Ive read books and listened to podcast but cant seem to find the strength to take that first step.If anyone has been in a similar situation, I'd appreciate hearing about your experiences and how you overcame the fear and uncertainty to take that first leap into real estate.

Guest experience is one of my favorite STR topics!

I have some single family rentals north of you in Delray, happy to share my experiences if you want! 

As for taxes, I'd recommend connecting with a CPA or tax attorney who has experience with rental properties held in LLCs.

If so, what has your experience been? 

@Kaycie GunnIf you want debt financing hard money or private money lenders will fund with typically 25% down paymentIf you are looking to syndicate and raise money from investors then that is a different animal and you will need to file an sec exemption to raise money and depending on your experience it could be moderately challenging to near impossible.

It sounds like you are already getting great experience in STR management!

There are some situations where a well-seasoned investor can borrow 100% of the purchase price and come out smelling like a rose, but only because they have the experience and they can absorb the loss if they screw up.Increase earnings.

I am pretty debt shy after my experience with the TN lender, but I am also wiser about how to prepare myself for most events. 

But I have seen and heard some really funky stories so I’m here to see what experiences others may have had.