That is a fair amount of damage IMO. Having to strip down a hood and repair & repaint it along with repairing the cowl and repainting that is a fair amount of work for the non-professional DIY guy. To pay somebody to do that work would be a fair amount in labor and materials.
The football nor the scissor jack will get that crease out near the edge of the cowl where it meets the passenger fender. You can use the methods to pull most of the dent out. After that you can grab a dolly and reach up inside the cowl and lightly bump the inside upward with it to try to get the crease out. There is not enough room to swing a hammer in there. If the crease still remains then it's stud welding time IMO. The center part of the cowl is actually really flimsy and I pulled it out with my hands.
Been there done that. Pics are from my old T-top and mine had roof damage too (very little though).