From Corporate to Cash Flow

In this episode of From Corporate to Cashflow, we sit down with Regan Sonnabend, a former corporate employee who walked away from her W2 to build a full-time real estate business focused on mid-term rentals.
Regan’s journey started when she used a corporate bonus to purchase a vacation home for her family. When it came time to sell, she was facing a significant tax bill, which led her to explore 1031 exchanges and expand into additional rental properties. That decision ultimately introduced her to mid-term rentals (also known as corporate or workforce housing), where she found her niche and built a scalable, relationship-driven business.
Mid-term rentals typically serve households in transition, with stays longer than 30 days and an average length of 3–4 months. In fact, 75% of tenants extend their contracts. These properties often cater to families navigating insurance claims, homeowners undergoing renovations, traveling healthcare professionals, relocating executives, consultants, digital nomads, and even construction crews. While many mid-term rentals are furnished, the property specifications often determine the ideal tenant profile.
Unlike traditional long-term rentals, mid-term rentals are a high-touch, relationship-based business. Regan markets her properties on platforms like Airbnb, Zillow, and Furnished Finder, while also cultivating referral relationships with insurance companies, agencies, and government contracts. She emphasizes that if you struggle with long-term rental management, mid-term rentals may not be the easier alternative, they require strong systems and consistent communication.
After transitioning to part-time corporate work, Regan made the leap two years ago to run her real estate portfolio full time. Today, she’s considered a leader in the mid-term rental space.
If you own property and are interested in listing with Regan, visit turnkeycorporatehousing.com.
Connect with Regan:
https://www.youtube.com/@regansonnabend
https://www.instagram.com/regansonnabend/
https://www.linkedin.com/in/regansonnabend/
 
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In this episode of From Corporate to Cashflow, we sit down with Eric — a former university biochemical engineer working with nanoparticles to improve chemotherapy targeting — who made the leap from academia to real estate investing and private money lending. Eric and his wife originally purchased a condo to live in, but after starting a family, they pivoted, renting the condo on Airbnb and upgrading their primary residence. That first move opened their eyes to the opportunity in real estate. They continued acquiring properties, building momentum, and eventually transitioned their focus toward private money lending. When his wife (who is originally from Brazil) wanted to be closer to family, they made a bold move by relocating to Brazil while continuing to grow their real estate strategy remotely and leaning heavily into private money lending. Eric ultimately stepped away from his university job with a 6-month savings cushion and a clear investment strategy. We also break down a real private lending deal that Andrea and Liz personally did with Eric in North Carolina  Deal Breakdown: • 1st position lien funded from Andrea & Liz’s retirement accounts: $125,000 • Rehab budget: $85,000 (only $34,000 was ultimately requested) • Total into deal: $210,000 • Sold for: $335,000 (Side note: the math in the recording was slightly off — these are the corrected numbers.) We also discuss why North Carolina is an attractive state for lenders due to its relatively fast foreclosure process, and how Eric believes he actually underwrites deals more conservatively now as a lender than he did when he was actively fix & flipping mainly because he can remove emotion from the equation. Eric estimates he funds 1 out of every 30 deals that cross his desk which serves as a powerful reminder that discipline and selectivity matter more than volume. If you’re a high-income W2 professional wondering how to build cashflow without quitting your job tomorrow, this episode is for you. 
 Eric’s advice: “Hitch your wagon to A-players.” Learn from operators already doing what you want to do, whether that’s private lending or another real estate strategy.
 Want a full breakdown of this specific North Carolina deal?
Watch here: https://youtu.be/bY4aCDunuN4?si=ggFC9hXHQgIWqh18 
 Book recommendation: The Gap and The Gain by Dan Sullivan & Dr. Benjamin Hardy https://amzn.to/3OH6xBF 
 
Connect with Eric: Facebook: @eric.fuller.754 Instagram: @eric.fuller99 Youtube: @ericfuller9602 
 
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In this episode of From Corporate to Cashflow, we sit down with Chris Geddes to talk about his journey from working at Google to becoming a full-time entrepreneur and real estate investor.
Chris started out the way many high-income W-2 professionals do—buying about one rental property per year. But he quickly realized that pace wasn’t going to create the freedom he was looking for. That search for faster growth led him into the world of creative finance, where he and a partner began wholesaling and acquiring real estate in 2023.
After quietly preparing for nearly five years, Chris made the leap in 2024 and left his corporate job—driven by burnout, but supported by a clear plan and multiple income streams already in motion.
Today, he owns a commercial flooring business, a car wash, and continues to grow his real estate portfolio, all while using his tech background to improve the operations and scalability of the businesses he acquires.
In this conversation, Chris shares:• How he knew it was time to leave his W-2• Lessons learned from partnerships and building with the right people• Why thinking bigger can accelerate your results• The surprising similarities between buying a single-family home and a 10-unit property• Why he wishes he had discovered private money lending much earlier in his journey
If you’re a high-income professional thinking about real estate, entrepreneurship, or eventually stepping away from corporate life, this episode is packed with practical insight and honest perspective.
Connect with Chris:
IG: https://www.instagram.com/christopher_geddes/
Follow me on Instagram: https://www.instagram.com/theandreacannon
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon

In this episode of From Corporate to Cashflow, we sit down with Aaron Kirkham to talk about his journey from working several regular jobs to finding his niche in real estate through short-term rentals. Aaron shares how he first got started by renting out a portion of his own home on Airbnb, an experiment that quickly opened his eyes to the scalability of the short-term rental model and the possibility of replacing his W-2 income. What began as a simple side hustle evolved into a clear path toward financial freedom. We also dive into one of Aaron’s biggest mindset lessons: tenacity. He explains why success often comes down to your ability to ride the roller coaster longer than anybody else - with the roller coaster representing your chosen area of expertise - and how staying committed through the ups and downs can ultimately change your life. If you’re a high-income W-2 professional curious about real estate, side income, or building a business that creates freedom, this conversation is packed with insight and encouragement to help you take the first step. 
 
Connect with Aaron: IG: @aaronbnb.kirkham, @stayconmigo 
 
Follow me on Instagram: https://www.instagram.com/theandreacannon 
 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon

In this episode of From Corporate to Cashflow, we sit down with Matt Burnett, a former IT professional who walked away from the W2 world to build a real estate portfolio with a much bigger mission: providing affordable housing for 50,000 people in Birmingham, Alabama.
In just one year, Matt went from zero properties to 32, proving that impact and scale don’t have to be mutually exclusive. He works closely with Section 8 and HUD housing authorities to create high-quality, well-maintained homes for individuals and families who might not otherwise have access to them.
As his portfolio has grown rapidly, Matt shares how he’s shifting from hustle to systems, scalability, and mission-driven partnerships—so the business can grow without sacrificing purpose.
If you’re a high-income W2 professional curious about using real estate to build cash flow and make a real difference, this episode is a must-watch.
 
Connect with Matt:
IG: @mattbuysbham
 
Follow me on Instagram: https://www.instagram.com/theandreacannon
 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon

In this episode of From Corporate to Cashflow, we sit down with Conrado Mendez to break down how lease options can be used to invest in real estate without managing properties, while still creating real impact. As an immigrant investor, Conrado discovered that the lease option strategy allowed him to buy his first house. Then he went on to help people get into homes who wouldn’t qualify through traditional financing, all while building wealth at the same time through the lease option strategy. It’s a powerful example of how real estate can be both profitable and purpose-driven. Most of Conrado’s portfolio is based in Charleston, South Carolina, where he’s used creative financing to scale without relying on banks. He’s recently relocated to Miami, and we talk about how his strategy is evolving as he expands into new markets. If you’re interested in: - Creative real estate investing - Lease options explained simply - Helping buyers while still making money - Investing without being a landlord this episode is for you.
Connect with Conrado: IG: conradomendez_
FB: Conrado Mendez
LinkedIn: Conrado Mendez
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon

In this episode of From Corporate to Cashflow, hosts Andrea Cannon and Liz Schwab sit down with Soddee Knight to talk about he went from friends with Liz in 4th grade to law school to full time in real estate. Soddee took the leap from prosecutor to full time entrepreneur several years ago. In this episode he talks about how he went from saving up for a faucet for his properties to making the transition. 
Connect with Soddee: https://www.facebook.com/soddee/ www.knightlandcompany.com/borrow www.knightlandcompany.com/join-the-team/ 
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon 

In this episode of From Corporate to Cashflow, hosts Andrea Cannon and Liz Schwab sit down with Whitney Parkhill to talk about investing in RV parks with a mission: rescuing 100,000 dogs through purpose-driven real estate. Whitney’s journey didn’t start in real estate. She began her career in fashion, then made the leap into investing by fix-and-flipping a property in the Bay Area. After experimenting with private money lending and other real estate strategies, Whitney realized she wanted more than financial returns, she wanted her investments to directly support her passion for saving dogs. 
That clarity led her to partner with Melissa Ryan (a previous podcast guest: https://youtu.be/W3ajizzJ5TQ?si=crlvZzEU5dyR9EUV) to create a unique investment model: dog-friendly RV parks that also operate as rescue hubs. Together, they’re proving that real estate can be both profitable and impactful. After successfully exiting the corporate world, Whitney is now focused on helping others uncover their own purpose beyond a W2.
Alongside another former podcast guest, Kaila Appleman (https://youtu.be/77P0tKufQ1w?si=xv4EX9nhSJmkYeSy), she’s guiding people who want to build businesses and investments aligned with what matters most to them. 
In this episode, we cover: - How Whitney transitioned from fashion to real estate - Why RV parks became the perfect vehicle for impact investing - How to align your investments with your personal mission - What it really takes to leave corporate and build purpose-driven cashflow 
 Tune in for an inspiring conversation about building wealth without compromising your values. 
Connect with Whitney: https://www.instagram.com/thewhitneyparkhill 
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon 

In Episode 35 of From Corporate to Cashflow, hosts Andrea Cannon and Liz Schwab sit down with Caleb Christopher, a real estate investor who didn’t just adapt to the gaps in the industry, he built solutions to fix them. After repeatedly running into broken systems while structuring creative finance deals, Caleb realized the services investors needed simply didn’t exist at the level they should. So he started his own transaction consulting company, specializing in creative finance and partnering with investors to engineer complex deals the right way. After working on hundreds of transactions and becoming one of the most trusted resources in creative finance, Caleb took it a step further by launching his own Colorado-based title company designed to actually support investor-friendly and non-traditional deals. In this episode, we cover: Why traditional title and closing services often fail creative finance investors How transaction consulting fits into complex deal structures What it takes to build trust in an industry where mistakes are costly Why owning the infrastructure around real estate can be a powerful wealth move If you’re investing with seller financing, subject-to, or other creative strategies, this episode is a must-listen. 
 Tune in to hear how Caleb turned frustration into opportunity—and built businesses that now serve investors nationwide.
Connect with Caleb: https://instagram.com/fcalebchristopher https://youtube.com/calebchristopherhimself https:linkedin.com/in/calebchristopher 
Follow me on Instagram: https://www.instagram.com/theandreacannon
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon 

In this episode of From Corporate to Cashflow, hosts Andrea Cannon and Liz Schwab sit down with Alex Murillo to unpack how he started investing in real estate as a college sophomore, without mentors, family connections, or prior experience.
With no one in his circle investing in real estate, Alex decided to figure it out on his own. He and his wife qualified for their first property using her nursing income and jumped in through house hacking, filling their home with friends and family to offset the mortgage and build momentum fast.Since then, Alex has focused exclusively on Southern Utah, building experience across house hacking, fix-and-flips, co-living, and creative financing. Now, he’s setting his sights on larger asset classes, actively pursuing a mobile home park or RV park as his next move.Alex’s journey proves that you don’t need to wait, be “ready,” or have the perfect setup to start investing in real estate. If you’re early in your career (or just wondering how to take your first step) this episode is packed with inspiration and practical insight you won’t want to miss.Connect with Alex:https://www.facebook.com/share/1A6QJ5Dqg1/?mibextid=wwXIfrIG @kingmurillo.reiFollow me on Instagram: https://www.instagram.com/theandreacannonSubscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon