This will be a shingle roof on a 5 plex.

Normal roof job is the shingles and any decking that is beyond saving and generally speaking most decking stays.  

I recently had a new roof put on one of my rentals, and that is when I realized the skylight literally is mounted on some sort of frame box protruding off the roof plywood, and that, the skylight can replaced without touching the shingles at all.See first picture on this link: https://www.hometips.com/diy-h...This link is to an image showing how the skylight sits ontop of the said housing: https://www.pinterest.com/pin/...Thus, first find out, where is the leak?

The "workmanship" that we're seeing, across the board, is nothing short of disgraceful - paint hiding rotten siding, vinyl flooring over rotten sub-floors, "new" shingle roofs over 2 old roofs where the structure can't support it, load-bearing walls removed with no structural replacement, even a swimming pool that was buried.  

Thank you all...Roof has some shingles off so they decided to end my contract :-D.....I will fix shingles and try another insurance company...but my agent said just fix shingles and reach out to him..he will reinstate the contract again and straighten everything out...

.#3 Contact Local Contractors for Labor Pricing / Hire a GC to ConsultCall local Subcontractors and get budget pricing for common repairs on your typical rehab project.For example, call a roofer and ask what their average cost per Square of Architectural Asphalt Shingle Roofing would be on a 1,500 sf house, with a 6/12 pitch.Note: Some contractors will be reluctant to share pricing without seeing the property, but tell them you are just looking for a rough budget number you can use on future projects.You can also pay a General Contractor a consulting fee of a couple of hundred dollars (per house) to walkthrough a few properties with you and provide a detailed estimate of prices that you can use as your 'menu for future projects.#4 Compile Your Prices into a Spreadsheet or Estimating SoftwareOnce you start to get a better understanding of Labor and Material costs you will want to store this data into a spreadsheet or software that you can use to help you streamline the estimating process.The Book on Estimating Rehab Costs comes with a spreadsheet that you can use to help you populate your own database of labor pricing and material pricing.

Often in Worcester they call the roof "historic" so you have to apply for a waiver to replace it with asphalt shingles if you want to do that. 

We had to take out a wall, replace all paneling with sheet rock, re shingle the roof, and put in new flooring.

Hi I have a roof leak on an older rental with a shingle roof.

All it needed was new shingles and 2 new doors that were tore out.