CH and others offer panels that will do the job for you. Home Depot used to sell them. I am unaware of a CH made switch to tie the main and your genny feed breaker together. Not that they do not make one now I just have never seen one.
I know what double pole switch is, and that will not solve the problem for you. A double pole double throw switch MIGHT. Depending on the installation. I suggest you consider a 3 pole and not tie the neutrals from the utility and the genny together.
Back feeding in any form is not a good idea. I doubt strongly that your 50 amp outlet is set up for 4 wires. IF it is 4 wire then...................
All you need is a 60 amp switch. 8750 divided by 240 is 36+ amps.
Best bet is call a pro in your area and have them inspect the situation and give you pointers on what exactly needs to be done per your local codes and authorities.