Nailed It - The Construction and Real Estate Finances Podcast
Jeremy Bollinger and Ian Grove zoom into C-corporations—what they are, why they’re back in style, and how owners can get money out without getting clobbered. Unlike pass-throughs, C-corps pay their own tax (flat 21% federally), so owners must be strategic when extracting cash. The guys break down the three primary methods—W-2 wages, taxable dividends, and shareholder loans (at or above AFR)—plus the “half” method: qualified retirement plan funding (401(k)/profit share/cash balance DB) that moves cash to you, just later. They also touch on PTET vs. SALT cap, why “reasonable...
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Jeremy Bollinger and Ian Grove break down one of the most misunderstood corners of real-estate taxation: passive vs. active treatment and material participation. Why are rentals default passive? How do the 500-hour, “substantially all,” and 100-hour + no one more than you tests actually work? What happens to those juicy depreciation losses if you don’t qualify as active? The guys walk through the rules, the traps (hello, property managers + no time logs), and the planning moves that keep you out of penalty land and focused on real wealth building—not clickbait.
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Jeremy Bollinger and Ian Grove stay on the myth-busting train to tackle a viral claim: “How the rich use LLCs to hide assets and avoid taxes.” Short answer? They don’t—at least not legally. This episode breaks down what LLCs are actually for (liability shielding and risk siloing), why “hiding” is just another word for tax fraud, and how sloppy structures and commingled cards can pierce the corporate veil and put your personal assets back on the hook. They also cover the reality behind: Foreign accounts and crypto disclosure questions on your 1040 Why more entities ≠ more...
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In this fiery and funny episode of Nailed It: The Construction & Real Estate Finances Podcast, hosts Jeremy Bollinger and Ian Grove hammer into one of the most abused tax topics on social media — the almighty S-Corporation election — and the wave of clickbait “tax gurus” who promise magical savings with LLCs, trusts, and shady entity setups. Jeremy and Ian pull no punches as they unpack why “copying the rich” is bad advice, when an S-Corp actually makes sense, and how to spot BS tax planning before it costs you big time. From the infamous claim “no one’s ever lost an...
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In this fiery episode of Nailed It: The Construction and Real Estate Finances Podcast, hosts Jeremy Bottlinger and Ian Grove sling some playful shade at the tax profession while breaking down three tiers of tax pros: average, good, and exceptional. With their gritty humor, they explain that average pros ensure accurate financials, good ones save you taxes in the current year (like catching missed bonus depreciation), and exceptional ones plan years ahead to slash future tax bills—think QSBS exclusions or entity restructuring. Don’t settle for muddy books or “stupid tax”; demand a pro...
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In this jam-packed episode of Nailed It: The Construction and Real Estate Finances Podcast, hosts Jeremy Bottlinger (aka Dr. Bot) and Ian Grove break down the critical concept of basis with their signature banter, dodging “mister” titles and deep-fake Dodge Viper dreams. They explain basis as your investment’s cost—think stock purchases or real estate—adjusted for contributions, depreciation, and liabilities, using examples like Adobe stock and HVAC replacements. They highlight how tangible property regs can save taxes by avoiding depreciation recapture, and warn how poor basis...
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In part two of this Nailed It: The Construction and Real Estate Finances Podcast episode, hosts Jeremy Bottlinger and Ian Grove dig deeper into project fades, gains, and sandbagging, with a Wedding Crashers-style zing. They explain how project gains (extra profit) boost working capital by reducing overbillings, helping contractors secure more bonded work, while fades shrink margins and hurt financials. With their irreverent humor, they stress leaking gains gradually to avoid tax hits and financial waves, urging contractors to work with savvy CPAs to dodge "stupid tax" and optimize returns....
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jjIn this punchy episode of Nailed It: The Construction and Real Estate Finances Podcast, hosts Jeremy Bottlinger and Ian Grove dive into the contractor’s world of project fades, gains, and sandbagging with a nod to Wedding Crashers. They define a fade as a job coming in under expected profit (e.g., 30% margin drops to 25%) and a gain as exceeding it (30% to 35%). Sandbagging? That’s when savvy project managers hold back profits to avoid getting chewed out later. With their signature humor, they stress leaking gains gradually, not all at once, and tease part two on tax and financial...
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In this contractor-focused episode of Nailed It: The Construction and Real Estate Finances Podcast, hosts Jeremy Bottlinger and Ian Grove unpack the critical topic of over and unallocated indirect costs. They break down direct costs (labor, materials, subs) versus indirect costs (equipment maintenance, supervisor salaries) and overhead (admin, rent), explaining how misallocating indirect costs can tank bids or profitability. With their gritty humor, they highlight how overestimating costs might mean missed jobs, while underestimating can lead to financial ruin—especially in today’s...
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In this data-driven episode of Nailed It: The Construction and Real Estate Finances Podcast, hosts Jeremy Bottlinger and Ian Grove break down the nitty-gritty of over and under billings for contractors. They explain how percentage of completion accounting smooths out financial waves, matching revenue to expenses using cost-to-cost metrics. Overbillings—sitting pretty as liabilities—signal a job’s going well, while underbillings, listed as assets, often spell trouble unless justified. With their usual wit, they stress strategic planning to avoid tax pitfalls and cash flow woes, urging...
info_outlineIn this lively episode of Nailed It: The Construction and Real Estate Finances Podcast, hosts Jeremy Bottlinger and Ian Grove, fresh off surviving a hurricane-induced hiatus, dive into the "Lazy Man's 1031 Exchange." They explain how this savvy workaround skips the rigid 45-day identification and 180-day closing rules of a traditional 1031 exchange by selling a property, buying a replacement within the same tax year, and using cost segregation to offset gains with accelerated depreciation. With their signature humor, they highlight the flexibility to retain cash and avoid pricey intermediaries, urging listeners to plan smart with a CPA to dodge tax traps. No Dr. Seuss-level tongue twisters here—just solid tax hacks!
Disclaimer – played at 3x speed: This recording is strictly educational in nature and shall not be considered tax, investment, or legal advice. DO NOT attempt applying any of these ideas without consulting your tax, investment or legal professional.
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Hosted by Ian Grove and Jeremy Bollinger