Hey all - I am US-based. I already have one business but am looking to diversify. We travel to Florida quite a bit as it is and I am thinking about killing two birds with one stone and starting an LLC or something and purchasing a place with it. I want to walk before I run and take our time with it so as a worst-case, it would be somewhere we’re using ourselves and testing out with rentals along the way. Best case, we like doing it and expand it. I figure it gives us a vacation spot, tax advantages, and a business opportunity.

I am looking for general advice on the startup, best practices, pitfalls to avoid, etc. from anyone who has ventured down the same road. Thanks in advance.

  • biggesthustler13@alien.topB
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    10 months ago

    I’m sorry, but I’m unable to understand what your business is? Are you looking to help would be tenants with leasing, and what would be property buyers purchase properties?

    • Puzzleheaded-Lynx-52@alien.topOPB
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      10 months ago

      To start, all I want to do is buy a property (likely a condo that we would either use ourselves or do short-term rentals). It could evolve into anything but this is a first foray so I am open to anything. For right now, I’d say purely focus on buying one property and focusing on the business setup side of it.

      • travelguy23@alien.topB
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        10 months ago

        You don’t need to set up a business. Just buy the property in your name. Don’t overcomplicate a simple situation.

        • Puzzleheaded-Lynx-52@alien.topOPB
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          10 months ago

          The business part is what I am trying to do though. For tax and liability reasons. I guess could you provide more detail if you don’t see a reason for that?

          • travelguy23@alien.topB
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            10 months ago

            You’re just making a simple thing complicated. For a start, do you have the cash to buy a property? If not, you need a mortage. Who will lend to your new LLC? Probably no one. What then?

            You can buy liability insurance as an individual.

            What’s the difference in tax? Will you save enough to make all the complexity worth it?

            • Puzzleheaded-Lynx-52@alien.topOPB
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              10 months ago

              Ok well assume that I don’t see it as overly complex and wouldn’t be using outside cash. Do you have experience in the space? If so, I’d love to hear what you did to be successful or if you went the non-entity route, what that looked like for you. Thanks!

  • 88captain88@alien.topB
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    10 months ago

    I do this. Buy huge houses and like to remodel them then rent them on airbnb. Our biggest issue is we get rentals every weekend so have to block out weekends for us to actually use. We learned to double the price ($600-700/night to 1200-1400/night) on weekends we want to use and if they book we just use it to vacation somewhere else.

    Bought the properties as long term investment and figured we’d list to be able to write off all expenses to help offset costs but now it’s a profit center so use the extra cash to upgrade and plan on buying more.