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Big Swings Only

She Was an Ivy League Lawyer — Until She Became a Felon: Rashmi Airan

Big Swings Only

American Negotiation Institute

Self-improvement, Business, Education

4.7751 Ratings

🗓️ 27 July 2026

⏱️ 86 minutes

🧾️ Download transcript

Summary

She was an Ivy League lawyer with the perfect résumé. Then she became a convicted felon — and says losing her freedom is what finally set her free. Rashmi Airan built a career as an attorney, entrepreneur, and Wall Street banker — until one bad decision, made under pressure to succeed, led to an FBI investigation and a year in federal prison. In this episode, she opens up about the moment everything fell apart, what she calls the "invisible prisons" we build for ourselves long before any real consequence hits, and how owning her worst mistake completely became the foundation for real transformation. If you've ever felt like your biggest failure defines you, this conversation will change how you see it. Connect with Rashmi Airan rashmiairan.com Connect with Kwame: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Request A Customized Workshop For Your Company⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Follow Kwame Christian on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠negotiateanything.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Click here to buy your copy of Finding Confidence in Conflict: How to Negotiate Anything and Live Your Best Life!

Transcript

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0:00.0

How does a Columbia-educated lawyer, a Wall Street banker, the owner of a thriving law firm,

0:06.0

and one of the most celebrated members of her community, end up in federal prison?

0:11.0

She lost her license, her freedom, and her identity as the perfect daughter who never made a mistake.

0:18.0

All of those blind spots and red flags were here, but I was so focused on

0:22.9

getting the client and keeping the client, that hunger drove me to not pay attention to the blind

0:28.9

spots. As attorneys, we're supposed to do our due diligence. We're supposed to ask for help.

0:34.1

We're supposed to do the background research. And I didn't do any of that. I did ask the questions I should have asked. I didn't listen to my gut.

0:41.3

One email on Christmas Eve. That's all it took. And then the FBI showed up.

0:47.3

I don't even have any memory, really, of what happened four years earlier. So these two agents come in and I didn't know I could tell them to leave, right?

0:57.1

So I left them into my office.

0:58.6

I used to have this circular table, like, right by my desk.

1:01.7

And they grills me for four hours.

1:06.6

And they showed me documents and pictures and emails.

1:09.3

And I'm answering questions, yes, no, yes, no.

1:12.2

And what she discovered inside an actual prison is that the wall we build for ourselves inside our own minds can be harder to escape than any walls with bars.

1:23.2

I always tell people, like, I had to lose my freedom to gain complete freedom.

1:27.5

I was living in these invisible prisons my entire life. I just didn't know that's what they were.

1:32.2

I believe we're all living in invisible prisons. We just can't see them because they're glass

1:36.9

walls. This is the story about owning a mistake completely and what happens when you do,

1:42.8

because the worst thing that you've ever done

1:45.0

is not the entirety of who you are. This is the story of Rush Me Aaron. Welcome to Big Swings Only.

1:54.7

We've all gone through these moments, right, where it's Christmas. So for me, it was Christmas Eve

...

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