Obviously, you would rather have your friend than the books and other items. But, you did not make a choice in saying you would take the toys and books over your friend. It is something you had no control over. I would trade any of my toys for my old cat. But, it is not really a choice I can make.
The Transfandom as a whole is getting older. And, there are quite a few among us who are stereotypical "fat guys collecting toys". I know that a few have died in the last few years of expected complications. (That is not counting guys who get random maladies like cancer and such, or die in accidents.) I expect the next 10 years to be high-attrition for the fandom. (And, I know a couple of guys who are likely to be in that demographic unfortunately.) Joe fans, being anywhere from 5-10 years older on average are not likely to fair much better.
That is pretty similar to my intiial plan when collecting. I started off focused on sentimental and iconic favorites. (The original 13 was never on my "must buy" list, even before it became apparent that getting them would require jumping through absurd amounts of hoops.)
I was looking over them the other day and came to the stunning realization that I 'had them all.' My major goal was very simple in the beginning--get the major Cobra characters I liked, and the O13 Joes, plus any other Joe or Cobra characters I have an interest in. And up to this point I've essentially achieved that goal. It's only a few random Joe characters that I like enough to consider picking up.
Flint was my first "skip", as I did not like the toy, despite my fondness for the character. At one point, back in March, I realized that I had all of the single carded figures but Flint, and made plans to get the re-release. Then, I missed the tank driver, simply because I did not buy it when I saw it. As I was waffling on that wave's Duke, I skipped that too. (I do not plan to hunt for the tank driver, and I already had a gap because of Flint.) From there, it was easy to skip the Python Officer (which I have only seen a few times), Tiger Force Flint (seen once or twice) and that Roadblock figure.
I am looking to get Mutt and Junkyard, (sentimental, if not iconic, favorites), and Croc-Master.
I would be more tempted by the Tele-Viper (one of the first toys I army-built) if it were not in a boxed set. And, I am wary of the MASS Device sets.
Still, do not be put off by the scale change. After all, SW had a scale change, and it works well.
Dom