We are currently trying to book high-season months 2-4 weeks prior to check-in because we see the highest rates this way.

Give The Ultimate Guide to Grading Cleveland Neighborhoods a read.

@Allen Berrebbi I use FreedomSkips.com same high quality data as Batch, NeedtoSkip, and SkipGenie without the high prices.

I have been doing my fair share of readings but i have a lot of questions that pop up and wonder who i can reach out to More info on my financial status if anyone is willing to give recommendations:10k in roth ira3k in high yield savings (paused to pay off debt)6500 in student debt200 ish in credit card debtestimated 4.5 months to pay off. 2 current part times (only been at each a year)expect to go full time on 65k salary working at brick and mortar bank and use college transcript as 1 year and pay stubs as other forms of evidence of a jobfather will be able to aid 20k as gift and if need be added as a cosigner for better approval rates.my goal is to save 50k, debt free and look for houses, however, could this be done sooner with other thank you for any and all advice !

Passive real estate investing comes with its own challenges of course, most notably finding quality syndicators and the high minimum investment (typically $50-100K if you invest by yourself).

Her D-to-I is high due to the purchase of our primary home and with us starting to supplement her W2 income with 1099 income.

I don't know about this cap rate projection, at least in CRe-Retail we project out a 10 basis point rise in cap rate for each year the property ages, so the Cap rate may be 5.5% assuming interest rates don't budge, (probably heading higher as US Govt has to deleverage its last 40yr debt run-up, like we did between '45 and '82, and we did again btwn 1899-1920, same 30-40 pattern going back to mid-1800s)I watched all their videos/podcasts/available webinars.

Asset depletion/utilization loans with no income docs for primary are going to carry a higher rate like @Erik Estrada mentioned, but this seems really high.

I always believe selling properties should include high customer service. 

There are DSCR based seconds available for investment properties, however the rate and fees are high.