I am going for a house hack with Fannie & Freddie conventional , After my 4th offer was rejected going over listing I asked the listing agent for some additional info and they stated that for this property there were 42 showings within 4 days. 1 cash offer, 1 commercial, 15 conventional and one FHA with 9 waived inspections, 11 escalation clauses and 5 appraisal gaps.

I'm looking for suggestions on contractors to work with especially the landscaper,  pool rehab and cleaners for maintenance  Thank you for your help.   

How can I verify the Opex of the property prior to submitting an offer?

So I suggest getting a ‘best guess’ figure based on several sources (Airdna, Rabbu, STR Insights - don’t rely on just one) and then build in some conservatism and see if you are still comfortable what your pro forma kicks out.

We typically offer cash for keys first.

@Kyle Hendricks You say you are a lender, is that a traditional bank lender, or do you offer private lending?

Despite offering above the asking price, I'm consistently missing out on potential deals.

Ironically, the offers we had from private entities to purchase the property were approximately $200k less than the final price.Why was this the case?

Owners mistakenly ASSUME all PMCs offer the exact SAME SERVICES and PERFORM those services EXACTLY THE SAME WAY, so price is the only differentiator – so, they often select the first PMC they call or that calls them back!

If you own a home, I suggest you ask a few places to give you an estimate at your house.