Chicago Real Estate Investing Blog

By Aaron Zimmerman

The Best Retirement Account For The Self Employed

While it is increasingly more popular to become an entrepreneur, there also needs to be some consideration for setting yourself up for future growth. In traditional W-2 jobs, there are 401(k)’s that function as excellent retirement vehicles with some restrictions. When you&...

By Aaron Zimmerman

Seller Financing Explained

Do you understand how seller financing can benefit both parties in a transaction? Many investors are aware of the benefits that seller financing provides the buyer. However, few buyers understand how advantageous seller financing can be for the seller from a tax-perspective. The ...

By Aaron Zimmerman

Developing Your Tax Strategy With Your Tax Advisor

There is a wise motto that it is best to be intentional, and estate and tax planning are no exception. Real estate investing offers significant tax benefits (discussed in my previous articles and more to follow in the coming weeks and months), and it is best to proactively craft ...

By Aaron Zimmerman

Year End Tax Planning Considerations

The unpredictable calendar year of 2020 is slowly drawing to a close, and as we set our sights to greener pastures in 2021, we must finish up our tax planning for 2020. There are many important considerations that you, the real estate investor, will need to determine to execute y...

By Aaron Zimmerman

6 Must Knows For Paying Taxes While House Hacking

We have talked about the power of househacking multiple times on the podcasts and why it may make sense for someone looking to get started in investing (and make sure to check out the Househacking Calculator under our Resources Tab). If you’re just getting up to speed, hous...