Meet Your Decision Coach
Bring me a choice you’re struggling with. I’ll help you move forward in one focused conversation, so you can get on with your life.
One conversation with a decision coach.
It doesn’t matter if you’re thinking of buying a houseplant or starting over. Any decision that holds you back is a big one.
When a choice has you all tangled up, you don’t need another course, book, or journaling app. You need a real conversation — with someone who can help you see what matters most and guide you toward a grounded, confident decision.
Book Your Decision Coaching Session
North of Maybe provides a space for you to explore one important decision at a time. Sessions last approximately one hour but we’re not watching the clock. The emphasis is on getting to clarity. Visit my private office in Toronto, or I’ll meet you virtually wherever you are.
What Decision Coaching Solves:
You’re not stuck. You’re stacked.
Making one choice — especially an important one — can feel impossible when it’s actually five decisions tangled together. Logistics layered over emotions. Shoulds tied up with wants. It all starts to blur into something unmanageable. The harder you pull, the tighter it gets. But even the messiest problems can start to make sense once you slow down and tease apart the threads with an objective decision coach.
Some decisions don’t look big from the outside, but they hang heavy. Saying no to someone. Admitting what you really want. Letting go of a plan that made sense five years ago, but doesn’t fit anymore. These are the kinds of choices that hum in the background, taking up mental space. And they’re rarely just about practical stuff. They’re about who you are and where you’re heading next.
By the time we talk, you’ve probably heard a lot of advice. Some good, some less so. But most of it isn’t built around you. And instead of helping, it often just adds more layers to an already crowded head.
That’s where I come in. As a decision coach, I help you get clear on what’s really going on: what you want, what’s getting in the way, and how it all fits into the bigger picture. In one session, we’ll figure out how today’s decision lines up with your short-term needs and your longer-term direction — so you can stop spinning and actually move forward.
Meet David Bester, Decision Coach
I’ve had a lot of titles over the years, but “decision coach” feels the most like me. I’m wired to listen closely, ask the right questions, and root hard for people as they
move toward the life they actually want.
Whether you’re weighing a personal project, a career shift, or something that’s just been eating at you quietly for a while, I want to know what’s on your mind – and help you stop it from keeping you up at night.
This isn’t a program or a plan. It’s one real conversation about one decision. No pressure, no endless process. Just forward motion.
Meet David Bester, Decision Coach
I’ve had a lot of titles over the years, but “decision coach” feels the most like me. I’m wired to listen closely, ask the right questions, and root hard for people as they move toward the life they actually want.
Whether you’re weighing a personal project, a career shift, or something that’s just been eating at you quietly for a while, I want to know what’s on your mind – and help you stop it from keeping you up at night.
This isn’t a program or a plan. It’s one real conversation about one decision. No pressure, no endless process. Just forward motion.
Decision Coach Client Stories
"I felt super safe and supported, like I was being guided by someone who knew where they were going... at the end I felt like (I) could take actionable steps from a clear, firm place."
Read Full Review"A one hour conversation with David helped me to crystallize and connect a variety of disparate thoughts to map out the outline of a plan and timeline... leading to a sense of calm and clarity."
Read Full Review"Your nuanced observations from our conversation revealed the most important pathway I needed to consider. I really appreciated your experience, humility and good humor."
Read Full Review"We got into the weeds of a current problem I had been tackling and found an actionable solution to move forward. David takes the time to listen to you and provide solid advice."
Read Full Review"David was so supportive, grounded and asked great questions. He helped me to lower the stakes on my big scary decision and break it down into the first manageable step."
Read Full Review"In a single session, David helped me break the decision into clear components, evaluate uncertainty, and understand what I actually wanted but hadn’t been able to articulate."
Read Full Review"I found David especially helpful as he was able to offer an arms length perspective and he kept the focus on the decision itself, which was exactly what I needed!"
Read Full Review"The session felt very grounded yet somewhat magical at the same time and I immediately felt like a weight had been lifted off my shoulders."
Read Full ReviewBetter Decisions Blog
Latest from Your Decision Coach

The Eureka Moment: Why Your Best Decisions Happen Out Loud
You can’t outthink a mental loop. To trigger a Eureka moment, try moving your thoughts from your head to the air.

Stacked Decisions: Why You’re Not Actually Stuck
Feeling stuck usually means you’re trying to untangle more than one decision at once.

The Quiet Alarm: what The Gift of Fear can teach us about listening to ourselves
Intuition is intelligence. Trust your discomfort to shield yourself from harm and poor decisions.