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Exponential Entrepreneur

Interview Your Past Self

Success has a dangerous side effect: it makes you think you have arrived. Alejandra Leibovich explains why the moment you think you have figured it all out is the moment your growth stalls.

January 25, 2026

“Imagine that this is a case and that you have to depose or interview a witness. That witness happens to be you…” – Alejandra Leibovich

The Two-Sided River

Success has a dangerous side effect: it makes you think you have arrived. Alejandra Leibovich explains why the moment you think you have figured it all out is the moment your growth stalls.

Drawing from Think and Grow Rich by Napoleon Hill, Alejandra introduces a metaphor that changes everything: life flows like a river with two sides. One side carries you toward wealth through positive emotions like faith, desire, and persistence. The other side pulls you toward poverty through negative emotions like fear, judgment, and complacency.

Most entrepreneurs don’t realize which side they’re on until it’s too late. One way to safeguard yourself is to have a plan because poverty needs no plan, but wealth absolutely requires one.

A Cautionary Tale

Alejandra shares a pattern she’s witnessed countless times when entrepreneurs hit their first major milestone. They convince themselves they’ve “figured it out” and stop learning. Instead, Alejandra recommends an exercise that she and RJon did that resulted in their business transformation.

They tried something radical: they interviewed their past selves. These were not metaphorical interviews. They recorded actual conversations with who they used to be, asking specific questions about daily decisions, routines, and mindset. The result? Their business doubled.

Hot Seat

In this episode, we hear from an entrepreneur with a mindset struggle: self-judgement around their successes. Alejandra offers a unique approach to rethink self-sabotage behavior: approach the interview exercise as a neutral researcher investigating a case, not a judge pronouncing verdicts on your past choices. While this may seem counterintuitive, adopting an investigative and analytical thought process minimizes self-judgment.

Your Past Self Interview Challenge

Record yourself asking questions to who you used to be:

  1. Why did you make the daily life decisions you made?
  2. What did you think about first thing in the morning?
  3. How did you run your business?
  4. Where did you allocate your resources?
  5. What was a typical day like?

Remember: you’re gathering information, not passing judgment. Treat your past self like a witness in a case, with curiosity not criticism. Every day you choose which side of the river to swim in. Humility and continuous learning keep you moving toward abundance. Ego and the belief that you’ve “made it” will inevitably pull you back toward struggle.

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Exponential Entrepreneur