From Losing It All to Building a $250M Portfolio: Kevin Bupp’s Blueprint for Freedom
Release Date: 09/05/2025
From Exhaustion to Empowerment: How Rebecca Green Built a Business She Can Retire From
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin and Rebecca discuss: Rebecca shares how she built her first real estate team while raising two babies under two—and what she learned about letting go of control. She reveals the turning point when she stopped chasing volume and started prioritizing profitability and peace of mind. Learn the mindset and systems that helped her step off the hamster wheel and finally build a business she could retire from. Rebecca opens up about walking away...
info_outline
Joy as Strategy: Amy Wilkinson on Soul-Led Success, Future-Self Guidance & the “Vacation Energy” Advantage
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin and Amy discuss: Why “feeling good” can be a legitimate business strategy—and how Amy built multi-location success by following what resonated rather than what was “supposed to” work. Masculine vs. feminine operating modes: getting out of the head (constant doing/figuring out) and back into the body, heart, and receiving. The future-self practice: “Have tea with the you who already made it” and act from that state today. ...
info_outline
The Joy Frequency: Tuning Into Abundance with Cathy Heller
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin and Cathy discuss: how shifting from striving to receiving opens the flow of abundance Cathy’s journey from record deals to spiritual mentorship — and why “God is my CFO.” share why joy, not hustle, is the magnet for prosperity and purpose practical ways to “tune” yourself daily to your soul’s radio station of love and possibility a heart-centered reminder that synchronicity, not strategy, is often the true source of success … and much more. ...
info_outline
From Corporate to Real Estate Success: Authentic Growth with Gaby Proctor
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin and Gaby discuss: Gaby’s transition from 15 years in corporate media to becoming a top-producing real estate agent in Austin. How she and her husband navigated working together in business and marriage — learning to balance strengths, delegate, and grow as a team. The role of honesty and authenticity in marketing — why showing up as yourself (accents, ballcaps, lake life, and all) attracts the right clients. The...
info_outline
Designing Wealth and Business in Alignment with Your Energy with Katrina van Oudheusden
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin and Katrina discuss: Katrina (“Chef Katrina”) shares her journey from Disney chef to digital marketing entrepreneur and coach. She reveals how women’s natural infradian rhythm impacts productivity, creativity, and sales — and how syncing business tasks with cycles can reduce burnout. Why traditional male-based productivity systems (like 5AM routines) don’t always work for women — and what to do instead. The “Create Her Money...
info_outline
Process is Freedom: How EOS Helps Entrepreneurs Build Better Businesses and Better Lives with Mike Paton
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin and Mike discuss how: EOS (Entrepreneurial Operating System) provides simple, practical tools to help entrepreneurs run better businesses and live better lives. “Process is Freedom”: Having systems in place doesn’t limit you—it frees you to focus on what only you can do. Growth always brings new ceilings; what got you here won’t get you there. Reinventing yourself and your business is key. Investing in systems and support...
info_outline
Betting on Yourself: How Shae Spitz Built a 70-Transaction Real Estate Business While Raising 3 Kids
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin and Shae discuss: How Shae and her husband went from $25K salaries to investing $25K on credit cards to launch their real estate journey Shae’s leap into real estate in 2018 and how she closed 14 transactions in just her first 6 months The simple, systemized follow-up strategies she still uses today to keep past clients engaged Why leveraging a VA and delegating tasks freed her to focus on income-producing activities Her “R.E.A.L. Moms” podcast — a platform for honest...
info_outline
From Special Forces to Glamping Resorts: Building a $35M Lifestyle of Freedom with Zander Kempf
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin and Zander discuss: How Zander went from military service in Iraq to building a $35 million real estate portfolio Why he pivoted from multifamily housing to the untapped niche of RV and glamping resorts The creative financing strategies he uses to secure unique deals How his team markets glamping resorts for maximum occupancy using travel sites, SEO, and influencer partnerships How passive investors can earn monthly distributions (not just quarterly) while also...
info_outline
The Proven Method to Grow Your Real Estate/Mortgage Business with Ease
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin shares how: Freedom isn’t a destination — it’s a decision powered by daily energy and enthusiasm; your joy is the compass for business decisions. “Do less to do more” becomes real when you build systems and scale instead of muscling through feast-or-famine cycles. If your 20-year-old self couldn’t imagine your current capacity, you’re still standing on the leading edge of expansion — act like your next-level self now. Replacing “shoulds” and...
info_outline
Reigniting Your Spark: Turning Energy Into Consistency and Growth with Erin Bradley
Pursuing Freedom: Helping Realtors & Mortgage Lenders Build Profitable, Scalable Businesses and Lives They Love — No Hustle, No Burnout
Listen in as Erin shares: Why September can be the true “New Year” for your business — and how to harness the harvest season for momentum. How your energy is your magnet: protect it, invest in it, and watch the right clients flow toward you. How the Pursuing Freedom Collective is evolving with more expert-led calls, creating a buffet of value and support. The critical shift from operator to leader: doing less, delegating more, and building systems that scale. How investing in...
info_outline 
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.
About
Kevin Bupp is a seasoned commercial real estate investor, top podcast host, and author of The Cashflow Investor, with over $1B in real estate transactions under his belt. On his podcast, "Real Estate Investing for Cash Flow," he shares his 20+ years of experience, guiding millions of listeners on how to find and invest profitably in commercial real estate.
Based on his decades of personal experience, supported by well documented housing and demographic trends, Kevin has identified Mobile Home Parks and Parking Lots as the top commercial real estate investments in the current market.
Increasingly known for his highly-regarded private equity firm, Sunrise Capital Investors, Kevin leads the firm’s vision of providing financial and time freedom to passive investors via access to real estate funds managed by Sunrise. These funds put Kevin’s commitment to mobile home park and parking facilities into practice through their focus on acquiring and managing these asset types.
Beyond real estate investing, Kevin gives back to the community with the "72 Hours to Key West 280 Mile Bike Ride," a charity event that has provided meals to tens of thousands of families in need during the holidays.
How to Connect With Kevin
- Website: https://kevinbupp.com/
- YouTube: https://www.youtube.com/c/KevinBupp
- LinkedIn: https://www.linkedin.com/in/kevinbupp/
- Facebook: https://www.facebook.com/RealKevinBupp
- Instagram: https://www.instagram.com/buppkevin/