You send the decision
You share a short summary of the issue, your context, and where you feel stuck.
The Business Second Opinion
Stuck on a business decision
Stuck on a business decision
you can't afford to get wrong?
Get a focused second opinion that helps you see blind spots, pressure-test your options, and make a clearer decision with confidence.
I work with entrepreneurs and small-business owners who are circling one important decision and need a thoughtful outside perspective, structured analysis, and a practical next step.
A focused second opinion
Bring me a decision like this.
- Should I keep this offer or reposition it?
- Is it time to hire, partner, or stay lean?
- Should I launch this service, buy this business, or walk away?
- Am I solving the wrong problem entirely?
- Is this the right growth move, or just the most urgent one?
- What am I not seeing because I'm too close to it?
If the decision matters and you don't want to think it through alone, this service is for you.
The outcome
What you leave with.
i.
A clearer definition of the real decision
ii.
A pressure-tested view of your options
iii.
A written decision rationale
iv.
A short action plan for the next 30 days
Not generic coaching. Not more noise. A clearer decision, with reasons and next steps.
The engagement
How it works.
A focused, four-step process designed to get you from circling the decision to moving on it with confidence — without rushing the thinking.
I review the situation
I look for assumptions, missing questions, patterns, tradeoffs, and overlooked options — using both experience and AI-assisted analysis where useful.
We work the decision together
In a focused private session, we clarify the real issue and pressure-test the options until the best next move becomes clearer.
You receive a decision brief
You leave with a short written summary of the decision, rationale, and next steps.
A. Greg Dickson · Red Deer, Alberta
Why work with me
Thoughtful challenge —
Thoughtful challenge —
not encouragement or hype.
I bring more than encouragement or generic business advice. I bring four decades of coaching and consulting experience, long pattern recognition around how entrepreneurs think, and a practical way to combine human judgment with AI-assisted analysis.
This work is built for owners who want thoughtful challenge, not hype — and who care about making a better decision before the cost of a weak one multiplies.
FAQ
Frequently asked questions.
Is this coaching or consulting?
It is best described as a focused second-opinion service for one important business decision.
What kinds of decisions are a fit?
Offer, positioning, hiring, partnership, growth, pivot, acquisition, continuation, or exit-style decisions tend to be the best fit.
Do I get something written afterward?
Yes. A short decision brief with rationale and next steps is part of the engagement.
What role does AI play?
AI helps expand the analysis, surface alternatives, and test assumptions faster. It does not replace judgment or the conversation.
Is this ongoing coaching?
The entry point is a focused decision engagement. Ongoing advisory may be possible afterward if it makes sense.
Start with a short call
Bring me the decision you can't quite see clearly.
If you're stuck on an important business decision and want a thoughtful second opinion, start with a short call. We'll talk through the issue, where you feel stuck, and whether this focused engagement is the right fit.