Insurance quotes I have received from the big companies are outrageous and they require a roof that is not more than 10 years old or they don't want to insure (although inspection and certification is required). 

It literally consisted of one trip to Home Depot for lumber which cost me about $300 in materials, $200 to pay my handyman to help with the work this 5” tall gal couldn’t physically muster, and about $150 for the termite company to come back and spray and inspect.  

While I agree a realtor is an integral part of your team for investing, I personally wouldnt want them to be my "boots on the ground" inspection. 

Any problem you have with Departments like Code Enforcement and Plans and Inspection and Environment and Historic is going to cost you time and money and patience.

Would it be during the inspection period or maybe if I needed to get some repairs done in the future?

Closing costs can be thousands of dollars, and you may need to foot the bill for inspections, home repairs, or even fun things, like new furniture.

They also do inspections on the properties every 6 months.Some companies just charge a flat fee, but you get what you pay for so really check them out before deciding.

After moving in a inspecting myself I'm worried the work wasnt done right.

Here is the process that I recommend for learning how to estimate rehab costs:#1 Read 'The Book on Estimating Rehab Costs'First, you need to build a foundational knowledge of construction, inspecting properties and putting together a detailed SOW.JScott's 'The Book on Estimating Rehab Costs' is a great resource for new rehabbers to learn how to Estimate Repair Costs on 25 common rehab repairs.https://www.biggerpockets.com/store/the-complete-g...#2 Explore Lowes and Home Depot to Learn About Material PricingTake a tour through Lowes and Home Depot (or their websites) and look at finishes materials and fixtures that you will consider using in your rehab projects.

I have already completed the initial home inspection, repairs are being completed as we speak, so outside of the re-inspection, I am just waiting to sit at the closing table.