Molly Bloom

The line between bold judgement and reckless misjudgement is often invisible until after the fact. Senior leaders make consequential calls under time pressure, with short-term incentives quietly distorting the picture. Knowing how to read those distortions, and how to rebuild after a serious setback, is harder than any framework makes it look.

Molly Bloom is an entrepreneur and author who speaks on judgement under pressure and rebuilding after public failure, drawing on her years running one of the world’s most notorious underground high-stakes poker operations.

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Full Profile

Why organisations work with Molly Bloom

  • A first-hand account of how pressure and money distort judgement among hedge fund managers, studio heads, and high-net-worth players. The observation comes from inside the room.
  • A real case study in rebuilding after professional and legal collapse. Bloom pleaded guilty to running an illegal gambling operation, then re-emerged as a published author whose memoir was adapted into the Oscar-nominated Molly’s Game, Aaron Sorkin’s directorial debut, starring Jessica Chastain.
  • Lived experience of decision-making at the edges of legality and ethics. She knows how the wrong choice looks before it is made, and why intelligent people make it anyway.
  • A practitioner’s view of how exclusivity and discretion build a customer base wealthy clients fight to join. Bloom designed and ran the operation herself, with rooms at venues like the Peninsula Beverly Hills hosting individual hands worth millions.

Biography highlights

  • Author of the memoir Molly’s Game (HarperCollins, 2014), adapted into Aaron Sorkin’s directorial debut, which earned a 2018 Academy Award nomination for Best Adapted Screenplay.
  • Former member of the U.S. Ski Team in freestyle moguls, ranked third in the Nor-Am Cup season standings.
  • Built and ran one of the largest high-stakes private poker operations in the United States, with regular players including Tobey Maguire, Leonardo DiCaprio, Ben Affleck, and Alex Rodriguez.
  • Host of Torched, an investigative sports podcast produced by FilmNation Entertainment in association with Gilded Audio.
  • Corporate speaking clients include BlackRock, Blackstone, Adobe, Cisco, Dell, SiriusXM, Uber, Comcast, and US Bank.

Biography

The hands at the Peninsula Beverly Hills sometimes ran past $4 million. Bloom designed the operation and ran the room before she turned 26. Her clients were Hollywood actors and Wall Street financiers. The FBI eventually took the business apart.

Before any of that, she was a competitive skier. She made the U.S. Ski Team in freestyle moguls and ranked third in the Nor-Am Cup season standings. A back injury ended her Olympic ambitions before she finished her degree at the University of Colorado Boulder.

Los Angeles was meant to be a gap year. Within a few years she was hosting weekly poker games for some of the most recognisable people in entertainment. Tobey Maguire, Leonardo DiCaprio, Ben Affleck, and Alex Rodriguez were among the regulars. In 2013 she was indicted in a federal money-laundering case in New York and pleaded guilty the following year.

The second act began on the page. The memoir Molly’s Game (2014) became the basis for Aaron Sorkin’s directorial debut, starring Jessica Chastain and earning a 2018 Academy Award nomination for Best Adapted Screenplay. She hosts Torched, an investigative podcast on the costs of elite competition, and her corporate audiences include BlackRock, Blackstone, Adobe, Cisco, Dell, SiriusXM, Uber, Comcast, and US Bank. In those rooms she examines how high performers misjudge risk under pressure, and what serious recovery looks like once they have.

Key speaking topics

  • Decision-making under pressure
  • Risk and judgement in high-stakes environments
  • Resilience and reinvention after professional setback
  • Ethics and integrity in competitive markets
  • Customer experience and exclusivity
  • Behavioural dynamics of high performers
  • Entrepreneurship from a standing start

Ideal for

  • Boards and senior executives facing decisions where the costs of judgement errors are large and public
  • Financial services, investment, and trading audiences working under live time pressure
  • Sales and customer experience leaders building premium or exclusive propositions
  • Conferences on resilience and second-act leadership

Audience outcomes

  • A first-hand view of how ego and short-term incentives erode judgement among senior players
  • A specific account of how to read the early signals of risk before public consequences arrive
  • An honest reckoning of what professional and legal failure costs, and what real recovery demands
  • A working sense of how exclusivity and discretion build premium customer bases that competitors cannot easily copy

Talks

Molly's Game: The True Story of the Woman Behind the Most Exclusive, High-Stakes Underground Poker Game in the World

A first-hand account of building and ultimately losing the most exclusive private poker operation in the United States.

Key takeaways:

  • How the operation was designed to attract and retain the wealthiest and most powerful private players
  • What sales and relationship management actually look like in markets the public never sees
  • What happened when the FBI dismantled the business

Molly's Playbook for Success: Champion Mindset

A framework for performance and resilience drawn from elite skiing, building a high-stakes business from nothing, and rebuilding after federal prosecution.

Key takeaways:

  • The principles that recur across competitive sport and rebuilding after a serious setback
  • How to read pressure environments before they distort decisions
  • Specific habits that translate from elite athletic preparation into business judgement

Bet on Yourself and You'll Always Win: Overcoming Setbacks

A talk on rebuilding professional life after major public and financial collapse.

Key takeaways:

  • What the early days of recovery actually look like, told without softening
  • Why most people misjudge what self-belief requires after a serious setback
  • The specific decisions that turned a federal indictment into a published memoir and an Aaron Sorkin film

Make Every Customer Feel Like a High Roller

How exclusivity and discretion built customer loyalty among Hollywood actors and hedge fund principals at her tables.

Key takeaways:

  • What high-net-worth customers actually pay for, beyond the product itself
  • How exclusivity is engineered, with operational examples from her business
  • Why customer experience can be a competitive moat in premium markets

Languages
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Videos

Testimonials

Molly is awesome! Period. I have heard many private speakers and she set the bar very high for future events. Our event exceeded expectations on every level. The only negative: no one wanted to leave. Every single attendee, without exception, called or emailed me the next day with sincere and genuine praise for Molly. Her insights from how to deal with adversity to optimizing risk management blew everyone away.
Ron Santella
CEO, Teramo Advisors
Molly's story of success, despair, and re-invention is equal parts insightful and captivating. Her journey is incredible on its own, but watching Molly deliver it with such power and authenticity transformed a large, chatty audience into a room of utter silence. Molly Bloom shattered our expectations and we highly recommend her as a speaking resource.
Blackstone Entrepreneurial Network
I like to give the audience what Lily Tomlin calls the 'goosebump experience,' and that experience Molly is what I felt the first time I met you. I was so completely knocked out by your quiet sense of integrity, by your brilliance, by your sly sense of humor and by the fact that I knew that you would be able to give the audience the 'goosebump experience.' There is no better delivery system ever invented for an idea than a story.
Aaron Sorkin
Director
Molly is a natural. Her charisma and genuine self are an amazing combination. I have listened to a LOT of speakers and hands down, your talk, energy, enthusiasm and the message was the best I have ever seen.
Pharmaceutical Company
As an event producer I have to say Molly was a dream to work with, professional, client friendly and lovely. Her presentation to our audience of over 3000 people was first class, it was engaging, moving, funny and inspirational. I look forward to working with her again.
Bruce Carter
Executive Producer, Upstage Engages
Molly is absolutely unreal. I was obsessed with her before but am even more obsessed with her now – and so are every single one of our attendees. She is so kind, hilarious and engaging. I got to spend some one on one time with her and it was amazing. I cannot say enough good things about her. She will be the top keynote – mark my word! And, I was a bit nervous about our 85% male audience that all have really high expectations and let me tell you they LOVED her.
Event Marketing Manager, IQmetrix

Books

MOLLY’S GAME: The Riveting Book that Inspired the Aaron Sorkin Film
A SUNDAY TIMES BESTSELLER NOW A MAJOR MOTION PICTURE WRITTEN AND DIRECTED BY AARON SORKIN, AND STARRING JESSICA CHASTAIN, IDRI…
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Fees

EUR GBP USD
Home Country €12000 to €40000 £10,001 - £35,000 $15000 - $50000
Asia Pacific €40000 to €90000 £35,001 - £75,000 $50000 - $100000
Europe €12000 to €40000 £10,001 - £35,000 $15000 - $50000
Middle East & Africa €40000 to €90000 £35,001 - £75,000 $50000 - $100000
South America €12000 to €40000 £10,001 - £35,000 $15000 - $50000
United Kingdom €12000 to €40000 £10,001 - £35,000 $15000 - $50000
US East Coast €12000 to €40000 £10,001 - £35,000 $15000 - $50000
US West Coast €12000 to €40000 £10,001 - £35,000 $15000 - $50000
Virtual €12000 to €40000 £10,001 - £35,000 $15000 - $50000