Curiosity Loops

A structured method for gathering contextual advice from multiple trusted sources

Ada Chen Rekhi
Feeling stuck? Here's how to know when it's time to leave your job | Ada Chen Rekhi

Curiosity Loops

"Curiosity loops are my method of going to a whole bunch of people and asking them structured questions. I got back such an incredible amount of information for about 20 minutes of work." - Ada Chen Rekhi

What It Is

A Curiosity Loop is a lightweight, structured method for gathering advice from multiple trusted people on a specific topic or decision. Unlike casually asking friends "what should I do?", this approach uses well-crafted questions sent to carefully selected people, yielding richer, more contextual insights.

The method is inspired by Customer Advisory Councils in marketing, where companies maintain a group of top customers they can quickly ping for product feedback. Ada Chen Rekhi adapted this concept for personal and professional decision-making.

The key insight is that most advice is "bad" not because it's not well-intentioned, but because it's not contextual. Curiosity Loops fight this by gathering multiple perspectives and looking for patterns, surprises, and disagreements.

How It Works

A Curiosity Loop has four key components:

1. Ask a Good Question

Your question should be:

  • Specific - Not vague like "what should I do with my career?"
  • Solicits rationale - Ask people to explain why
  • Unbiased - Don't lead with your opinion

Bad question: "What should I do with my career next?"

Better question: "You know me. I'm a marketer thinking about doing webdev. My plan is to quit my job, do a bootcamp, then find a job elsewhere. Do you think that's a good idea and why?"

2. Curate Who You Ask

Select people along two dimensions:

  • Subject matter experts - People who know the topic well
  • People who know you - Those who can assess fit for your situation

Aim for 5-10 people, expecting 3-4 quality responses.

3. Make It Lightweight

Design the ask so busy people can respond quickly:

  • "Here are 9 topics. Pick your top 2 and tell me why"
  • "Yes or no, and here's why"
  • Something they can answer from their couch in 5 minutes

Tell people why you picked them specifically.

4. Close the Loop

  • Process the information and look for patterns
  • Thank people for their input
  • Share what you decided and how their input helped

Remember: it feels good to help someone. Closing the loop makes people more willing to help again.

How to Apply It

  1. Identify a decision or question you're wrestling with
  2. Draft a specific question with clear options or parameters
  3. List 5-10 people who have relevant expertise or know you well
  4. Craft a lightweight ask - email, text, or DM that takes <5 minutes to answer
  5. Explain why you picked them in your outreach
  6. Gather responses and look for:
    • Consensus (what do most people agree on?)
    • Surprises (what did you not expect?)
    • Strong disagreements (probe these further)
  7. Make your decision using the input as data, not instruction
  8. Close the loop by thanking respondents and sharing outcomes

When to Use It

  • Big decisions - Career moves, major life choices (use sparingly, ~quarterly)
  • Impasses - When you and a partner/colleague disagree
  • Unfamiliar territory - Decisions where you lack direct experience
  • Personal decisions too - Estate planning, parenting choices, relationship questions

The lightweight version: make it an ongoing theme in conversations, asking the same question repeatedly and looking for patterns.

Caution

Don't do what people tell you to do. Use the loop to:

  • Look around corners for things you missed
  • Test the integrity of your decision-making process
  • Surface surprises and disagreements to explore

The decision is still yours.

Source

  • Guest: Ada Chen Rekhi
  • Episode: "Feeling stuck? Here's how to know when it's time to leave your job | Ada Chen Rekhi"
  • Key Discussion: (00:04:08) - Full explanation of the Curiosity Loops framework
  • YouTube: Watch on YouTube

Related Frameworks

  • Personal Board of Directors - Synchronous version with regular check-ins
  • Customer Advisory Councils - The marketing concept this is adapted from