Primarily for personal use for the family as well as an investment (but the numbers need to work), I am just starting out searching for a property so I am open to all suggestions and comments.

Great for personal residence but not for scaling.  

Some will even allow you to hire their maintenance teams on an as-needed basis.TaskRabbit & Thumbtack – While hit-or-miss, these can be useful for small jobs when in a pinch.Additional Considerations for Remote Management:Emergency Plan – Have a go-to person (trusted neighbor, friend, or even a tenant) who can physically check on things in case of an urgent issue.Lease Clauses – Since you’ll be remote, make sure your leases clarify expectations for minor maintenance responsibilities (e.g., tenants handling small fixes like unclogging drains).Vendor Relationships – Set up accounts with appliance repair services, locksmiths, and other key tradespeople so they’re familiar with your properties.Tenant Selection & Retention – With your solid rental history and below-market rents, you’re in a great position to minimize turnover, which is key for remote management.Sell or Hold?

Hey Makani, you should check out DSCR loans, which are primarily for investment properties and focus on the property’s income potential rather than your personal income.

Personally I prefer homes around that median price because that's where the most demand will be not only for owner occupants but renters as well.

Keep in mind that DSCR loans are how most investors have scaled. whether its residential DSCR or commercial DSCR at 5+ units. personally, i like them better. few reasons why:1. seasoning period is only like 10-30 days vs 60days going conventional2. seller max contributions DSCR is 3-6% where conventional its only 2% max3.

Some high-end STR's (like in Joshua Tree) do use professional models, but for your market and property type, I’d suggest removing personal photos and focusing on the space itself, so guests can imagine themselves there, which is really what you want.You also have 81 photos, that’s too many.

Therefore, it is advisable for the client to consult with their CPA to receive personalized guidance tailored to their unique financial situation.

Nice to connect 😎Its in Joliet - Cathedral area I hope to meet you in person as well?

Do you own these properties in your personal name or through an LLC?