From Welfare to Wealth: Reclaiming Power and Purpose in Business with Alexa DePaolo
Release Date: 05/16/2025
Authenticity Wins: How Andrea Gordon Built a Thriving Business by Being Fearlessly Herself
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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From Losing It All to Building a $250M Portfolio: Kevin Bupp’s Blueprint for Freedom
Pursuing Freedom
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. ...
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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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"Why Not Now? Taking Leaps of Faith and Building Freedom Without Burnout" with Erin Bradley
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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No, YOU Tone It Down: Cassy Williamson on Trading Burnout for Boldness
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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Borrowing Belief, Building Dreams: How Brittney Kosev Scaled Her Business (and Mindset) Against the Odds
Pursuing Freedom
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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From Emu Farm to NYC Powerhouse: How Mallory Bogard Scaled a $200M Real Estate Team
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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From Duplexes to 92 Doors: Scaling Real Estate with Systems and Grit with Joao Macavilca
Pursuing Freedom
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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How to Create Financial Freedom Sooner Than You Think with Chris Miles
Pursuing Freedom
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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Design a Business That Starts with Joy: Lindsay Dreyer’s Journey to Alignment and Freedom
Pursuing Freedom
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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Listen in as Erin and Alexa discuss:
- Alexa’s journey from surviving on welfare as a single mom to leading a $90M+ mortgage business
- Why mindset, not circumstance, is the true key to success
- How she built confidence by surviving setbacks and showing up anyway
- The “out of practice” problem — and how to reconnect with service-driven growth
- Practical ways lenders and agents can provide value now in a tough market
- …and much more1
About
Alexa is a dynamic speaker, educator, and strategist specializing in mindset mastery and personal wealth creation. With a passion for empowering entrepreneurs, sales professionals, and young leaders, she blends motivational storytelling with actionable strategies to drive authentic growth. As a top-producing expert in sales, relationship building, and business development, Alexa delivers transformative insights that inspire real change. Whether speaking on stage, coaching, or leading workshops, she’s dedicated to helping others unlock their full potential and create lasting success.