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All Forum Posts by: Donald Aleshire

Donald Aleshire has started 8 posts and replied 34 times.

Post: Owner occupied refinances - Retired / No W2 income

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11

Thank you for this detailed explanation @Brie Schmidt , this was exactly what I was looking for. Much appreciated and yes, I am happy to chat with @Sam Sharp when the time is right. Feel free to reach out to me directly on here to chat. 

I think that is the way I will have to go @Julia Lyrberg . Good to know about investment purposes only and not owner-occupied. That is what I am currently doing now but things do change. 

Appreciate all the insights and info all, much much appreciated! 

Post: Owner occupied refinances - Retired / No W2 income

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11

Thanks Jonathan! Both of my properties are located in Avondale. 

Agreed on the advice on the DTI, this was very helpful.

The refinance convos started roughly 30 days ago when rates began to drop. I was in the process of leaving my W2 and wanted to get a refinance done. Obviously things have changed for the worse since my convos started at the end of Sept. I am currently at a 6.65% rate and I had the opportunity to get a 5.125% rate via refinance when I bought points through conventional refinance. Amazing deal right!? 

The day I got that quote, I decided to hold off and see how things progress. Well it has backfired since. My W2 employment will terminate at the end of 2024 so just trying to plan for the future if/when rates go down, how to best approach a refinance. 

Post: Owner occupied refinances - Retired / No W2 income

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11
Quote from @Jack Matthias:
Quote from @Donald Aleshire:

Thanks for this clarification Bill.

Let me add a bit more context and see if anyone can chime in with additional advice. 

Current rents = $8,010 per month

Current mortgages = $7,650 per month

This is based on me living in one of the six units. If i rented out the other unit, I would have roughly $10,800 per month in all units. So this would NOT met the 45% of DTI based on either of these two scenarios above.

But if I take these total rents and in my stock/dividend portfolio, has anyone seen this work in the past?

The feedback I am getting from lenders currently is "each situation is different".


 Hi Donald,

We can use 75% of the rents to off set the mortgages. So you would be getting a hit of $1,642.5 per month on the properties based on the numbers you provided approximately. This could change based on the numbers per each building. We will calculate that plus any other debts to be under 50% DTI. Rates currently have been heading in the wrong direction over the last month. My rule of thumb is a .5% savings to refi so I'd want to get you at least to 6.250 or lower. Each lender will have to follow Fannie/Freddie guidelines unless it's a portfolio product.


 Excellent detail, thank you Jack! 

Great rule of thumb too...doesn't make sense otherwise at all.

Post: Owner occupied refinances - Retired / No W2 income

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11

Thanks for this clarification Bill.

Let me add a bit more context and see if anyone can chime in with additional advice. 

Current rents = $8,010 per month

Current mortgages = $7,650 per month

This is based on me living in one of the six units. If i rented out the other unit, I would have roughly $10,800 per month in all units. So this would NOT met the 45% of DTI based on either of these two scenarios above.

But if I take these total rents and in my stock/dividend portfolio, has anyone seen this work in the past?

The feedback I am getting from lenders currently is "each situation is different".

Post: Owner occupied refinances - Retired / No W2 income

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11

Ok this is great feedback Brie! I didn't realize this.

I know you aren't on the lending side per say, but follow up question.

If I have two buildings in my name with total debt of $900k and I am looking to refinance one of them that has $500k debt, would the 45% DTI be based on the total debt ($900k)? Thus my income would need to be ~$400k?

I know a lender will be able to tell me more and yes I am working with one now, just curious.

Post: Owner occupied refinances - Retired / No W2 income

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11

This is great to know Riley, thank you for this feedback, I will be in contact. 

Post: Owner occupied refinances - Retired / No W2 income

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11

Hello all, not sure if this the right location to pose this question, please let me know if there is a better category or location to post in. 

I have moved away from my W2 job and living off of investment income (rental + stock portfolio). AGI is roughly $100k per year + a range of $500 to $3k in rental cash flow per month. I have 2 three unit buildings in Chicago and owner occupy one of those buildings. The one I owner occupy I am looking to Refiance out of the 6.75% rate I have currently in the future.

I know conventional lenders require a W2 income to refinance. Does anyone have experience/recommendations of lenders who work with investors who have moved away from W2 income and can prove self sufficiency? 

Thanks in advance for any advice or suggestions. 

Post: Chicago Rental Insurance Broker

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11

Thank you both for these ideas, much appreciated! 

Post: Chicago Rental Insurance Broker

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11

Hello all,

Any recommendations for a solid insurance broker in Chicago? 

I got my renewals in for rental units with State Farm and my premiums have more than doubled. I have taken no claims on the property and want to start shopping the rates.

Thanks in advance! 

Post: Chicago House Hack Case Study + Advice Needed

Donald AleshirePosted
  • Chicago, IL
  • Posts 35
  • Votes 11

Hi @Jake Fugman appreciate the feedback and agreed, renting out the top floor is the least complicated situation. I spoke with my insurance agent this week and he said I would be covered with insurance even in a non conforming unit. However there are still some risks in case of a major event (fire for example). 

Thanks for the detailed breakdown on how you think about the investments/rehab's + the return. This is a great way to look at it. 

When I started this house hack 3 years ago, I wanted to drastically reduce my rent + build wealth. A legal 2 flat with 3 units was the cheapest/easiest way for me to do it in a decent neighborhood. 

Good news, 3 years later, the plan worked out! I am now trying to plan for the next 3 - 5 years. Thanks everyone!