How much capital do I realistically need to get started?
It varies by market and property, but most members are positioned for the down payment, closing costs, furnishing, and reserves on a serious STR asset. On the Intake Call we review your capital and financing so you have a clear, specific number before you ever make an offer.
I have a W-2 job. Can I actually use STR losses against my income?
This is the core of the STR strategy. When average guest stays are seven days or less and you materially participate, an STR is generally not treated as a passive activity, which can allow bonus depreciation (via cost segregation) to offset W-2 income. The mechanics matter, which is why we coordinate with an STR-specialized CPA. This is not tax advice; your CPA confirms your specific situation.
What if I've never owned a rental property before?
Most members are first-time STR owners. The entire program is built to walk you from pre-approval through deal selection, closing, launch, and optimization, with weekly mentorship, vetted partners, and done-for-you deal analysis at every step.
How much of my time does this take?
The heavy lifting on deal analysis, partner sourcing, and systems is handled for you. You'll need to show up for weekly mentorship, make decisions, and stay responsive during the search and closing windows. After launch, the systems and partner network are designed to keep owner time low.
What markets do you help me buy in?
We help you define a buy box based on your goals, capital, and the tax outcome you're after, then introduce an STRLTB-vetted broker in your chosen market. The focus is on markets where the numbers (cash flow and tax benefit) actually work.
How fast can I launch and see a tax benefit?
The path is mapped to roughly 120 days from onboarding to a live STR, though closing timelines vary by financing and market. A cost-segregation study after closing is what quantifies the depreciation benefit for the tax year, and we coordinate that with your CPA.
What does the program cost?
STR Concierge is a premium, done-for-you mentorship and we review the investment on your call once we've confirmed fit. The application and strategy call exist to make sure the program is genuinely the right vehicle for your situation before cost is ever discussed.
What if I already own an STR?
Many members come in to acquire their next property or to optimize an existing one. On the call we'll map whether your goal is a first STR, a next STR, or scaling toward a portfolio, and tailor the path accordingly.
How do I know if the STR tax strategy works for my situation?
It depends on your income, tax burden, available capital, filing situation, property type, and ability to materially participate. On the call, we look at whether the strategy actually fits before you risk capital.
Do you replace my CPA?
No. We do not replace your CPA. We help you understand the STR tax strategy, provide the information and structure your CPA needs, and can connect you with an STR-specialized CPA if your CPA is not comfortable executing it.
What if my CPA has never done this before?
That is common. Many CPAs understand rental real estate, but not the STR-specific tax strategy. You can bring our materials to your CPA, or work with an STR-specialized CPA on our team for an additional charge.
What makes an STR qualify for the tax benefits?
The property generally needs to average seven days or fewer per guest stay, and you need to materially participate, often through 100+ hours and more time than anyone else. It also needs proper documentation, cost segregation, and CPA review.
Can long-term rentals get the same tax benefit?
Usually not for high income professionals. Long-term rental losses are generally passive and usually cannot offset W-2 income unless you qualify as a real estate professional or meet another exception.
How do I avoid buying the wrong property?
This is the core of what we help with. We evaluate the market, regulations, comps, revenue projections, purchase price, setup costs, cash flow, and tax potential before you buy.
How do you evaluate whether a property actually works?
We run it through three gates: investment gate, tax gate, and time gate. The property needs to make sense as a real asset, support the tax goal, and be manageable for your life.
What if the revenue projections are wrong?
We do not rely on one optimistic estimate. We compare multiple STR comps, pressure-test revenue, model expenses, and look at minimum, average, and optimized scenarios.
How much cash do I actually need to do this?
Most buyers need enough for down payment, closing costs, setup/furnishing, reserves, and advisory costs. The exact number depends on the property price and financing structure.
How much time does this take if I have a full-time job?
It takes involvement, but the goal is not for this to become a second job. We help you build the systems, vendors, documentation, and operating process so the work is structured and manageable.
Can I do this remotely or out of state?
Yes. Many STR investors buy outside their home state. Michael's own portfolio is mostly remote, and the process is built around remote management, vendors, systems, and documented participation.
Do both spouses need to participate, or can we split the work?
If you file jointly, spouses can generally combine participation hours. The key is tracking the work clearly and making sure the household meets the material participation standard.
What support do I actually get after enrolling?
You get support around market selection, deal analysis, underwriting, financing, tax strategy, cost segregation, entity/legal direction, design, setup, launch, operations, and documentation.
Is this a course, coaching, or done-with-you support?
It is not just a course. The best way to describe it is done-for-you underwriting plus done-with-you execution. We help you evaluate and acquire the right property, then guide the setup and launch process.
What happens if I do not find a property right away?
The goal is not to force a bad deal. If a property does not pass the investment, tax, and time gates, it should not be bought. The process is designed to help you move quickly, but not recklessly.
