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AI, Investing & the Freedom to Choose: How Alice Chen Uses Smart Systems to Build a Life She Loves

Pursuing Freedom

Release Date: 08/29/2025

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Pursuing Freedom

                                  Listen in as Erin and Andrea discuss: Why authenticity is Andrea’s most powerful business strategy. The unique path from theater to real estate — and how it made her unstoppable. The mindset that helped Andrea thrive through market downturns. How “vacation energy” and passion projects attract ideal clients. Why giving back creates surprising opportunities in business. About As a Realtor®, Andrea serves the Oakland, Berkeley and surrounding East Bay communities as...

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                                      Listen in as Erin and Kevin discuss: How Kevin went from losing everything in 2008 to building a $250M real estate portfolio.  The “boring” asset classes that fueled his success (and why they work).  The mindset and daily exercise that helped him rebound from rock bottom.  Why discipline and long-term thinking outperform “quick wins” in real estate.  How Kevin helps everyday investors create true passive income.      ...

info_outline AI, Investing & the Freedom to Choose: How Alice Chen Uses Smart Systems to Build a Life She Loves show art AI, Investing & the Freedom to Choose: How Alice Chen Uses Smart Systems to Build a Life She Loves

Pursuing Freedom

                                          Listen in as Erin and Alice discuss: How Alice went from wine exporting to running a private equity fund and coaching entrepreneurs on AI. What most solopreneurs misunderstand about passive investing—and how it can transform your lifestyle. The real reason AI isn’t optional anymore (and what to do if you’re overwhelmed). How Alice uses ChatGPT and custom tools to replace entire teams and scale her business with fewer headaches. The mindset...

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Pursuing Freedom

                                        Listen in as Erin shares: The journey from near-burnout in 2013 to building a thriving, freedom-based business through strategic leaps of faith and systems. Why shrinking your business at capacity isn’t the answer — and how expansion without burnout is possible. The surprising power of asking, “Why not now?” and taking bold action toward your “someday” dreams. How The Collective community fosters quantum leaps for agents and lenders...

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Pursuing Freedom

                                          Listen in as Erin and Cassy discuss: Why “toning it down” can limit your potential — and how to embrace your authentic self in every space. How Cassy’s book Unapologetic empowers readers to break free from conformity and step into boldness. The importance of building your “tribe” to lift you up when self-doubt creeps in. Why intentionality with your time is essential for avoiding burnout and creating the life you want. How to spot (and...

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                        Listen in as Erin and Brittney discuss: How Brittney went from librarian to leading 125+ agents in a thriving Texas brokerage—starting with zero real estate experience. Why “borrowing belief” is a secret weapon in business growth (and how to use it). The real formula for success: Massive action + unwavering faith (and how to build both). Brittney’s mindset toolkit for leadership, momentum, and avoiding burnout. Tactical advice on time blocking, tracking lead gen, and building integrity with...

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Pursuing Freedom

                                          Listen in as Erin and Mallory discuss: How Mallory scaled from helping with a few apartment sales to running a $200M team — in just 7 years. How she spent two full years learning the basics and building a real business foundation before scaling. How her team thrives on clear SOPs, post-deal roadmaps, and constant refinement (even after success). How hiring the right assistant changed her life — but she had to go through several wrong fits...

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                                        Listen in as Erin and Joao discuss: How Joao went from buying one duplex a year to owning 92 properties in just three years — all through strategic networking, mentorship, and the BRRRR method. How joining masterminds and attending live events help overcome introversion and build partnerships that accelerated his success. Why multifamily buildings can actually be simpler to renovate and scale than single-family homes. How Joao uses syndications to...

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                                          Listen in as Erin and Chris discuss: How Chris “retired” at 28 by unlocking cash flow and ditching traditional financial advice. Why most financial advisors aren't financially free themselves — and how that should be a red flag. How to identify and unlock “lazy money” sitting in savings, home equity, or retirement accounts. Real-life examples of transforming clients’ financial futures — from zero cash flow to $100K+ annually. ...

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                                      Listen in as Erin and Lindsay discuss: How pursuing joy—not just profit—transformed her real estate career. Why moving from DC to New Hampshire was the smartest “scary” decision she ever made. The 5 pillars of Lindsay’s Happy Agent Method for building a business that aligns with your life. How to create a virtual brokerage culture that empowers agent autonomy and sustainability. Why embracing change in today’s real estate market is critical—and...

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                                         PF Pod 281 Promo

Listen in as Erin and Alice discuss:

  • How Alice went from wine exporting to running a private equity fund and coaching entrepreneurs on AI.
  • What most solopreneurs misunderstand about passive investing—and how it can transform your lifestyle.
  • The real reason AI isn’t optional anymore (and what to do if you’re overwhelmed).
  • How Alice uses ChatGPT and custom tools to replace entire teams and scale her business with fewer headaches.
  • The mindset shift that changed everything: “Your input creates your output—so make it count.”

                                                PF pod 281 quote

About

Alice is an experienced founder and investor with a M&A and securities law legal background.

As an entrepreneur, she has built, operated and exited multiple businesses in the past 15 years. She is a BIV Top 40 Under 40 alumnus and has been featured by the Globe and Mail, Wall Street Journal, LA Times, Success, Maxim and Forbes.

As a decade-long professional and personal investor, she has been a GP of a number of private equity and real estate funds in the past decade and has invested her own capital as a LP across different asset categories. She is currently a GP of a real estate private equity fund focused on land development in the U.S.

Over the years Alice has seen both successes and pitfalls in private equity fund investments and will share in this masterclass the fundamentals of fund structure and due diligence process as well as the investment thesis of land development.

How to Connect With Alice