Decision Making Tool
FIVE SMART FRIENDS
You don't need more opinions. You need the right five. A philosopher, an economist, a relationship expert, a creative, and a strategist — each seeing what the others miss.
Philosopher
Meaning & values
Examines your values, assumptions, and what this decision says about the life you want to build.
Economist
Costs & trade-offs
Runs the numbers. Spots the hidden costs, the sunk-cost traps, and the money angles you haven’t considered.
Relationships
Ripple effects
Sees the human impact. Who gets hurt, who benefits, and what nobody’s saying out loud.
Creative
Possibilities
Flips the script. Finds the third option nobody mentioned and reframes the question entirely.
Strategist
Path forward
Synthesizes everything. Cuts through the noise and tells you what to actually do.
HOW IT
WORKS
Tell Us What You're Weighing
A career change, a relationship crossroads, a financial choice — anything keeping you up at night. No sign-up, no setup.
Five Minds Weigh In
Each friend sees your situation differently. They won’t agree with each other — that’s the point.
Get Unstuck
The Strategist pulls it all together into a clear next step. You still decide — but now you see what you were missing.
“Should I leave my stable job to start a company?”
5 perspectives · 47 seconds“Before we talk about the startup — what does meaningful work actually look like to you? Because if it’s autonomy you want, there may be paths that don’t require burning everything down.”
“Your runway is 14 months at current burn. But factor in health insurance, the equity you’re leaving, and opportunity cost — the real runway is closer to 9.”
“You keep saying ‘my decision’ but your partner’s career flexibility is funding this risk. That’s not a problem — it’s a conversation you haven’t had yet.”
“What if you didn’t quit? Build the MVP nights and weekends for 90 days. If you can’t find that energy, the startup wasn’t the answer.”
“Negotiate a 3-month sabbatical. You keep the safety net, you get real signal, and you avoid the false binary everyone else is stuck on.”
What Are You Weighing?
No sign-up. No sign-in. Five perspectives in under a minute.