A good HI will go over your house with a fine-toothed comb.If you can find an Ex (or Retired) HI that is also Certified, that would be even better, since they will understand the structure/electrical/plumbing systems in more detail than a regular HI...

But I'm confused/curious as to why this Electrical Contr is so willing to burn bridges over couple of grand, is he just stupid?

Assets identified in this study include:Building Systems: plumbing, HVAC and electrical distributionInterior Construction: flooring, drywall partitions and ceilingsStructural Components: doors, roofing, windows and wallsPermanent Fixtures: emergency lighting, restroom fixtures and signageThis engineering-based cost segregation study included the following methodology:Physical Inspection through a site visitDocumentation review including architectural plans, accounting records and construction documentsA cost analysis which utilizes engineering principles in order to allocate costs to their applicable asset classificationsCalculation of the depreciation schedule using MACRSAs a reminder, bonus depreciation started to phase out in 2023.

You think through the major systems in the house (roof, exterior or tuck pointing, hvac, plumbing, electrical, unit turns, common areas) and if they are all new you should be good for a few years (5-10). 

For example, focus on demo and structural work in month 1, plumbing and electrical in month 2, and finishing (flooring, paint, etc.) in month 3.

@Fahima Hilal an architect usually only outlines mechanicals, plumbing & electrical on their blueprints.Your contracts should be creating appropriate drawings showing where their stuff would go and submit to city with their permit application.

, hvac/electrical/sprinkler/ADA/etc., landscaping/signage, plumbing, google pin ownership, are there any major capex items, etc4.

Lawn, snow, electric, gas, water ???

You will still have an electric bill even if tenants pay their own unit.

Start with house hacking, invest in credit and education, and leverage electrical skills.