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🏠 Lower Taxes w/ Ryan

1.5k members • $1/year

13 contributions to 🏠 Lower Taxes w/ Ryan
Friday Weekly Q&A Call - 08/28/2026
Link: https://www.skool.com/taxes/classroom/ec6893ee?md=a8cfd76d6c564b39acf25a708873155f Identity theft / property theft - Document all stolen/damaged items, repair costs, and pending insurance reimbursement — the unreimbursed portion may be deductible as a business loss on the rental. - Since a SSN and personal documents were stolen: freeze credit with all three bureaus (Equifax, Experian, TransUnion) individually, report the stolen SSN, and get an IRS Identity Protection PIN (IP PIN) via your IRS online account to block fraudulent tax filings. Syndications & passive losses - W-2 earners investing in syndications get essentially no immediate tax benefit — these are passive investments, so losses are suspended ("carried forward") until either (1) the deal fully exits/sells, or (2) you have other passive income to offset them. Stock capital gains don't count as offsetting passive income. - Same rules apply whether you're a W-2 employee, business owner, or contractor. Short-term rental (STR) loophole & material participation - Material participation tests: 100 hours + more than anyone else involved, OR 500 hours (regardless of others' hours). - Mathematically, only one person can qualify under the "100 hours and more than anyone else" test on a single property — if multiple partners want to qualify, others generally need to hit 500 hours. - REPS is generally associated with long-term rentals and does not, by itself, unlock the short-term rental tax benefits; short-term rentals usually depend on material participation. - Grouping multiple STRs together to combine hours requires meeting IRS criteria (e.g., common ownership) — can't group arbitrarily. - STR definition: average guest stay under 7 days. Midterm rental: average stay under 30 days but requires substantial services (like a B&B) to qualify for the loophole — largely irrelevant if you don't provide those services.
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Friday Weekly Q&A Call - 08/21/2026
Link: https://www.skool.com/taxes/classroom/ec6893ee?md=dabf682ae9ed46cc9463c93f0f836be5 Here's a summary of the key takeaways from this Friday Q&A session: Refund delays & IRS process - Large refunds (e.g., $25K+) can trigger extended IRS review, sometimes lasting a year or more. - The IRS pays interest (~7%) on delayed refunds. - The Taxpayer Advocate Service (TAS) can help escalate stuck refunds — file Form 911, and it's faster to email (tas.form.911.request.forward.assistance@irs.gov) than fax. Local TAS offices (e.g., Springfield, NJ) may offer in-person help. - CPAs can pull IRS updates via a Power of Attorney (Form 2848) and the tax practitioner hotline, though the IRS can take up to 90 days per response cycle. Estimated tax payment strategy - If short-term rental (STR) losses/bonus depreciation are expected to offset business or W-2 income, it can make sense to skip estimated tax payments rather than pay now and wait for a refund later — avoids giving the IRS an interest-free loan. - Requires accurate P&L (business + STR) for a Q4 tax projection to confirm the offset will materialize. §469 grouping election & material participation - Multiple STRs can be grouped together (the "Dash-4"/§469 grouping election) to meet the 500-hour material participation test in aggregate, even if a property management company runs one specific property. - Standard STR tests still apply: average stay ≤7 days, no personal use, etc. Cost segregation timing - Do a cost seg study in your highest-income/highest-tax-bracket year to maximize the value of the write-off (37% bracket >> 10% bracket). Sale of former primary residence (§121 exclusion) - Must have lived in the home 2 of the last 5 years (730+ days, non-consecutive OK) before sale to exclude gain (up to $250K single/$500K married). - If gain is under the exclusion cap, renovation/improvement records become unnecessary. - Depreciation recapture still applies for any rental period, taxed regardless of the exclusion (roughly 20–25% of depreciation taken).
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Friday Weekly Q&A Call - 08/14/2026
Link: https://www.skool.com/taxes/classroom/ec6893ee?md=b6c258bc4cba4430ac3565d6170fcac0 Here's a summary of the key takeaways from this Friday Q&A session: LLC Transfers & Financing - DSCR/HELOC on properties in LLCs: You'll generally get better rates and more lender options doing a cash-out refi or HELOC in your personal name before transferring the property into an LLC, rather than after. - Quitclaiming into an LLC provides liability protection (limits exposure to the LLC's assets) but the transfer process (title work, possible refiling of permits/licenses, transfer taxes) varies significantly by state/county — worth a dedicated conversation with your attorney/structuring team. - Several attendees are using STR Law Guys for LLC/holding company structuring; process typically takes 6–8 weeks, so starting early (even if filing at year-start) is recommended, especially to avoid paying a full year's state franchise fee (e.g., CA's $800 minimum) for a partial year. Cost Segregation Studies - A cost seg study breaks a property's purchase price into individual components (flooring, cabinets, fixtures, etc.), each with different depreciation schedules (5, 7, 15 vs. 27.5/39 years), enabling bonus depreciation on shorter-life items. - Can be based on original purchase price and/or post-renovation costs — if renovations are substantial (structural work like flooring, cabinets, plumbing), include them; minor items (furniture, hot tubs) can often just be added as separate line items without a new study. - A second cost seg is only needed if new construction/major additions (e.g., an ADU) create new depreciable components — not for cosmetic updates. - Vet providers carefully: cheap "DIY" cost seg spreadsheets (~$450) are increasingly risky since the IRS issued an audit technique guide flagging this area; mid-range providers (~$950+) with real engineering reports were recommended instead. - Before paying for a study, do the math: estimate eligible bonus depreciation × your actual marginal tax rate (not the 37% providers often assume for marketing) to see if the tax savings justify the cost.
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Friday Weekly Q&A Call - 07/31/2026
Link: https://www.skool.com/taxes/classroom/ec6893ee?md=78759f9750204210a9163a9d2748c2b9 Here's a summary of the key takeaways from this session: 1. Single-Member vs. Multi-Member LLC for a Management Company - For most people (non-community-property states), a single-member LLC is simpler — no separate partnership tax return needed. - A spousal partnership (multi-member LLC) offers stronger asset protection (harder to "pierce the veil" in a lawsuit) but costs extra for a separate return (~$2,300/year quoted). - Nine community property states (Louisiana, Texas, Arizona, California, Nevada, Washington, Idaho, Wisconsin, and one more) can form a multi-member spousal LLC without triggering partnership filing requirements. - Both structures qualify equally for the parent-child payroll tax exemption (FICA/FUTA), unless the new spouse isn't the child's biological/legal parent. - You can convert between single- and multi-member structures later if needed. 2. Books, Records & Holding Company Structure - Commingling funds across separate LLCs (not just business/personal) weakens the liability shield — each entity needs its own books and records. - Asset protection exists on a spectrum: transferring rental income to a holding company more frequently = better protection but more admin work. Practical approach: transfer periodically (monthly/quarterly/semi-annually) based on cash flow volume. - Banking tools like Baselane, Relay, and Mercury simplify managing multiple LLC accounts via virtual sub-accounts/cards (cheaper/easier than opening separate brick-and-mortar accounts). - Putting all properties in a single LLC is "better than nothing" but exposes all properties to liability from one incident (e.g., a slip-and-fall). 3. Transfer Taxes When Moving Property Into an LLC - Always check state/county transfer tax rules before deeding property into an LLC. - Pennsylvania example: ~4.5% transfer tax on fair market value (not equity) — can make transferring older/appreciated properties very costly. PA also has a state death (inheritance) tax, one of only ~10 states.
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Friday Weekly Q&A Call - 07/24/2026
Link: https://www.skool.com/taxes/classroom/ec6893ee?md=d433f5b5415f4318987e18632a6244cd Here's a summary of the key takeaways from this session: Real Estate Professional (REP) Status - To claim REP status, one spouse typically must give up their W-2 job and focus on real estate full-time. - Requirements: 750+ hours per year in real estate activities (more than any other job), plus 500+ material participation hours on a specific property — all tracked per calendar year, not per month. - REP status only helps if you own long-term rentals (for cost segregation/depreciation losses). It provides no extra benefit for short-term rental (STR) investors, since STR losses aren't subject to the same passive loss limitations. - You don't need a real estate license to qualify — hours worked are what matter. A license only becomes necessary if your state requires one for the specific activity (e.g., selling property). - There are 19 recognized "real property trade or business" categories (realtor, flipper, wholesaler, property manager, developer, etc.) — meaning hours can come from managing your own or even other people's properties. LLCs and Financing - Moving a mortgaged property into a single-member LLC when both spouses are on the loan can trigger lender pushback, since the bank underwrote both borrowers. - If a lender rejects the transfer, options are to revert the deed back to personal names or add both spouses to the LLC (which creates a partnership return/K-1s). - LLCs primarily exist for asset protection and anonymity — not for extra tax deductions. Rental income/expenses are treated the same whether held personally or in an LLC. - Holding company structures (e.g., a Wyoming LLC owning the title to a state-level rental LLC) generally make sense once equity reaches roughly $1–1.5M, not based on number of doors alone. Cost Segregation Strategy - Cost seg accelerates depreciation but doesn't create new value — it pulls forward a future benefit, which gets recaptured (partially or fully) upon sale. - Best used when you expect a large passive gain (e.g., from a syndication K-1) that you want existing passive losses to offset — a "lazy 1031" style strategy. - Not worth doing on a property you plan to sell soon, or on lower-value properties (biggest bonus depreciation benefit tends to show up around $400K+ purchase price). - Passive loss carryforwards should be checked (Form 8582) before deciding whether a new cost seg is even useful.
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Lyn Cueto
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@lyn-cueto-9016
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Joined Jan 26, 2026
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