Episode 100

My 100th Episode Special Edition: Lessons in Entrepreneurship from "Inventing Anna"

Published on: 5th April, 2022

The tagline for “Inventing Anna” is: “Inspired by the true story of a total fake.”  

Of course, I was instantly hooked, along with millions of other Netflix subscribers.  Within a week, several of my clients, friends, and family members were messaging me, excitedly asking “Are you watching Inventing Anna?”  and I am pretty sure I know why.  

First of all, I was a licensed therapist for many years before becoming a coach, I am attracted to complex and complicated characters, and I am known for having really good instincts about people.  They know I am especially fascinated by women who step out of the shadows and shine brightly, one way or another. I had never even heard of Anna Delvey before seeing it in the top series section on Netflix but became pretty obsessed with her.  

After binge-watching the Netflix series, I read articles, watched interviews and documentaries, and scrolled through all the IG accounts that may or may not be hers.  But this episode is not about my psychological assessment of Anna’s character, motives, or personality pathology.  It is about my thoughts on the skills and mindset that almost made her a very successful founder and entrepreneur, someone I think we can learn from, regardless of what we think of her motivation or methods.   

So, what ARE those lessons? 

  • Manage your image
  • Network with the right people 
  • Project unshakable confidence 
  • It takes money to make money
  • Develop resilience 

This episode includes a clip from my interview on “The True Fiction Project Podcast’ with host Reenita Hora.  If you want to hear me speculate about what drives Anna Delvey, whether she was/is a narcissist or a sociopath, did a history of childhood trauma leave her incapable of empathy, and more, check it out!  

https://spoti.fi/3uPFHtM

There was very little holding Anna Delvey back, and she didn’t let “little things” like a lack of money, connections or influence stand in her way.  At least until those four years in Riker’s Island held her back in a very big way.  But what about you?  Chances are there is a single habit that if you could identify and change would help you realize your entrepreneurial dreams without breaking any laws! 

Get your personalized result, along with lots of strategies for what to do about it! 

Take the “What’s Holding You Back?” Quiz today by clicking on this link:

https://bit.ly/obstaclesquiz

SPECIAL CONTEST JUST FOR LISTENERS OF THE DRIVEN WOMAN PODCAST

Did you LOVE this special 100th episode?  Have you been a regular listener and never left a review?  Well, this time, I am going to incentivize it!  Leave a review on this episode (or the show in general, it’s up to you) and before you hit submit, take a screenshot and DM it to me on IG @coachdiannwingert - you will then be eligible to win the Anna Delvey “Iconic” T-shirt from Rosies Tees! 

Apple: https://apple.co/2BZDFzc

Android: https://www.podchaser.com/podcasts/the-driven-woman-1194485

If you are getting a lot of good tips from The Boundaries Series, don’t forget to join us next week for another kickass episode, the last one in the series.  It is episode #101 and the title is:  “Boundaries are Self Care”.  A lot of female solopreneurs have been feeling a bit defeated or depleted lately, so this one is for you! 

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Our edge as entrepreneurs comes from spotting trends and launching fresh ideas. The problem? Most of us have a graveyard of half-baked projects, forgotten launches, half-written newsletters, and more orphaned tech tools than we care to admit. Let's face it: innovation is our ADHD advantage, but execution moves the...
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About the Podcast

ADHD-ish
For Business Owners with Busy Brains
ADHD-ish is THE podcast for business owners who are driven and distracted, whether you have an “official” ADHD diagnosis or not. If you identify as an entrepreneur, small business owner, creative, independent professional, or freelancer, and you color outside the lines and think outside the box, this podcast is for you.

People with ADHD traits are far more likely to start a business because we love novelty and autonomy. But running a business can be lonely and exhausting. Having so many brilliant ideas means dozens of projects you’ve started and offers you’ve brainstormed, but few you’ve actually launched. Choosing what to say "yes" to and what to "catch and release" is even harder. This is exactly why I created ADHD-ish.

Each episode offers practical strategies, personal stories, and expert insights to help you harness your active mind and turn potential distractions into business success. From productivity tools to mindset shifts, you’ll learn how to do business your way by
embracing your neurodivergent edge and turning your passion and purpose into profit.

If we haven't met, I'm your host, Diann Wingert, a psychotherapist-turned-business coach and serial business owner, who struggled for years with cookie-cutter advice meant for “normies” and superficial ADHD hacks that didn’t go the distance. In ADHD-ish, I’m sharing the best of what I’ve learned from running my businesses and working with coaching clients who are like-minded and like-brained.

Note: ADHD-ish does have an explicit rating, not because of an abundance of “F-bombs” but because I embrace creative self-expression for my guests and myself. So, grab those headphones if you have littles around, and don’t forget to hit Follow/Subscribe so you don’t miss a single episode.