Some actually happen to be agents here in Orlando with some investing history and they’re willing to help me out so I am grateful for that.I have many goals, long and short term, but I prefer to work on the short term goals because they eventually lead to the bigger long term goal.

If your first home is owner-occupied and you want to eventually turn it into a rental, that's fine.

I will have to do that eventually. 

I am looking to Flip and eventually own a few rental properties.

Unless it has been recently rehabbed and has new everything, you need to be setting aside significant reserves for the eventual roof replacement, driveway repairs, HVAC, etc.  

My struggle is the exit strategy for the investor so I can eventually take over the property.

I typically advised my clients to use 85% - 90% of Zillow's estimated rent.Craigslist is also good - Just make sure you are comparing apples to apples 🍎 As @Lee Ripma mentioned and that I confirmed with you, MF rent less than SFH.Continue to put in the work and your eyes will eventually be trained to spot great deals from 1 mile away 😀.Rentometer is pretty accurate and I rely solely on it for years before I became a Realtor.BP Insight is also not 100% accurate, especially for Multi-Family.Once you crush your numbers and you want to confirm your numbers on a property that checked your criteria, then reach out to your Realtor for comparable as this is part of their job and fiduciary duty to you as their client.You have the right mindset and attitude.Keep crushing the numbers man!

That is what I want to do but I want to ensure that I will still be able continuously refinance into a conventional loan eventually 45 times per year per property without any setbacks due to “Too many hard credit inquiries”?

Just a thought.Depends on if you have cash reserves to cover the pipe replacement now; if not, you could save a certain amount each month to put towards eventual replacement.I guess you just have to decide if you want to pay to have the pipes replaced now, or at an unexpected time in the future. 

I've also seen folks with 10 mortgages on their credit report have 800 scores though, so eventually it evens out.