I'd take any info from either as worth its weight in gold

A good handyman/contractor is worth their weight in gold....

It was suggested that her statement could leverage my ability to acquire a mortgage loan myself from a lender if they were to give the statement any weight against my debt to income ratio.Thoughts?

I have seen houses with 3 shingle layers and that is a lot of weight on the structure, only if it was 3 or more would I be concerned.

It was rented within 3 weeks, with people lining up.Now we know the true market rent, and everything else is simple.We got a bank appraisal a few months later and it was appraised for $790k, with only two cottages at market rent.We took out $490 k, and basically had this property for free.With gradual rent increases, tenant leaving, currently, the rent roll is around $8000.This is a cash cow, before any appreciation play.If I am not local, I do not think I will buy this.There are deals anytime in any market.

I own a 5 unit and even for that, they weight the comparable sales approach more than income approach.  

@Randall Kates - It's much easier to raise the rent gradually each year by $50 than to increase it by $200 or $300 every 4 or 5 years.

This is what I was reading..For passenger vehicles, trucks, and vans (not meeting the guidelines below), that are used more than 50% in a qualified business use, the total deduction for depreciation including both the Section 179 expense deduction as well as Bonus Depreciation is limited to $11,060 for cars and $11,160 for trucks and vans.Exceptions include the following vehicles: Ambulance or hearse used specifically in your business;Taxis, transport vans, and other vehicles used to specifically transport people or property for hire;Qualified non-personal use vehicles specifically modified for business (i.e. van without seating behind driver, permanent shelving installed, and exterior painted with company’s name).Limits for SUVs or Crossover Vehicles with GVWR above 6,000lbsCertain vehicles (with a gross vehicle weight rating above 6,000 lbs but no more than 14,000 lbs) qualify for expensing up to $25,000 if the vehicle is financed and placed in service prior to December 31 and meet other conditions.

Regarding the other market variables, how does one rationally decide how to weight each variable if one simply has the goal of highest long term IRR for SFH Buy and hold strategy?

After some time I became a co-host of his homes, and then gradually took over all aspect of his bookings, repairs, coordinating of cleanings, guest communications, etc.