At the end of the day, the sellers looking to transact in creative finance transactions are normally the owners of real estate that cannot sell easily in an arms length transaction or are gouging  the buyer on price.

Usually the increased buying power and shared expenses can help make the numbers tie out, especially when you consider getting creative with occupancy (maybe yall split time at the house and spend time elsewhere through out the year).Im seeing more and more interest from folks who are looking to do this sort of thing in tandem.

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.

My DTI is tapped out, so it's creative or bust. 

How deep into “creative” financing do you want to go? 

For now, I may focus on a house hack approach rather than relying too heavily on creative strategies.

My gf and I both have some creative arts & craft minds so we thought it would be a good idea to take advantage of an opportunity after learning.

I'm based in California, whether you are a foreign entity operating in California, or incorporated in California you'll need to file a return in CA.

myself I have done a lot of creative financing and sub to buying. 

There’s other creative ways to make it work.