Different year, different model, so not sure how much this pertains to your swap, but way back when I dropped a 440 into a '76 Club Cab that was originally 360, I was told I HAD to swap the booster or the 440 wasn't gonna fit.

Well.......that wasn't 100% correct. The 440 just barely cleared the booster with stock valve covers, but it DID clear. Big issue was having to take the booster loose to get the valve cover off. As long as you're not running adjustable valvetrain, and get a good seal, you'll be lucky to have to take the covers off every 5 yrs, if that.

Are you planning suspension upgrades? Keep in mind the extra weight of the BB.

As I've mentioned a number of times over the years, I actually got better gas mileage with the 440 than the 360. A LOT more fun too.