How to make better decisions and build a joyful career | Ada Chen Rekhi (Notejoy, LinkedIn, SurveyMonkey)
April 16, 2023
AI Summary
5 min readAda Chen Rekhi shares frameworks from her career in marketing, startups, and executive coaching to improve decision-making and career alignment. Drawing from roles at LinkedIn, SurveyMonkey, and co-founding Notejoy, she emphasizes curiosity-driven advice, personal values, and balancing exploration with focused growth to avoid late-career regret.
Curiosity Loops for Better Advice
Rekhi's core tool for decisions is the "curiosity loop," a structured way to gather contextual input that counters generic advice like "quit and chase dreams" or "grind it out." Start with a specific, unbiased question that prompts rationale—e.g., not "What should I do with my career?" but "I'm a marketer considering a webdev bootcamp; is quitting for that smart?" Ask 5-10 people: subject experts plus those who know you well. Keep it lightweight (e.g., pick top 2 from a list and explain why) for high response rates, then thank responders and note surprises or disagreements. Lightweight versions weave the question into daily chats; heavyweight ones use emails/docs. Examples include selecting podcast topics and estate planning, where loops revealed executive function peaks at 30, shifting inheritance ages from 18. This fights cognitive biases by surfacing blind spots without outsourcing the choice.
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What you'll learn
- 1 `* (00:36) **Intro and Guest Background**`
- 2 `* (03:20) **Curiosity Loops Framework**`
- 3 `* (05:54) **Crafting Good Questions and Examples**`
- 4 `* (16:51) **Values Exercise for Decisions**`
- 5 `* (25:55) **Early Career: Explore vs Exploit**`
- 6 `* (32:01) **When to Stick or Quit a Job (Frog Boiling)**`
- 7 `* (42:42) **Exec Coaching: When/How to Use**`
+ Full timestamped outline available in the app
Show Notes
Brought to you by Sprig—Product insights that drive product success.
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Ada Chen Rekhi is an executive coach and co-founder of Notejoy. She helps founders scale themselves alongside their teams. She has over a decade of experience leading teams through periods of rapid transition, from the chaos of founding early-stage startups to leadership roles in growing SurveyMonkey and LinkedIn. In today’s podcast, we discuss:
• How utilizing a “curiosity loop” can aid you in decision-making
• A values exercise that can help determine if your life choices align with your personal values
• Ada’s “explore and exploit” framework for making the most of your job opportunities
• The advantages of seeking an executive coach and useful tips on finding one
• Tips for women navigating working in Silicon Valley
• Why it’s so important to provide constructive feedback
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Find the full transcript at: https://www.lennysnewsletter.com/p/how-to-make-better-decisions-and
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Where to find Ada Chen Rekhi:
• Website: https://www.adachen.com/
• Twitter: https://twitter.com/adachen
• LinkedIn: https://www.linkedin.com/in/adachen/
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Where to find Lenny:
• Newsletter: https://www.lennysnewsletter.com
• Twitter: https://twitter.com/lennysan
• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/
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In this episode, we cover:
(00:00) Ada’s background
(03:17) What a curiosity loop is and when to use one
(11:39) Using curiosity loops in your personal life
(14:13) How curiosity loops are like customer advisory councils
(16:30) A values exercise
(25:30) Ada’s “explore and exploit” framework
(31:28) When it’s time to leave your job
(35:37) Logo collecting and why you should optimize for your values instead
(39:30) What triggered Ada to reevaluate her career path
(42:10) Why most people don’t actually need a coach
(44:59) When coaching is valuable
(47:20) How to find the right coach
(51:38) Advice for women in Silicon Valley
(1:00:08) Eating your vegetables—why you need to power through things you find challenging
(1:05:07) Why you should write to crystallize knowledge, rather than for likes
(1:06:54) How to successfully build a company with your spouse
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