, delivered with care
If you’re lying to yourself about a co-founder, a market or a hire, you’ll hear it now, not three sessions from now when it’s advice nobody can use. Every hard thing I say comes from wanting you to win. Being nice usually means not telling the truth.
04
Month to month
No annual contract, no exit fee. The work compounds over quarters, but the decision to continue is yours every month. If it stops being the highest-leverage hour in your week, stop.
The full page, including a real session anonymized and the questions you’ll hear in it: Executive Coaching →
Earned here, not claimed here.
$7MM to $30MM in three years
NFFS, Jacksonville. Inc. 5000 twice. Best Places to Work. The city’s fastest-growing company.
$5.9MM to $15MM in 18 months
Soccer Post, on to $25MM+. 35 stores in 13 states. Franchise 500 three times.
100+ B2B companies advised
From under $1MM to just shy of $1B. Jacksonville Business Journal Ultimate CEO.

“He will guide and assist but not sugar coat or tell you something that you want to hear. He truly cares about the success of his proteges. His down to earth leadership style makes him an excellent mentor, coach, and friend.”
Anthony Halsch · CEO, RoxBox
More proof, and the line between what Jerry ran and what clients changed: Results →
Why a Jacksonville page for a virtual offer
Sessions are virtual on purpose. The hour should be about your business, not the Buckman Bridge. Virtual is how the hour stays about the work and lands on your calendar every week without fail.
But who you hire is a local decision, and Jacksonville’s business community is small enough that a reputation is checkable. Ask around about NFFS. Ask the people who worked there. Then book the conversation.
The full fit test, including who we turn away: Who we work with →
The price, published
$3,000 a month. Weekly one-hour sessions, twelve per quarter, virtual, month to month. Executive coaching runs $3,000 to $10,000 a month across the industry, and most coaches make you get three meetings deep before anyone says a number. I think that’s a tell.
Questions Jacksonville CEOs ask
Do you coach in person in Jacksonville?
Weekly sessions are virtual, and that’s a design choice, not a cost cut: the hour stays about the work and it never loses to traffic or travel. If you’d rather meet face to face before you decide, say so when you book.
Who is this for?
The CEO of an established B2B company, typically $3M to $9M in revenue that should be $25M, growing faster than the way it’s being run. If you’re pre-revenue or the leadership team is you, this isn’t the right hour yet. The full fit test is here.
How is this different from Vistage or a Jacksonville peer group?
A peer group gives you perspective. A coach changes how you operate. Both have a place, and I run a room myself, so I wrote an honest comparison with real prices, including the cases where a peer group is the better call.
What does executive coaching cost?
$3,000 a month: weekly one-hour sessions, twelve per quarter, virtual, month to month. No three-meeting dance to get to the number.
I’m in St. Augustine, Ponte Vedra, Orange Park or Fernandina. Same offer?
Same offer, same price. It’s virtual, so the address doesn’t change anything, and Northeast Florida is the same business community either way.
Jacksonville built the record. Let’s talk about your company.
One honest conversation about how your company actually runs. You’ll walk out knowing the blind spots you can’t see from your seat, whether we ever work together or not.
Planning an offsite instead? Strategic planning facilitation for Jacksonville leadership teams →