I get the new construction with the tabs and redo all the trim.

The trim needs paint, sure, but they aren't rotting out.

When I looked at the property I saw no issues with the up keep and everything looked well kept except for a few normal wear and tear issues with the trim or paint.My issue is I have no idea how to go about getting set up with Section 8 and the property management company that I will be using said they do not manage section 8. 

They’ve put in new flower beds and trimmed the bushes.

Trim number seems high unless you're going all out?

Personally we have trimmed our investment portfolio and positioned to take advantage of high inflation.  

Maybe some type of trim or thin molding cut the full length glued on top with a strong epoxy like JB Weld. 

I'm also looking to replace the trim around the windows- many of them being wood. 2.

These are major things like (all estimated include labor + materials):1. roof with heavy granular loss and near end of live (needs replacement) - estimated $9K2. foundation grading needs - estimated $1k3. new HVAC needed - estimated $12k4. wood rot on housing in numerous places + wood trim repair/replacement - estimated $2k5. new water heater needed on 1 side - estimated $3k6. rotted facia and soffet - estimated $3k7. soil grading - estimated $1k8. bad electrical wiring that must be rectified by electrical - estimated $1k9. exterior vent repair - $50010. broken window repairs - $50011. exterior paint - $3kone entire side is not renovated (which is fine - but still alone needs it's only 10-20K worth of work to make marketable like the other side - flooring, paint, appliances, and cabinets)estimated total without renovated duplex side: $36-40Kestimated total WITH renovated duplex side: $56-80Kwhat's making me think twice:lender and agent are close (not unusual)things that the appraiser DID NOT find compared to the home inspector made it a perfect pass for FHA loan.

All materials (flooring, trim, fridges, counters, toilets, etc.) have already been purchased.I will need to hire contractors to finish the 8 units and do some siding work as well (new roof put in 1 year prior)I wanted some advice on the contractor portion of the deal.