Hey Jimmy,2x Los Angeles house hacker here (and a case study in the BP book, The House Hacking Strategy).In terms of age, it can make a difference but it comes down to what work has been done.

There are over 20 active CPAs here in Biggerpockets assisting RE investors with their tax planning.

As for your lease, Section 8 requires a Housing Assistance Payment (HAP) contract, but your existing lease can often still be used, with some modifications to ensure compliance with Section 8 requirements.Who Decides the Rent?

@Saurabh Kukreja we don't recommend investing via zip codes - too broad of an area.We've mapped out all of Metro Detroit and categorized Cities & Neighborhoods by Class A, B, C, & D.We take assisting investors very seriously, just read below:Recommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a Class A property in Class D area, what quality of tenant will you get?

Often, the on-site agent will assist a buyer's agent who doesn't know much to get through the transaction because the agents on-site who work for the builder are on salary.

And I will be glad to assist if there is any meetup in the area, i am also a licensed Real Estate agent.

I would add on for research the podcast “ We study Billionaires” they have recently done a split in their podcast.

Market Research: Study the local market trends, job growth, and property appreciation to ensure long-term profitability.

Or maybe a great real estate lawyer that might be able to assist?  

You'll know this because you've been studying the market.