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All Forum Posts by: Kirstin Rogers

Kirstin Rogers has started 1 posts and replied 2 times.

Post: New in Chicago - non-pro landlord and agent

Kirstin RogersPosted
  • Chicago, IL
  • Posts 2
  • Votes 2

Hi all. New here. I am interested in figuring out what to do with the property I have and how to best allocate some funds as investments. I am an agent and a live-on-site landlord in a three-flat in the ever ridiculously appreciating West Town. I work downtown and would like to have someone help me analyze my current property and help figure out what should be done (maintenance/updates); what can be done (1860s foundation); and what makes sense to do (to keep up the rents vs the prospect it will be torn down if I sell). I would also like ideas on how to invest in other properties while having capital and a day job, and not being handy. I am a licensed agent but I work for a bank and their policy will allow me only to conduct deals for myself or family, so currently my license is with NIREIN. While I have other investments, that same policy limits what I can do with securities, so real estate, as long as not REO'd by my bank, is fair game. I want to keep living in West Town and prefer direct ownership vs condo situations but my budget means it is highly unlikely I would find another freehold in the area. Have considered 1031 exchange but that would work only if I found a local 3-unit that is larger than mine. I know the taxes will kill me if I don't do that. Cheers all!

If you are young and/or reasonably healthy, and working at a job that offers a Health Savings Account (HSA) with a high deductible plan, your order of tax sheltered savings should be: 1-401k up to the company match limit; 2-HSA up to the annual IRS limit; 3-overage in the 401k or a Roth, if you have extra cash. Some ACA plans are also HSA-compatible but the benefit is best with a large (possibly self-insured) corporate plan. I have $20K in my HSA, which I started in 2007, kept while I was on ACA and transferred to a new employer. The only health expense you cannot pay with it is the cost of insurance premiums, at least, not until you are nearing retirement age. You pay no tax on it, you take it with you from job to job, you don't have to spend it, and in one year you may have saved twice your deductible (depending on your plan) - and some plans allow you to invest a portion in mutual funds. Many of us will need major health care before retirement. HSA offers a cushion for that spend. As we are nearly guaranteed to need to spend on healthcare, this is tax-free assistance and a great nest egg. Many companies also contribute to the HSA on your behalf, annually; mine puts in the first $500.