Overview of Turning Burnout Into (Real) Financial Freedom with 7 Rentals in Just 3 Years
This episode of the Real Estate Rookie Podcast (BiggerPockets) features Casey, a former top Bay Area real estate agent who scaled to seven-figure household income, burned out, pivoted her life and investing strategy, and now runs a diversified rental portfolio (including short-term rentals) while prioritizing family life. The conversation covers her burnout and turning point, the practical pivot (move to Kentucky, selling her California home), creative income streams (notably dog-sitting via Rover), property acquisitions (Airbnb in Red River Gorge + multi-state rentals), and lessons on mindset, outsourcing, and calculating true investment costs.
Key takeaways
- High income can create more stress and responsibilities; money alone didn’t bring Casey happiness or balance. Burnout and personal loss triggered a major life reset.
- Mindset work (coaching, masterminds) helped Casey become a top agent; the same intentional thinking later pushed her to change direction.
- Geographic arbitrage — selling an expensive Bay Area home and moving to Lexington, KY — unlocked capital and a much improved quality of life.
- Creative short-term income (dog-sitting on Rover) can meaningfully outperform some rental income in high-demand markets.
- Outsourcing and building teams allowed Casey to keep a Bay Area real estate business remotely while living in Kentucky.
- Always account for rehab and furnishing costs for STRs — acquisition price is only one part of the equation.
- Do market research; Casey’s purchase in Red River Gorge worked out but was bought with minimal analysis — don’t assume all deals will.
Timeline & pivotal moments
- Built top-producing agent business in Silicon Valley; monthly commissions reportedly ranged from ~$50k up to ~$170k.
- COVID-era lifestyle (working from a tiny condo) highlighted 24/7 work hours and lack of life balance.
- Personal loss (miscarriage) accelerated the decision to change priorities and move.
- Jan 2024: decision to sell Bay Area home.
- Sep 2024: sold CA home (bought Sep 2022 → sold Sep 2024) and netted approximately $460,000 tax-free (met primary residence exclusion).
- Nov (prior year): moved to Lexington, KY; began dog-sitting and opening rentals in local/outdoor markets (Red River Gorge).
Income sources and portfolio (current snapshot)
- Primary income history: high-earning Bay Area real estate agent (still maintains CA listings and team).
- Dog-sitting (Rover): historically significant income — one CA month hit $6,000; one year about $53,000. In Kentucky, demand is lower (peak around $1,500/month).
- Rental portfolio (multi-state):
- 2 properties in Austin, TX (one long-term, one rented by the room)
- 2 properties in Raleigh, NC
- A 4-unit building in Palmer Heights, OH, plus an adjacent unit (total five units purchased)
- Primary home in Lexington, KY
- Airbnb in Red River Gorge (newly purchased 2-bed/2-bath condo on 1-acre)
- Red River Gorge purchase: purchase price ~$350,000, 20% down. Expected gross revenue estimated at $50k–$60k/year (Casey’s projection).
Dog-sitting (Rover) — how it works and why it paid
- Platform: Rover (similar to Airbnb but for pets).
- Operations:
- Meet-and-greet screening prior to accepting dogs.
- Owners bring food, beds, meds; sitter provides care and space.
- Rover performs ID/background checks and provides coverage; Casey reported no major incidents.
- Economics:
- In higher-cost markets (Bay Area) this can be a substantial side business (Casey’s CA year ≈ $53k).
- In lower-cost markets (Kentucky) revenue drops significantly (~$1.5k/month peak).
- Customer management:
- High rebooking rates; Casey declines clients she judges likely to be difficult.
- Many owners prefer having regular sitters, so repeat customers are common.
- Practical considerations:
- Liability/insurance: Rover provides coverage but verify policy specifics for your situation.
- Meet-and-greet is essential to screen pets and owners.
- Local pricing and demand determine feasibility.
Sale of Bay Area home & funds deployment
- Sold primary Bay Area home after two-year occupancy exemption; net proceeds ≈ $460,000 tax-free.
- Proceeds used to:
- Relocate and reduce cost of living
- Seed further investments (Airbnb, multi-family, remodels)
- Cover mortgages and living expenses while building passive income streams
Mindset, process & systems
- Mindset: Casey credits coaching and masterminds for scaling as an agent. Later, she prioritized time with family and meaningful work.
- Outsourcing: She maintains a Bay Area real estate business via a team that handles staging, showings, and operations — allowing remote ownership of a sales business.
- Decision-making: Casey is action-oriented and decisive; sometimes this led to purchases with limited upfront numerical analysis (Red River Gorge purchase was made largely on trust and observation).
- Definition of success: spending time with family, purposeful work, flexible location — rather than just net worth or passive leisure.
Lessons & practical recommendations
- Don’t wait for a crisis to reprioritize: small changes now beat a breaking point later.
- When evaluating investment properties, always include remediation, furnishing, and operating costs in ROI calculations.
- Consider creative income streams (e.g., Rover) as gap funding, seasonal boosts, or add-ons to a property’s revenue.
- Build systems/team if you want to scale or operate remotely.
- Use primary residence capital gains exclusion strategically when timing a sale (2-year occupancy rule).
- Validate market assumptions: guest/visitor demand, seasonal patterns, supply growth, and infrastructure.
- If considering pet-sitting: use meet-and-greets, decline risky clients, review platform insurance, and price by local market.
Potential risks & cautions highlighted in the conversation
- Buying off a neighbor’s endorsement without proper market research can be risky.
- Short-term revenue projections can look great on paper but require accurate accounting for turnaround, furnishing, and maintenance.
- Liability concerns for in-home businesses (pets) — verify coverage limits and exclusions even if platform provides insurance.
- Emotional burnout is real: scale and income are not substitutes for intentional life design.
Notable quotes
- “I was working 24-7… this is terrible. This is not the life I want to live.”
- “The more money you have, it doesn’t really bring you more happiness. You just have a lot of responsibility and a new set of problems.”
- “We net $460,000 from the sale. Two years and tax free.”
- “Don’t be afraid to change.”
Where to follow Casey
- Instagram: @KCZNguyen
Actionable next steps for listeners inspired by Casey
- If you’re considering relocation to lower COL: model your expected proceeds, housing costs, and investment deployment scenarios before selling.
- If exploring pet-sitting: create a pilot month on Rover with meet-and-greets, track revenue/expenses, and verify platform insurance coverage.
- For STR prospects: calculate acquisition + rehab + furnishing + operating costs; compare to conservative occupancy/revenue projections.
- If you’re burned out: list one change you can make this month to buy time with family (delegate a task, set strict work windows, or trial a new income stream to replace hours).
