From Corporate to Cash Flow

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.instagram.com/brightdoorhomes 
https://www.tiktok.com/@brightdoorhomes 
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon 

Andrea Cannon
 
Mon, Apr 27, 3:06 PM (1 day ago)
 
 
to me
 
 
 
He was three months away from hitting 10 years of nonprofit service (close enough to qualify for public student loan forgiveness) when he got let go from his physical therapy job. He had one fix & flip deal in mid-progress, a partner he'd just met, and a $31,000 check waiting on the other side. That check changed everything. In this episode of From Corporate to Cash Flow, Andrea Cannon and Liz Schwab talk with Trevor Hicks — physical therapist, fix & flip investor, hard money lender, wedding photographer, and adventure retreat founder — about his fast-moving first year in real estate and what he's building next. What you'll learn in this episode:  How Trevor's first deal came together through Facebook Messenger rapport-building — and the $31K profit that lit the match  How he moved from transactional funding → fix & flip → hard money lending — and why he realized lenders make money even when flippers don't  How he pulled $100K out of the stock market and rolled old employer IRAs into a self-directed IRA to fund his lending business  His buy box for fix & flips in Central Florida and why he now limits lending geography to states he can drive to  The Savannah deal that went sideways — from lender to accidental owner, breaking even after 10 months  His 2026 goals: buy a business, 6+ flips, 10 hard money loans, and launch adventure retreats  The dream he and his wife are finally chasing: an outdoor wedding venue with on-site cabins, epic views, and no drunk driving  Bucket list: Havasu Falls hike, World Cup 2026 in Seattle (their 12-year anniversary trip), adventure retreats in Zion
 
Connect with Trevor: https://www.instagram.com/trevor_ryan7 
Fix & flip inquiries / capital: trevorAndrobert.com
Adventure retreats: epicadventureretreat.com/zion 
 
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon 

She's an engineer-turned-real-estate-investor who ran a music school and swimming school for 20 years and now she's buying subto properties and wrapping them in Florida at a pace of one deal per week. In this episode of From Corporate to Cash Flow, Andrea Cannon and Liz Schwab sit down with Gina Weibel, co-founder of Easy Dwell, to break down one of the most creative and legally bulletproof seller-finance structures in real estate today. What you'll learn in this episode:  How Easy Dwell acquires sub-to properties in Florida — and why they specifically target 3BR/2BA homes with PITI under $2,300  The Florida-specific LLC structure that replaces the traditional wraparound mortgage and eliminates the need to foreclose if a buyer defaults  The numbers: $250K–$350K home values, $20K–$25K average down payments, $700–$800/month cashflow per property  How their investment club model works: pool $500K, buy 8–10 homes, deliver 80% of cashflow + 20% of down payments back to investors (16% cash-on-cash in 2025)  The warning every real estate investor needs to hear: why incompetent operators are just as dangerous as malicious ones — and how to vet anyone you're considering investing with  Gina's unconventional productivity philosophy for ADHD-wired entrepreneurs: ditch time blocking and use an "intentions list" instead 
Connect with Gina: https://www.instagram.com/easydwellhomes https://www.instagram.com/gweibel
Facebook: Gina Moyes Weibel 
Email: acquisitions@easydwell.com , thisisginayes@gmail.com 
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon

A college counselor and professor who moonlights as a semi-truck parking investor, land developer, and airport community dealmaker, Becky Plaza Peace is the definition of a compassionate capitalist. In this episode of From Corporate to Cash Flow, hosts Andrea Cannon and Liz Schwab sit down with Becky to unpack one of the most underrated, under-the-radar real estate niches you've probably never heard of: semi-truck parking facilities. Becky didn't start with a roadmap. She got into real estate when her husband was already investing, dove deep during COVID, discovered Bigger Pockets, found Pace Morby and Jamil Damji's community, and eventually had Pace point her out in front of 3,000 people at Squad Up Summit 2025 as the "self-storage go-to." That moment sent her down a rabbit hole that led her to semi-truck parking, and she hasn't looked back. In this episode, we discuss: - Semi-truck parking is a niche of self-storage with a low barrier to entry, you need flat land, gravel, fencing, lights, cameras, and bathroom facilities. - The ideal buy box: 10+ acres within 1 mile of a major highway or freeway. - California is a top semi-truck parking opportunity zone, a logistics hub with almost zero dedicated truck parking. - The 403(b) retirement account traps many educators, a self-directed IRA or solo 401(k) gives you far more investment flexibility. - "Compassionate capitalism" means building wealth in a way that also lifts others: Becky's mission is to help fellow educators get started in real estate. - The ADHD hack that Becky uses to balance a W2 and investing 
Connect with Becky: https://www.instagram.com/BeckyPlazaPeace https://www.youtube.com/ ⁨@beckyplazapeace⁩  
Email: BeckyPlazaPeace@outlook.com 
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon 

What happens when a military veteran realizes his job is limiting his ability to actually show up when it matters most? In this episode of From Corporate to Cashflow, we sit down with real estate investor and veteran Mike Davis to talk about his unconventional path into investing, and how a few pivotal life moments completely shifted his priorities. Mike calls himself an “accidental investor,” getting started while moving from house to house during his time in the military. But everything changed when he went to sell a property with a 2.75% interest rate and discovered the power of creative financing just a little late. From being deployed to support efforts in Ukraine to getting called to assist after Hurricane Helene in North Carolina, Mike found himself in a position many high-income professionals face: he wanted to help, but didn’t have the financial freedom or time flexibility to step away from his job. That realization became the turning point. Now, Mike and his wife Rachel (she was a previous guest: https://youtu.be/Exwi49dgu1c?si=5R431jRHQA3d0Nbz) are on a mission to solve housing affordability in the Charlotte, North Carolina market through co-living, and they’re aiming to acquire four properties by the end of the year. On top of that, Mike has launched a marketing agency rooted in his background in psychological operations, bringing a unique, results-driven approach that sets him apart from traditional marketers. We also dive into: How to use creative financing to unlock deals in today’s market Why co-living could be one of the most overlooked real estate strategies How to find the right business partners using tools like CliftonStrengths And practical networking strategies that actually lead to deals If you’re a W2 professional looking to build income, create flexibility, and design a life on your terms, this episode is packed with real, actionable insights. 
 
Connect with Mike: https://www.instagram.com/michael_davis1 https://www.linkedin.com/in/michael-jo-davis https://www.facebook.com/share/1DTzdViZr8/?mibextid=wwXIfr 
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon

After 23 years on the force, Aaron Hoisington didn't ride off into retirement — he pivoted straight into real estate investing. In this episode of the From Corporate to Cash Flow Podcast, host Andrea Cannon sits down with Aaron to talk fix and flips, private money lending, creative financing, and his ambitious mission to solve New Mexico's affordable housing crisis through co-living. What makes Aaron's story remarkable isn't just the career change, it's how the skills he built in law enforcement (reading people, deescalation, building trust, thinking fast under pressure) are turning into a genuine competitive edge at the negotiating table and in the community. **What you'll learn in this episode:** - **[00:00]** Intro — Meet Aaron Hoisington: 23-year law enforcement veteran, real estate investor, New Mexico - **[00:36]** Aaron's backstory: nearly opened a brewery, a boxing gym, and bought a bowling alley before landing on real estate - **[01:40]** Entering real estate: house hacking with a triplex and the mindset shift that followed - **[04:32]** First fix and flip: a mobile home in Edgewood, NM — done largely with his own hands alongside his father-in-law - **[08:57]** Current status on the flip: listing strategy, creative financing options (DSCR, real estate contracts), and lessons learned - **[10:05]** The big vision: co-living and affordable housing in New Mexico — working with city councilors, nonprofits, and planning to pitch Jamil Damji - **[12:42]** Biggest lesson: the power of partnerships — why bringing in experienced partners beats going alone every time - **[14:47]** Habits for staying focused: how a calendar and time-blocking replaced the structure of a W2 - **[21:28]** Inside Andrea's business: wholesaling, private money lending, pre-foreclosures, and what's working now - **[25:23]** How talking openly about your real estate journey attracts private money lenders — even old friends - **[31:55]** How to work with Aaron: fix and flip deals and private money lending opportunities in New Mexico **Key takeaways:** - Your existing skills — no matter what career you're in — are assets in real estate. Law enforcement skills like reading people and building trust translate directly to deal-making. - Partnerships accelerate everything. A smaller piece of more deals beats 100% of nothing. - You don't need to pitch investors — talk about what you're doing and the right people will find you. - A calendar is your most powerful productivity tool when you leave a W2 structure behind. - Affordable housing is a massive opportunity hiding inside a real social problem. Creative thinkers with community connections are uniquely positioned to solve it.
Connect with Aaron: - Instagram: https://instagram.com/aaron.hoisington - Facebook.com/aaron.hoisington.9
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon 

What if climbing the corporate ladder is actually keeping you stuck? This engineering scientist walked away from a stable W2 job to build a laundromat empire, and he’s just getting started. In this episode of From Corporate to Cashflow, we sit down with Benjamin Huang, a corporate engineer turned entrepreneur who realized he was building someone else’s dream inside a large medical device company and decided to change everything. After reading Rich Dad Poor Dad by Robert Kiyosaki, his entire mindset shifted. He began exploring side hustles like marketing and dropshipping before ultimately finding his niche in buying businesses, specifically laundromats. He shares how he acquired a struggling laundromat in Orem, Utah using creative financing, including taking over the existing equipment loan subject-to and raising capital to restructure the deal. By negotiating with the landlord and leveraging his marketing expertise, he was able to turn the business around and increase revenue. But he’s not stopping there, his goal is to scale to 10 laundromats this quarter and become “the laundry room for the nation.” We also dive into one of his most powerful mindset shifts:  Why cashflow is the key to freedom, but not necessarily the key to long-term wealth  And how to prioritize income first so you can buy back your time and build your empire intentionally If you’re a high-income W2 earner, entrepreneur, or aspiring investor looking to break free from corporate and create real financial independence, this episode is for you.  Topics we cover: Transitioning from corporate to entrepreneurship Buying laundromats with creative financing Using marketing to scale brick-and-mortar businesses The difference between cashflow vs wealth building How to replace your income without quitting your job overnight —  COMMENT BELOW: Would you rather build your own business or keep climbing the corporate ladder?  Don’t forget to LIKE, SUBSCRIBE, and turn on notifications for more episodes on real estate, business acquisitions, and building passive income while working a full-time job. #CorporateToCashflow #PassiveIncome #BusinessAcquisition #LaundromatBusiness #Entrepreneurship #FinancialFreedom #W2toWealth 
 
Connect with Benjamin: Instagram.com/BenjaminHuang14 
 
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 Courtney Johnson, a physical therapist who realized the “safe” career path wasn’t the only way to build wealth.
After checking all the boxes — school, good grades, and a stable healthcare career — Courtney began exploring alternative income streams. What started as travel physical therapy quickly evolved into building an online business focused on pelvic floor therapy, giving her more flexibility, freedom, and control over her time.
But she didn’t stop there.
From completing her first fix-and-flip to renting out her home while traveling for work, Courtney discovered the power of real estate investing. That journey led her into private money lending, multifamily real estate, and creating passive income outside of her W2 job.
In this episode, we talk about:
Transitioning from a W2 job to entrepreneurship
Building an online healthcare business
Travel physical therapy as a wealth-building strategy
Getting started in real estate investing (fix and flips + rentals)
Private money lending for beginners
Multifamily investing and scaling income
Creating passive income streams while working full-time
Courtney’s story is proof that you don’t have to choose between your health, your career, and your financial future, you can build all three.
Connect with Courtney:
Instagram.com/@cljohnsonnn
 
Follow me on Instagram: https://www.instagram.com/theandreacannon
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon

What if the biggest threat to your career isn’t AI itself, but not knowing how to use it?
In this episode of From Corporate to Cashflow, we sit down with Owen Mecham, the engineer behind enterprise web applications at Carvana, where much of his work has focused on AI and machine learning.
Owen shares why this moment is less about fear and more about opportunity. He compares AI to a massive wave. The people who learn how to ride it will accelerate ahead, while others risk getting left behind.
We break down how AI is already changing the way we work by eliminating repetitive, low-value tasks. The real advantage belongs to those who learn how to direct and leverage AI outputs. From underwriting deals to matching investment opportunities to your buy box while you sleep, Owen explains how AI can help you build wealth without adding more hours to your day.
If you feel unsure where to start, this episode makes AI practical. Owen shares simple, real-life use cases like automating your taxes and planning meals for your family, saving both time and money.
But this conversation goes far beyond AI.
After a major health scare and multiple brain surgeries, Owen was forced to reevaluate everything. That second chance at life pushed him to prioritize time freedom, leading him to invest in real estate alongside his W2 career and launch his brand, My Warrior Thoughts.
This episode will challenge how you think about AI, time, and what really matters.
If you want to get your own AI agent set up by Owen’s wife, Mary Mecham, make sure to jump on this here: https://mybusinessgenie.ai?ref=T3JLENDP
Connect with Owen:
https://www.facebook.com/owen.mecham
https://www.facebook.com/mywarriorthoughts
https://www.instagram.com/theowenmecham
https://www.instagram.com/mywarriorthoughts
 
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 Kat Aguilar Smith, a capital matchmaker who works closely with family offices representing ultra–high net worth families with $100M–$200M+ in assets. Kat grew up in an immigrant entrepreneurial family and started working at just 15 years old. Determined to build her own path, she initially set her sights on climbing the corporate ladder before ultimately transitioning into the entrepreneurial world. Today, Kat operates in rooms where deals average around $25 million, helping connect investors, operators, and opportunities. She shares how capital actually moves at the highest levels, what family offices look for when deploying money, and why relationships matter more than almost anything else in large-scale deals. Outside of the investing world, Kat is also a professional Latin dancer and conference host. She blends her passions for business and movement through events like her dance conference and the Find Your Rhythm investing conference (https://www.eventbrite.com/e/4th-annual-find-your-rhythm-investor-summit-tickets-1975726476075) helping entrepreneurs align their financial goals with a life they truly enjoy. If you’ve ever wondered how big money thinks, moves, and invests, this conversation offers a rare behind-the-scenes look. 
Connect with Kat:  ⁨@KatAguilarSmith⁩  https://www.instagram.com/kataguilarsmith 
Follow me on Instagram: https://www.instagram.com/theandreacannon 
Subscribe to my YouTube Channel: https://www.youtube.com/@TheAndreaCannon