
Business Advisory Services
Everything you need to help you launch your new business entity from business entity selection to multiple-entity business structures.
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Everything you need to help you launch your new business entity from business entity selection to multiple-entity business structures.

Designed for rental property owners where WCG CPAs & Advisors supports you as your real estate CPA.

Everything you need from tax return preparation for your small business to your rental to your corporation is here.

WCG’s primary objective is to help you to feel comfortable about engaging with us
Table Of Contents
Posted Sunday, May 25, 2025
There’s not a good place to discuss this issue, so we plopped it here. In a vacation home setting, you likely have an owners’ closet full of good pans and utensils, linens just for you, a Snuggie or two, and perhaps booze. Definitely booze. Generally, these purchases are not tax deductible. Got it.
But what about that golf cart you want to purchase for your short-term rental? Are you truly going to let your guests use a golf cart? Or is it for your personal use when you show up for repairs and a handful of personal use days? It is not out of the question, but you need to position yourself carefully. Does your VRBO or Airbnb listing mention golf cart use? Do you make the extra golf cart rental fee just a bit out of reach for most but reasonable?
WCG CPAs & Advisors recently had a client install a boat dock and lift. The cost was $70,000 or so. While this is a land improvement all the way for depreciation purposes, the question becomes- does this have any business use whatsoever? The boat dock and lift were installed for the personal boat of the rental property owner when they occasionally used the property (they would boat over from their primary residence which is kinda cool but it took almost a day).
One could argue that a boat dock and lift were necessary for the landlord to administer the rental property using a mode of transportation of his choosing. Perhaps. Maybe. Seems far-fetched. What’s next? Install a landing strip too? On second thought, that might not be a bad idea.
The IRS could argue that this improvement has nothing to do with the rental property itself since a boat is not being offered to guests. Recall that the expenditure generally has to be ordinary (everyone has one) and necessary (your rental would fail without one) to be a business use consideration. A counter point to that argument would be to buy a couple of kayaks or a raft or something that would need a boat dock. Install a swim ladder and a nice bench to watch sunrises from. Done! The lift portion of the boat dock and lift combo remains questionable.
The point to all this is that we all want to maximize the efficacy of a tax deduction and find the narrowest of margins between reasonable and downright nutty. Be careful. The more words you need to explain your sexy tax position the more likely you are going to lose.
Who wants more boats and golf cart considerations? Of course you do! What if you are concerned that parking a boat which you often use personally at your short-term rental taints the personal use component of the rental activity? Or, you are simply concerned about the optics and how your actions in one area might contradict your actions in another area. Or, you are concerned with risk and litigation when it comes to recreational equipment.
You could very easily rent the boat to guests separately from the rental property itself. Separate transaction. Separate agreement. Separate hold harmless stuff. You also might want to do this with other recreational equipment such as kayaks, rafts, bicycles, mopeds, scooters, etc. You and your family can easily use all this gear and also rent it out all the while keeping it separate from the short-term rental property itself. Yay!
Let’s dig into this more!
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WCG's tax team structure is built around Pods — small, agile groups of tax professionals (4-6 total) who embrace team camaraderie while achieving client intimacy. Each Pod is led by a seasoned tax manager or partner, and together they make up the core of our tax return preparation.
For the 2026 tax season, we’re thrilled to introduce the Rental Expert Pod or REP for short. This is WCG’s dedicated team of real estate CPAs and rental property tax specialists focused on optimizing your tax position, ensuring compliance, and helping you build long-term wealth through smart real estate strategies. [Learn More]
Please use the form below to tell us a little about yourself, and what you have going on with your investments and wealth-building objectives. WCG CPAs & Advisors are real estate CPAs, tax strategists and rental property consultants, and we look forward to talking to you!
The tax advisors, business consultants and rental property experts at WCG CPAs & Advisors are not salespeople; we are not putting lipstick on a pig expecting you to love it. Our job remains being professionally detached, giving you information and letting you decide within our ethical guidelines and your risk profiles.
We see far too many crazy schemes and half-baked ideas from attorneys and wealth managers. In some cases, they are good ideas. In most cases, all the entities, layering and mixed ownership is only the illusion of precision. As Chris Rock says, just because you can drive your car with your feet doesn’t make it a good idea. In other words, let’s not automatically convert “you can” into “you must.”
Let’s chat so you can be smart about it.
We typically schedule a 20-minute complimentary quick chat with one of our Partners or our amazing Senior Tax Professionals to determine if we are a good fit for each other, and how an engagement with our team looks. Tax returns only? Business advisory? Tax strategy and planning? Rental property support?

Taxes can be tricky. Chat with a WCG human now and get questions answered.
Ready to schedule now and talk all things rentals? Let's do it! Here is a link to a Discovery Meeting with one of our Partners or Senior Tax Professionals to understand your tax footprint and objectives, and how WCG CPAs & Advisors might help.

Everything you need to help you launch your new business entity from business entity selection to multiple-entity business structures.

Designed for rental property owners where WCG CPAs & Advisors supports you as your real estate CPA.

Everything you need from tax return preparation for your small business to your rental to your corporation is here.

WCG’s primary objective is to help you to feel comfortable about engaging with us


