Know what's actually likely to happen
before you commit.
Private Advisory
I help founders, executives, and developers pressure-test a major decision — a raise, a launch, a pivot, a build — before the capital, time, or reputation is already spent.
WHO THIS IS FOR
Built for people about to make a large, hard-to-reverse commitment.
FOUNDERS
Tech Founders & Entrepreneurs
Before a raise, a launch, or a pivot — an honest read on whether the plan actually holds up, and what's likely to go wrong first.
EXECUTIVES
C-Suite Leaders
Evaluating a new venture, a major initiative, or a leadership change — a structured, outside perspective before the decision is locked in.
DEVELOPERS
Housing & Real Estate Developers
Underwriting a major project — a clear-eyed look at feasibility and risk before ground is broken and capital is committed.
The Founder Decision Report.
A structured, private assessment — delivered as a written report plus a live working session — covering four areas most decisions live or die on.
THE WORK
EX-02
Viability & Profitability
A realistic read on the market, the unit economics, and the timeline — plus a weighted viability score with the reasoning shown, not just the number.
EX-03
Risk & Problem Forecast
The five to seven specific failure points most likely to derail this particular project — ranked by severity, not generic startup advice.
EX-04
Founder-Fit Analysis
Your strengths mapped against what this specific venture actually demands — including where instinct will help, and where it won't.
EX-05
Strategy & Mitigation Plan
One concrete action for every major risk identified, sequenced into a 30/60/90-day plan you can act on immediately.
Four steps, start to finish.
HOW IT WORK
01
Intake
A confidential questionnaire covering your model, market, team, and numbers. 30–45 minutes.
02
Discovery Call
A short conversation to clarify context and priorities before the analysis begins.
03
Analysis
Two to four days of independent assessment, modeling, and risk mapping
04
Delivery
The full report, a live walkthrough, and follow-up access to work through what it means for you.
About
Tiffany Chin
I started doing this work because I kept watching smart, capable people commit years and capital to ventures without ever pressure-testing the assumptions underneath them — not from lack of ability, but because nobody in their orbit was positioned to tell them the hard truth before the decision, only after.
I work privately with a small number of founders, executives, and developers at a time, giving each one the clear-eyed read they can't get from their own team or their own excitement about the work. Not hype. Not a generic playbook — a real, structured look at what's likely to happen, and what to do about it.
Every engagement blends rigorous business analysis with a deeper read on timing and fit — the parts of a decision that don't show up in a spreadsheet, but shape the outcome all the same.
"The risk that feels most urgent is rarely the one that actually ends the business. Finding the real one — before it's too late to act— is the entire job."
Tiffany Chin
GET IN TOUCH
Let's talk before you commit.
I take on a limited number of private engagements at a time. If you're facing a major decision, reach out — most clients find something in the first conversation that changes how they move forward.
PHONE
408.337.2869
MARKET
Silicon Valley, CA · Denver–Boulder, CO
LINKEDLN
Every engagement is private. Details of your business, your numbers, and this conversation stay between us — never shared, never referenced without your permission.
© 2026 · PRIVATE ADVISORY · TIFFANY-CHIN.COM