Executive Coaching
The thinking partner you've been missing for the decisions that keep you up at night.
FocalPoint-based 1:1 executive coaching for owners and CEOs of privately held businesses in Southeastern Massachusetts.
Schedule a Free Consultation
- Who It’s For
- Business owners and CEOs
- Engagement Type
- 1:1 monthly retainer
- Typical Duration
- Ongoing, minimum 6 months
Overview
Running a privately held business is a fundamentally isolated experience.
You have employees, advisors, maybe a board — but nobody in the room who has actually sat in your seat, managed through a tough quarter, made a hard call about a key hire, or figured out how to step back without the business falling apart.
Owner & CEO Coaching is a monthly 1:1 engagement built around the decisions and challenges that are actually in front of you. Not a curriculum. Not a framework walked through in sequence. Real work on real problems, with a coach who has been in the seat.
Jeff is a certified FocalPoint Executive and Business Coach — trained in one of the most established methodologies in the field. More importantly, he's a former PE-backed CEO and C-suite operator who has lived the challenges his clients bring to every session.
What's included
- Monthly 1:1 sessions (90 minutes, structured)
- Between-session advisory access (async)
- FocalPoint coaching framework applied to your specific goals
- Personal leadership assessment and development plan
- Goal-setting and accountability structure
- Strategic sounding board for major decisions
- Annual planning support
The best coaching I ever got was from someone who had already made the mistakes I was about to make. That's what I try to be for my clients.
- Monthly
- Structured 1:1 sessions
- FocalPoint
- Certified coaching methodology
- 25+
- Years operating experience behind every session
- Your agenda
- Real problems, not a curriculum
Our Services
Three ways we work with your business.
Ready to talk about whether this is the right fit?
The first conversation is free — and it’s a real conversation, not a discovery call with a pitch at the end. Bring your situation. We’ll tell you honestly what we think.
No commitment. No pitch deck. Just a conversation with someone who’s been in the seat.

