When does money outweigh sentimental value? 1968 notchback build thread

I'm needing some help, opinions and honesty. I'm extremely discouraged right now.

So quick background. In 1995 I bought my 1968 notchback when I was 15. 318,904,7 1/4. Supposedly a little old ladies car from Cali, she passed and I bought it from her son in law in Chicago. Had been hit in the driver's rear that I knew of. Drove it through high school.

Between 15 and 17yo I built a 360, 727, 8 3/4. Put about 500 miles on motor. Went to wyotech, met a girl, got married, had kids, moved to CO, bought a house and had back surgery.

Fast forward to June 2015. Time to bring it from the back burner to the front. Been disassembling, pulled everything, cut and channeled crossbrace for a500, frame connectors. Car is on jack stands currently, I'm trying to get it ready for paint and body.

Today... Pulled drivers glass and started quarter glass. Started noticing issues and really looking over the car. I'm considering these major and wonder if I should move forward or if the car is worth saving. Looking for honest opinions and what this may cost.

Thanks. Keith

Drivers rear damage