What happened to poor Riker that was so stressful he gained weight and developed an addiction to "Enterprise" holo-programs? Was it Data's death, maybe?
Apparently captaining the Titan might not have been all it was cracked up to be for him. I've always supposed that the reason we can assume he went so long as Picard's #1, while turning down commands, was that deep down he never really felt he'd deserved it. His whole career was built on him backing a criminal & participating in the deaths of a crew, & at least until Nervala IV his postings probably relied heavily on Pressman's recommendation being at the forefront of his file. There's a little truth to what Pressman said about "making" Will, at least in those formative years. Being sent to Betazed could easily have been a "Lay low until the dust settles" type of assignment, that got rewarded with a promotion & posting on the Potemkin.
At some point there Will maybe goes into overcompensation mode, by getting ultra-heroic (Like Nervala IV) & becoming something of a fast burner, wanting to rise in rank quickly, & ultimately getting rather strongheaded as the XO on
The Hood. It comes off now as if he'd wanted to distance himself from his ugly roots, & reinvent himself. In the end though, he just never really wanted to pull the pin on the big chair for many years, maybe out of guilt, & once he did, we see the kind of psychological difficulties he had. Dude's kind of a fragile ego wrapped in a lot of mock bravado & machismo
As interesting of a somewhat unintentional character arc as that became, I'm actually just as intrigued by the untold story of Tom Riker too. Honestly, they really did a number on that poor guy, when he showed up. He got his life & career stripped from him, & ultimately lost out on the woman he loved to his doppelganger, who actually played the on/off thing with her, until he ended up marrying her.
But worse was that Will outed them BOTH when he confessed about the Pegasus stuff. That might not have gone well for LT. Riker on the
Gandhi. It certainly could've really ruined his reputation, & began him on the path of disillusionment in Starfleet altogether. In some ways, I'm more sympathetic to Tom than Will. Will got all the spoils, including the chance to set things right about the Pegasus, & Tom just became the Riker who didn't voluntarily come forward (Though he was probably called to testify)
Tom didn't have any accolades like saving Earth from the Borg to fall back on. He got done dirtier than nearly anybody in the franchise, for having been a noble fellow. Dudes on Star Trek have gone supervillain for less, & all he did was take up with the revolutionaries, & as such is really no different than Chakotay. I really do hope he found his way out of the labor camps. In some ways, that dude really deserves a break lol