It’s constantly growing and has good opportunities for flips and rentals. 

Here’s a breakdown to help you navigate your first deal, incorporating advanced strategies, including 1031 exchanges, to attract a broader range of investors.Neighborhood Recommendations: Chicago offers a diverse range of neighborhoods for different investment goals:Wicker Park & West Town: These areas are known for their strong rental demand among young professionals and offer good potential for cash flow.Lake View: Ideal for attracting tenants who want to be close to downtown while enjoying local amenities.The Loop: A prime location for high-income renters, making it an attractive option if you’re planning to house hack and generate a steady stream of rental income.Property Types: Opt for properties that align with your investment goals.

Remember, no system is perfect, so avoid the temptation of constantly chasing after the next shiny object.

Remember, no system is perfect, so avoid the temptation of constantly chasing after the next shiny object.

I would constant put it off & by the time I had to do it, I'd end up spending endless hours updating my QuickBooks file, trying to get everything right.

Can't speak to the organization in Michigan but generally the benefits of a well run STRA far outweigh the costs.I am a property manager in Hawaii so we are constantly being hit with new anti-STR legislation and have a large, well-funded hotel lobby to deal with constantly.

Its just a revenue stream Nothing more nothing less.when I see them I push back and tell them I am not going to pay it. 

It will always be a battle because its constantly trying to get in from the outside in the form of rain, runoff, condensation, snow, ice, etc.

I left the free version of Stessa a couple years ago because of constant failed connection issues with my linked banks and credit cards.

- **Income Stream**: Discuss how seller financing can provide him with a steady income stream while still retaining ownership of the property until the loan is paid off