Ep. 57: Lost $57K Lending, Then Built This: Real Estate Entrepreneur's Comeback with Tiffany Curtis

Ep. 57: Lost $57K Lending, Then Built This: Real Estate Entrepreneur's Comeback with Tiffany Curtis

What if the fastest path to financial freedom wasn't the one you thought? Join Andrea Cannon and Liz Schwab as they sit down with Tiffany Curtis, a former compliance officer turned multi-stream entrepreneur who left her W-2 to build real wealth through asset recovery, private money lending, and owner financing and she's doing it while traveling and hosting adventure retreats across the country.   In this episode of From Corporate to Cashflow, Tiffany shares her unfiltered journey from corporate life to full-time entrepreneurship. Learn how she transitioned from a housing compliance role to running an ATV tour business, scaled a rental property into a 7-year income stream, and most importantly, how she discovered a hidden wealth-building opportunity that helps everyday people recover unclaimed equity from foreclosure surplus funds.   **What You'll Learn:** • The Asset Recovery Opportunity (00:34–09:43): How mortgage foreclosure surplus funds sit unclaimed in county courthouses nationwide, and how Tiffany's team helps homeowners recover thousands in lost equity while building a scalable nationwide business • Private Money Lending Secrets (11:43–25:02): Tiffany's raw account of losing $57,000 on her first loan—and exactly what changed for her second deal. She breaks down her updated underwriting process, what to look for in borrowers, and why second-position lending can still be profitable when done right • Strategic Owner Financing (25:24–26:55): How creative real estate solutions, like her Michigan owner-finance deal helping a woman avoid foreclosure, align profit with purpose and create genuine passive income • Entrepreneurial Habits for Success (28:36–34:02): Tiffany's proven 5 a.m. routine, time-blocking system, and how she structures her day for maximum productivity while scaling multiple income streams • Building Community Through Adventure (42:05–46:43): Her unique approach to networking and relationship-building through curated outdoor experiences, combining wealth-building conversations with real adventure in Southern Utah and beyond • Books, Resources & Financial Coaching Philosophy (37:43–42:04): Her recommendations (Extreme Ownership, 10X is Easier than 2X, Story Branding) and why she believes in teaching people to fish rather than giving them answers   ## Key Takeaways ✓ Foundation First: Don't over-leverage yourself chasing financial freedom. A stable W-2 job can be your superpower while you build passive income streams not the enemy ✓ Fail Forward: Learning costs money sometimes. The $57,000 loss taught Tiffany more than success could have. Document what went wrong, systematize your process, and try again ✓ Diversify Income Streams: Asset recovery, lending, owner financing, digital products, and adventure networking, Tiffany is building 5+ revenue streams to weather market shifts ✓ Vet Everything: Bank statements, previous project histories, borrower track records, and compliance, these aren't optional, they're essential to protecting your capital ✓ Combine Profit with Purpose: The most fulfilling businesses help people while building wealth. Tiffany's owner-finance deal isn't just cash flow; it saved a family from losing their home   Follow Tiffany Curtis on Instagram https://www.instagram.com/the_tiffany_curtis [https://www.instagram.com/the_tiffany_curtis] Join an adventure retreat with Tiffany https://www.instagram.com/epicadventureretreats/ [https://www.instagram.com/epicadventureretreats/]   Follow me on Instagram: https://www.instagram.com/theandreacannon [https://www.instagram.com/theandreacannon] Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon [https://www.youtube.com/@TheAndreaCannon]

Ep. 56: From $0 Down Cars to AI Agents: Creative Finance Blueprint with Mike Davis the Subto Car Guy

In this episode of From Corporate to Cash Flow, Andrea Cannon and Liz Schwab sit down with Mike Davis, a former corporate finance professional turned real estate entrepreneur and AI innovator, to explore the intersection of creative finance, wealth building, and cutting-edge artificial intelligence. Mike's journey from "YouTube University" to launching SellFi.io, the world's first AI-driven creative finance platform for vehicles, reveals how strategic thinking, community collaboration, and AI leverage can compress years of learning into months of action. What You'll Learn:  **Mike's Corporate-to-Entrepreneur Transition (0:00–5:00)** — How a 2019 wake-up call led Mike to quit his Beverly Hills finance job and dive headfirst into real estate wholesaling during the pandemic, and why his first deal took longer than expected  **From Wholesaling to Co-Living Real Estate (5:00–15:00)** — Mike's evolution from wholesaling to buy-and-hold strategies, including his primary focus on co-living properties in Baltimore and Southern California, and how he identifies high-cash-flow deals  **The SubTo Vehicle Revolution (15:00–25:00)** — A deep dive into creative finance vehicles—the story of how Mike reverse-engineered car deals using Turo groups, discovered an underserved market, and turned a personal problem into a scalable business model that generates multiple income streams  **AI as Your Business Multiplier (25:00–35:00)** — How Mike leverages AI agents (custom-built with Claude Code) for real estate underwriting, deal analysis, legal research, & automation, plus his warning about the urgency of adopting AI now before the wealth gap accelerates  **Critical AI Adoption Advice (35:00–40:00)** — Why this is the "worst AI will ever be," the exponential curve we're on, & Mike's frank message: stop dabbling, start building AI agents into your business ecosystem TODAY  **Money Mindset & Financial Independence (25:00–30:00)** — Mike's philosophy on treating money as a tool (not a goal), building leverage, and deploying capital strategically to generate passive income streams  **Entrepreneurial Habits & Accountability (18:00–23:00)** — The non-negotiable routines Mike implemented after leaving corporate—morning rituals, time blocking, self-accountability, & why self-reflection is the overlooked secret to scaling businesses --- Key Takeaways: • Don't Go Alone — The fastest path to financial freedom involves community, collaboration, & reciprocity. Solo "YouTube University" learning costs you time & missed opportunities. • Money is a Tool, Not a Destination — Think of capital as soldiers going out to fight & bring back more money. Stop being emotionally attached to dollars & start leveraging them strategically. • AI Adoption is Non-Negotiable — The wealth gap between AI users & non-users is widening exponentially. Start with ChatGPT, graduate to AI agents, & automate your way to scale before your competition does. • Creative Finance Vehicles Unlock Accessibility — Through platforms like SellFi.io, you can buy vehicles (cars, trucks, boats, RVs) without bank approval, credit checks, or traditional lending—opening new doors for deal flow & cash flow. • Entrepreneurship = Intense Self-Accountability — Leaving corporate removes the safety net of external accountability. Success requires disciplined routines, early mornings, & the willingness to confront your worst habits in the mirror. --- Mentioned Resources:  SellFi.io — The world's first AI-driven creative finance platform for vehicles (no banks, no credit needed)  AIOS Blueprint — Get a fully autonomous AI agent to run your business (visit AISOBlueprint.com)     Connect with Mike Davis — Instagram & Facebook: @mikewillcloseit    Follow me on Instagram: https://www.instagram.com/theandreacannon [https://www.instagram.com/theandreacannon]    Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon [https://www.youtube.com/@TheAndreaCannon]

Ep. 55: How Cost Segregation Can Save You $249K in Taxes with Belinda Prattis, The Cost Seg Lady

Did you know you could slash your tax bill by hundreds of thousands of dollars, legally, using a strategy most real estate investors overlook? In this episode of From Corporate to Cash Flow, Andrea Cannon and Liz Schwab sit down with Belinda Prattis, aka "The Cost Seg Lady", to break down everything you need to know about cost segregation, the tax strategy that saved one hotel investor $249,000 in a single year. Belinda shares her remarkable journey from a Baltimore corporate job to launching a personal chef service (with Ray Lewis as her first paid client!) to living off-grid in the New Mexico desert — and ultimately becoming a specialist in one of real estate's most powerful tax tools. Whether you're a W-2 earner, a short-term rental owner, or a seasoned investor with a multi-unit portfolio, this episode will change the way you think about depreciation. ---  **In This Episode:** - What cost segregation actually is — and why every income-producing property qualifies - The short-term rental (STR) loophole for W-2 workers who can't claim Real Estate Professional status - Why mid-term rentals CAN be cost-segregated (despite what you may have heard) - Partial Asset Disposition (PAD) and how it can generate massive deductions on renovations - Which asset classes perform best: RV parks, marinas, mobile home parks, hotels, and hospitals - When NOT to do a cost seg study — and what to do instead - The minimum cost basis to qualify (~$150K–$160K) - How to avoid depreciation recapture with a 1031 exchange or proper entity structure - Belinda's advice for W-2 workers ready to take the leap to entrepreneurship ---  **Key Quotes:** - *"There's cash in your walls."* — Belinda Prattis - *"You have the key to the cage and it's locked from the inside."* — Belinda Prattis - *"Instead of eating one M&M a year for 39 years, you're now getting a bunch of M&Ms to eat at once."* ---     **Connect with Belinda Prattis:** Instagram: @thecostseglady https://instagram.com/thecostseglady [https://instagram.com/thecostseglady]  Facebook: www.facebook.com/costsegwithbelinda [http://www.facebook.com/costsegwithbelinda]  Sub2 Community members: Find her directly inside the Sub2 Kajabi platform (preferred partner) ---    Follow me on Instagram: https://www.instagram.com/theandreacannon [https://www.instagram.com/theandreacannon]  Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon [https://www.youtube.com/@TheAndreaCannon]

Ep. 54: 1 Year of Podcasting: What We Learned From 52 Episodes with Andrea Cannon & Liz Schwab

We made it! One full year and 53 published episodes of **From Corporate to Cash Flow** podcast — and we're sitting down (well, Andrea's literally on the floor of her new house) to celebrate, reflect, and share everything we've learned along the way. In this special anniversary episode, hosts Andrea Cannon and Liz Schwab pull back the curtain on the real behind-the-scenes of running a podcast while holding down demanding W-2 jobs, traveling constantly, building real estate portfolios, and doing private lending, all at the same time. No guests. Just the two of us getting real about what worked, what didn't, and where we're headed next.   --- **In This Episode:** - How the podcast got started over a conversation in Sedona a year ago - The real logistics: StreamYard, Podbean, a Google intake form, a shared calendar, and a VA - Why we hit publish on imperfect episodes (and why you should too) - The stat that will make you proud we're still here: 90% of podcasts never make it past 20 episodes - How doing this podcast has changed our real estate perspectives — and our investing strategies - Andrea's biggest mindset shift: why she was building **net worth** when she should have been building **cashflow** first - Liz on being an **introvert** who actually loves podcasting (and why it makes sense) - **Imposter syndrome** — Andrea's honest take on almost not starting as a podcast guest herself - The short-form content challenge: why clips over 20 seconds just don't get engagement - What we want to do differently in Year Two **Biggest Takeaways from Year One:** - *"It sounded so much more intense than it actually was — getting started and working through the thing IS the thing."* — Andrea - *"It's me talking to me from a year or two ago — not 15 years ago."* — the relatability principle - The cashflow-first vs. net worth-first framework (from Benjamin Wong's laundromat episode) - Every guest has said some version of: your network and community are everything - Defining success on YOUR terms — not Pace Morby's, not anyone else's ---   **We want your feedback!** If you've been listening — what do you want more of? Leave a comment below. We read every single one. --- **About From Corporate to Cash Flow** Hosted by Andrea Cannon and Liz Schwab — two pharmacists building time and financial freedom through real estate investing and private lending while working their day jobs. New episodes every week. **Subscribe** so you never miss an episode!    Follow me on Instagram: https://www.instagram.com/theandreacannon [https://www.instagram.com/theandreacannon]  Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon [https://www.youtube.com/@TheAndreaCannon]

Ep. 53: She Lost Everything at 40 — Then Built a Real Estate Business From Zero with Kristin Boekhoff

What do you do when you lose your company, your savings, your apartment, and your job — all on your 40th birthday? For Kristin Boekhoff, the answer was to start over, reinvent herself as a single mom by choice, and build a thriving real estate investing business from the ground up. In this episode of the From Corporate to Cash Flow Podcast, hosts Andrea Cannon and Liz Schwab sit down with one of the most extraordinary guests to grace the show. --- **WHAT YOU'LL LEARN IN THIS EPISODE:**  **[00:00 – 10:00]** Kristin's journey from PWC management consultant to NYU real estate master's graduate to VP managing $7 billion in real estate funds at Related Capital — by age 30.  **[10:00 – 14:00]** How a single Cornell lecture about global poverty led her to apply for a Fulbright Fellowship, quit her job, donate everything she owned to charity, and move to Bangladesh — a country she'd never visited.  **[14:00 – 19:00]** The hard truth about her eight-year project in Bangladesh: building an eco-resort, raising equity from the country's top businessmen, and ultimately losing everything when a key investor's wife died of brain cancer. What she learned about resilience, failure, and the real cost of education.  **[19:00 – 30:00]** Her path back to U.S. real estate, from commercial brokerage to a W-2 at a design-build firm, discovering the BRRRR strategy on BiggerPockets, and accidentally getting fired (and why she hugged the woman who let her go).  **[30:00 – 39:00]** The two habits that transformed her productivity as a full-time real estate investor: calendar time-blocking and building detailed SOPs from Day 1. Plus her buy box for fix-and-flip deals in Maryland and Central Florida. --- **KEY TAKEAWAYS:** - Don't wait until you have all the answers. Grit matters more than degrees. - Treat early losses as tuition, just don't bet your entire savings on your first deal. - If you have a W-2, don't get into flipping. Match your investment strategy to your time. - Save 10–20% of your income off the top before you do anything else. - Build SOPs from your very first deal — your future self (and your VAs) will thank you. --- Kristin is actively looking for:  Fix-and-flip deal flow in Baltimore County, Prince George County MD, and the Space Coast to Tampa corridor in Florida (ARV ~$650K, purchase at ~60% ARV)  Private money lenders for her flip properties ---  **From Corporate to Cash Flow** is hosted by Andrea Cannon and Liz Schwab — two pharmacists building time and financial freedom through real estate investing and lending while working their day jobs. Subscribe so you never miss an episode.  Leave us a review — it helps more people find the show! ---  Connect with Kristin:  Check out Kristin Boekhoff’s profile on LinkedIn https://www.linkedin.com/in/kristinboekhoff [https://www.linkedin.com/in/kristinboekhoff] https://www.instagram.com/brightdoorhomes [https://www.instagram.com/brightdoorhomes]  https://www.tiktok.com/@brightdoorhomes [https://www.tiktok.com/@brightdoorhomes]  Follow me on Instagram: https://www.instagram.com/theandreacannon [https://www.instagram.com/theandreacannon]  Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon [https://www.youtube.com/@TheAndreaCannon]