It's been a couple months since I finally had the electrical work completed. Since then I've been busy installing the siding, having the chimney rebulit, and performing a complete renovation of the lawn hence my delay in updating.
Instead of paying my PoCo $425 to turn off the power (for their predetermined 4 hour time frame) I hired a local licensed electrician to perform a 200amp heavy-up for $1500 parts & labor (The local big name elec companies wanted $3600+ for 150a and $4200+ for 200a). After the inspector signed off the PoCo stopped by 3 weeks later and replaced the service drop.
The upgrade allowed me to comfortably shift the SE/weatherhead out of the way so I could install the vinyl siding and soffit. Made all the difference being able to move it when and for what period of time I required. In the image below the SE's not yet 100% secured to the house as I still have some soffit work to do on the lower areas.
Thanks again for the input.