How long does a typical engagement last?
It depends entirely on your needs. Some founders get what they need in a few sessions. Others benefit from ongoing monthly check-ins. We'll figure out what makes sense for you after our initial conversation.
The Process
No complicated frameworks. No mysterious proprietary methods. Just a straightforward process built on listening, thinking, and taking action together.
I'll tell you what I see, even when it's uncomfortable. You deserve honesty, not hand-holding.
Sessions happen when they work for your schedule. Running a business is unpredictable — I get it.
Every conversation leads somewhere concrete. We don't just talk — we plan, decide, and move.
Quick fixes are rarely lasting fixes. We build for where you want to be in 5 years, not just next month.
It depends entirely on your needs. Some founders get what they need in a few sessions. Others benefit from ongoing monthly check-ins. We'll figure out what makes sense for you after our initial conversation.
Absolutely. While I'm based in Metro Vancouver, all my sessions happen virtually. I work with founders across Canada and beyond. Geography isn't a barrier.
That's exactly what the discovery conversation is for. There's no commitment required. We'll talk, I'll share my honest assessment, and you can decide from there. Sometimes the answer is 'not yet' — and that's perfectly okay.
I offer various engagement structures depending on what you need. We can discuss the options that make sense during our discovery call. My focus is on outcomes, not on locking you into something that doesn't serve you.
The Draughtroom is your private client workspace where we map out your business model, track assumptions, build financial forecasts, and keep a clear record of every session and decision. Every active engagement includes full access. You can visit it at draughtroom.sidestreetstrategy.com.
If any of this resonates, let's have a conversation. It's the simplest way to find out if we're right for each other.
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