I would say it's very likely Robertson is re-signed. He liked it here (including Clearwater), always seemed to truly regret that he couldn't contribute and has been with Thomson for many years. Only question is $ since he took a cheap deal this year, made almost nothing last year and this might be his last contract (or last big one-year deal).
Given the enmity of players in general to owners taking a larger and larger share of revenue and players often doing considerable damage to their bodies to earn their money, I don't think players do (or should) feel any guilt in a situation such as Robertson's and find it difficult to believe he would give us a 'guilt discount'.
Yes my question was basically Familia money or Knebel money. I think Knebel money, even at his age, especially if he ends up continuing to get saves. Familia and Hand were both pretty rocky at times last year (and Familia had been for quite a while) and were basically ex-closers. Knebel also an ex-closer but still got $10 million after almost three seasons of not pitching (just a smattering of bad performance in 2020) just on the strength of his two months with the Dodgers in 2021. Robertson has shown more than all of them this year.
No "guilt" discount but if he wants to stay it won't be hard to make a deal, and sure, he might trade that second year for less money. Both sides already know what the risk is there!
Robertson was also his own agent the first time he signed here, don't know if he still is.
Answering my own Q
As for the blue spikes and sneakers, Robertson said he needed to talk to his agent about procuring some red pairs. (Robertson is his own agent; he negotiated a $100,000 assignment bonus into his Cubs contract because he expected to be traded at some point.)

How the Phillies' deeper bullpen and rotation can work in tandem
The Phillies have added and purged. The rotation is deeper. The bullpen is deeper. Those two units can make each other better going forward.
There are not a whole lot of wonderful comps for 38-year-old relievers. Remember he also has not closed that much in his career.
Best from last year was Melancon who got 2/14 for his age 37/38 years (and it would end up 3/17 if his 3rd year option got picked up). Robertson will be a year older than that and not necessarily more accomplished. I think it will be closer to Familia money than Knebel money for him - especially with the Knebel example of not being quite worth it. Kenley Jansen was 3.5 years younger, so his $16 million for 1 year is not a great comp.
https://www.spotrac.com/mlb/arizona-diamondbacks/mark-melancon-7335/
Final line for Ben Brown in his debut for Tennessee tonight:
— CHGO Cubs ( @CHGO_Cubs ) August 7, 2022
5.0 IP, 4 H, 1 ER, 9 K 2 BB pic.twitter.com/ru83D8AUQ75
Depends on whether he can develop three pitches, a solid FB isn't nearly enough in today's ML, since hitters can hit Alvarado's 100 MPH FB, they can certainly hit Brown's 95-97.
This is where the big three have an edge on Brown, they're more advanced with their secondary pitches relative to where they are in their development path.