Friday Weekly Q&A Call - 06/26/2026
Here's a summary of the key takeaways from this session:
Hold vs. Sell
  • Flips are taxed at ordinary income rates (up to 37%) and forfeit long-term appreciation β€” holding is almost always the better long-term play
  • The BRRRR method lets you pull capital out while keeping the asset
  • Sometimes selling a primary residence before converting it to a rental is smarter β€” the $250K/$500K Section 121 exclusion disappears once rental use kicks in
  • 1031 exchanges are a tool to defer gains and upgrade into a better-performing property
STR Depreciation Strategy
  • A cost segregation study in year one can fully expense 5-year property (furniture, fixtures, flooring, lighting, appliances) and 15-year property (land improvements) via bonus depreciation
  • The remaining structure (39-year commercial / 27.5-year residential) continues depreciating annually β€” you'll still have $10K–$20K+ in depreciation each year going forward
  • If you sell early, depreciation recapture tax applies at ~25%
  • The 100-hour material participation test for the STR loophole applies per property β€” adding a second STR means tracking 100+ hours for that property separately
W-2 Withholding
  • Divide federal tax withheld YTD by total gross wages YTD to find your effective withholding rate
  • Compare that to last year's return: line 24 (total tax) Γ· taxable income = your average tax rate
  • If those percentages are misaligned, submit a corrected W-4 to HR
  • Large commission or bonus checks must be coded by payroll as bonuses β€” if coded as regular wages, the system annualizes the amount and massively over-withholds
  • You can add a flat extra dollar amount per paycheck on the W-4 to fine-tune withholding
W-2 Employees & Vehicle/Mileage
  • W-2 employees cannot deduct unreimbursed mileage under current law β€” the employer must reimburse through an accountable plan
  • The 2026 IRS standard mileage rate is 72.5Β’/mile β€” 30,000 miles = ~$21,750 the employer should be reimbursing
  • If the employer won't set up a proper accountable plan, explore reclassification to 1099/independent contractor β€” especially if the worker sets their own schedule and is paid per job
  • In the meantime, see if the vehicle can be legitimately tied to another business entity you own
Flipping Partnerships
  • For one-off flips with different partners, use a Qualifying Joint Venture (QJV) β€” no separate entity required, each partner reports their 50% on their own return
  • QJVs are valid for fix-and-flip (self-employment activity) but not for passive rental real estate
  • Everything in a QJV must split exactly 50/50 β€” no special allocations or waterfalls
  • For a consistent partner you flip with regularly, form a partnership LLC with a proper operating agreement β€” this allows custom splits, investor capital accounts, and a shared bank account
  • Invoicing a partner for project management fees generates ordinary income; structure each deal intentionally based on your role and the hold timeline
  • Avoid buying flips in one partner's entity and invoicing the other for PM services β€” it creates tax and liability mismatches
Real Estate Professional Status (REPS)
  • A high-earning W-2 spouse paired with a spouse who qualifies as a real estate professional is one of the most effective tax setups available
  • REPS requires 750+ hours in real estate activities and more hours in real estate than any other profession
  • Once REPS is established, passive rental losses (including large depreciation deductions) can offset ordinary W-2 income
  • Track hours and miles meticulously throughout the year β€” not just at tax time
ADUs & Property Optimization
  • ADUs (Accessory Dwelling Units) β€” converted garages, backyard cottages, basement apartments β€” can add rental income and new deductible expenses
  • A property with an extra lot may be eligible for a new ADU depending on local zoning β€” worth checking with the city
  • ADU rental income opens the door to home office deductions and other property-related write-offs
Bookkeeping & Records
  • Good books are what make every other tax strategy actually work β€” especially if audited
  • Tools mentioned: REI Hub (via TurboTenant), Stessa, TurboTenant
  • Track all hours for REPS, miles for any vehicle used in the business, and reconcile transactions monthly β€” don't wait until tax season
Mindset
Tax strategy is a long game, not a single transaction. The decisions that compound the most β€” holding rather than selling, structuring partnerships correctly before a deal closes, getting withholding right now instead of at filing β€” are the ones made proactively. Good books and meticulous records aren't bureaucracy; they're what make every other strategy actually work when it's tested. Build the systems before you need them.
Thank you all for joining!
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Lyn Cueto
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Friday Weekly Q&A Call - 06/26/2026
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