I recently spoke with a real estate-focused tax strategist about optimizing my investment structure and deductions.

Proactive tax planning helps you leverage deductions, choose optimal structures, and keep more of what you earn.

Quote from @Andrew Steffens: One thought is that listing your STR at the cusp of your busy season is not optimal.

While it's easy to get swept up in the excitement of finding deals, overlooking these key areas can significantly impact your long-term success.A solid tax plan helps you take advantage of deductions, optimize your investment structure, and retain more of your income.

Proactive tax planning helps you leverage deductions, choose optimal structures, and keep more of what you earn.

Quote from @Ryan Coon: Hi Parker,This is a great question, and given the markets that you're in you do have some great potentially more affordable options.First, both TX and TN recognize "Series LLC's" which can be great options for optimizing asset protection and separation of properties at a lower cost than 1 LLC per property.

A lot and a lot of education in real estate has been wrong if not to say sub-optimal, hence the stress.

Many investors hit a plateau at some point, and that’s often where a shift like leveraging equity for a larger multifamily, adding in passive investments, or even optimizing existing cash flow can help speed things up.

. $15k or $25k for working with other mentors), refunded upon reaching the first $500,000 in profit*  $47/month after the first 90 days for up to 10 seller's web-stes, 10 buyer's web-sites, SEO, maintenance, e-Partner account to manage leads and deals. ($197/mo for the $15k/$25k level)* 50/50 profit sharing for the first $500,000 in profitsIn the end, too many things felt shady for me to continue to be interested in pursuing this, and I thanked Chris for his time, and he wished me well.  

That way, you’re not just optimizing this single transaction, but building a framework you can keep using as your portfolio grows.I’d definitely loop in a CPA and QI early, because once you start the 1031 clock, you don’t want to be scrambling to restructure entities under deadline.