Also, my insurance company said it would be the same rate regardless which option I go with.or do I stick with the cheapest option upfront like a shingle roofObviously the upfront cost/future cash flow will be hurt the most by the standing seam steal roof (although it could assist in resale value)Does anyone have experience on roofing or an opinion which is most ideal for this scenario?

Hi @James Heller I am fully renovating 2 of my units on a 4plex I have in Golden Hill...feel free to reach out and send me a private message if you need assistance and contacts....You can get cabinets and prefab quartz countertops pretty inexpensive and refacing is usually more expensive, I've found.  

They offer data migration assistance for when you switch to their system, as well.

Besides what you've mentioned, here are a few additional common expenses to consider:Landscaping (especially if there’s grass or common outdoor areas)Pest control (sometimes needed for multi-family properties)Legal/accounting fees (for lease updates, tax filing, etc.)Vacancy reserves (for covering costs during turnover)I can assist in helping you find funding, LMK! 

If you’re aiming to attract higher-paying renters, consider going taller (10-12 ft) for flexibility with larger items or small vehicles—this may boost interest and rental rates.

Extensions are likely granted, if needed.You will receive $3k relocation assistance at the end ( unless you have other liens, back due water/sewer/HOA etc. ) You can also stay in the home until the sale closes, which gives you at least a few months payment free to be able to figure out where you will relocate.

If you’re aiming for a stable, hands-off income boost, this might be the way to go, especially with the cost being relatively low compared to other investments and being in an expensive market. 

I’m considering selling and using the proceeds to reinvest in a long term rental closer to where I live but before I do, I am curious if you think a rental management company may be able to help boost rentals, thus making this a profitable property? 

Significant changes to lease terms that impact tenantAlso, the tenant would not qualify for relocation assistance if they live outside of Portland City limits, live with their landlord, or have a week-to-week tenancy.The tenant has a "Right to quiet enjoyment" No entry is allowed for maintenance or repairs without proper 24-hour notice.

I would like to assist two of the owners find a buyer for their parts of the business/real estate.