All Forum Posts by: Aaron Zimmerman
Aaron Zimmerman has started 12 posts and replied 1306 times.
Post: July 2025 Rental Market Deep‑Dive - Price changes, Days on Market, etc.

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
Thank you for sharing this data!
Post: Need Help: Option 1 or Option 2

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
Option 2 for the foreseeable future and if your dream is to do option 1, do option 2 until you can afford option 1!
Post: Should I buy a long term rental or airbnb

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
It depends what you feel like you'd be better at. Do you like being in the hospitality business? If yes, go towards short term rentals. If you don't, go towards long term rentals.
I would also make sure the $50k you have will be able to afford you a downpayment, property reserves, and enough to do the renovations you want to do on the property to ideally increase the value.
Post: Property Tax help

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
When you buy a property, you want to look at the assessed value that the previous owner was assessed at. If that value is significantly lower than your purchase price, you can almost guarantee property taxes will go up.
For your property taxes now, see if you can assess or see if you're eligible for any exemptions that would reduce your property taxes
Post: Property Management Company

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
@Mark Ainley with gc realty. Ran Friedman, Drexel properties could be good options as well
Post: IRA vs SDIRA to help with investing like real estate,S&P500 ETF; SPY

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
the benefits of having a self directed Ira is that you can choose any investment you want. While this is not formal investment advice, real estate notes tend to pair well with a self directed Ira because it's tax efficient.
if you lent out $10k regularly and get 10% interest, you'd have $1k in income that gets taxed. In a self directed Ira/roth, that money is either tax deferred or tax free, respectively.
Post: Finding private investors

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
I'd recommend going to real estate meetups and networking with people with private money. I'd look for people with IRAs or idle cash. Note investing in IRAs is tax deferred or tax free with a self directed Ira/self directed 401k. Continue posting your journey and remember to be as authentic as possible.
Post: Accountant with RE and ministry knowledge experience

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
That's great to hear that the flips are moving along well and you're building a team. While you do this, you want to ensure you have proper entity structuring. It is very important as there are some large tax consequences. I'd recommend looking around on BP or using the tax pros finder
Post: Just Starting Out – Interested in Multifamily in STL

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
Welcome! You're on the right path with the house hack to start. I'd recommend making sure you have plenty of reserves. Just because you can get 0% down, doesn't mean you won't need additional monies in reserves. Best of luck in your search
Post: Should We Wait Until Getting Married to Start?

- Accountant
- Chicago, IL
- Posts 1,327
- Votes 616
If you can afford it , buy one house hack under her name and then later on buy a house hack under your name. Repeat the process as long as possible