You have the expense of owning and managing the LLC and the time involved, but no benefit is apparent to me.

Understand their fees, bid process, termination requirements, markups for work done, how they confirm fair bidding (especially if they have on-staff handyman).I would talk to the actual tenant in place to understand what their experience is with both property and management team.I would drive the area to understand how your property compares to others on the street/in the neighborhood.I would talk to other management companies and realtors to understand their understanding of the market, rent levels, etc.Basically, full due diligence and underwriting of the property.

I understand the eagerness to get started, but slow and steady still wins the race.

Looking into cash-out refinancing and DSCR loans and all of that but I'm getting ahead of myself as I don't even have the 1 yet lol.Nobody in my family has any experience with this sort of thing so I'm just hoping someone can give me their opinion on if this investment makes sense.The home is currently being rented for 2900 total (all tenants are month to month and have been there about a year each) and my monthly costs would be 1,200 included taxes, insurance, mortgage etc.I am considering putting the home on section 8 because the fair market rent would make my monthly rent 4k+ but I'm weighing the pros and cons on that avenue.From what I understand the biggest costs to me as a home owner would be a new roof or fixing the pipes for any reason..

I suspect you will end up regretting selling the place in a few years but I understand your thinking.

You can’t craft an offer that solves their problems - one they’re likely to accept - until you understand the problems they’re trying to solve. 

My onboarding usually involves having my team send the prospect with our onboarding documents and I will either meet in person or do a zoom call with them to talk about our process and see if we are a good fit for one another.If they want to move forward, they fill out the onboard docs which I pass to my VAs and they setup the listings.

If that is the case you need to narrow down your goals such as how much you want/need to cash flow, how much management you want do with tenants, and how involved you want to be in the entire process. 

I currently live in Charleston and am a fishing guide by trade so I have a good base understanding of how water moves through salt marsh areas, but it'd make me feel a lot better about this purchase if I could have an expert look at it.

However, this often involves more complexity and expense.