They have professional photos, all above 4.8 stars on Airbnb. 

Do that every 2+ years, sell tax free, repeat, and you can be set for life ("live in flips"). 

Completely agree with the original post but an LLC is NOT a tax vehicle.

The challenges are Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

According to the City of Chicago tax code, it costs $5.25 per $500 of the transfer price.

Working with a CPA can help you navigate tax implications, and staying focused on long-term planning will set you up for success.

If you are not familiar with Scott, Scott was the Executive Director of the Opportunity and Revitalization Council, which was tasked in part to support and advance Opportunity Zone tax credits during the first Trump Administration.

I shifted from investing with a cash flow focus to the appreciation and tax benefits side of things.

My overall goal for my professional career is to start an investment firm and own a big multifamily portfolio and get into development.

Attractive digital marketing fliers, 3d tours, professional tours, rent specials, and competitive pricing all help too!