TripleATeam
G.O.A.T.
Top 4 seeds are Sinner, Djokovic, Alcaraz, Zverev. As tradition, I'm throwing in a bonus player - Medvedev.
Sinner
R1: McDonald
R2: Michelsen
R3: Jarry/Wawrinka
R4: Paul
QF: Medvedev / Tsitsipas
SF: Alcaraz
F: Djokovic
9/10
It's about as tough a path as you can expect here. The harder semifinal by far, the hardest quarterfinalist and one of the more dangerous backup quarterfinalists, along with a tough R4. The R1-R3 are fairly weak though and unlikely to present a major hurdle. The jump from R3-R4 could be tough to navigate, but I expect Sinner to make it through. Unfortunately, there's no breaks after R3's over, so Sinner will need to be strong throughout in order to win. I'll give this a 9/10. Theoretically there could've been a stronger hurdle in the first week to bump him up the extra point, but the 2nd week is as tough as it gets nowadays.
Alcaraz
R1: Qualifier
R2: Shapovalov / van de Zandschulp
R3: Draper
R4: Korda
QF: de Minaur / Hurkacz
SF: Sinner
F: Djokovic
6/10
R1-R2 shouldn't be tough. R3 and R4 are decent opponents. Both have another level they can theoretically hit to trouble Alcaraz (especially if he plays anything like he did against Monfils), and both are somewhat consistent players without major losing streaks recently. Likely to at least prove troublesome during a set or two - still, not the hardest possible R4 but not the easiest. He drew the easier backup QFist but among the harder QFists - I'd rank them as Medvedev > Hurkacz > Rublev > Ruud in terms of most dangerous here to the least. SF and F were always going to be Djokovic and Sinner, the question was what order he'd get them - I think he got the worse order. You'd probably want to face Djokovic first and go all-out there maybe before Djokovic locks in for the final, but then again this is the US Open so maybe Djokovic in the final is vulnerable. Either way, I think Sinner's less likely to win his semifinal against Zverev if it happens than Djokovic would - so you'd want Djokovic to happen first in case your finals opponent is Zverev.
All in all, solid draw but not extreme in any respect. 6/10 as the R3-R4 are solid. I think the draw's very advantageous as it ramps up in difficulty in a measured way. No sudden jumps in difficulty and starts slow to let him get in the headspace.
Zverev
R1: Ruusuvuori
R2: Walton/Muller
R3: Cerundolo
R4: Rune/Musetti
QF: Ruud/Fritz/Humbert
SF: Djokovic
F: Sinner/Alcaraz
3/10
Harder half. I think he would've preferred Djokovic/Alcaraz duking it out and him taking on Sinner. However, he got the easiest QFist but the harder backups (both great servers). Despite Rune's rocky start of the year, he's not been doing too poorly recently. Musetti has also been alright, though his top level performances leave a bit to be desired. I'd still prefer this R4 to all the others. The R1-R3 are fairly unremarkable. I think the discussion about what half he'd like probably affords him a half point, but everything else is either below average or average in difficulty. It's about on par with Djokovic's draw below, with more variance. It could end up much easier (if Fritz and Humbert lose early and Rune/Musetti really aren't up to it) but could end up harder (Cerundolo, well-playing Rune, servebot Fritz, Djokovic, Alcaraz).
Djokovic
R1: Qualifier
R2: Djere/Struff
R3: Popyrin
R4: Shelton/Tiafoe
QF: Rublev/Dimitrov
SF: Zverev
F: Sinner/Alcaraz
3/10
Easier SF, easier QFists. Shelton/Tiafoe could be troublesome (their Cincinnati alone would be cause for some concern, but they've also got other performances in their past that prove they have a high level), but I'm not expecting them to cause too much trouble unless Djokovic comes out really flat. Similar from Struff and Popyrin in R2-R3 (Struff is ranked 35, so almost seeded yet still a R2). Djokovic has the hardest R1-R3 of any of these guys, I just don't think that'll be too much of a problem unless they stop him from getting a good rest in. Nontheless, the draw is pretty much perfect. It's not too difficult until the final, and it slowly ramps up in difficulty right from the get go. If you could craft a draw, I'd probably change the R2 to be slightly easier but it's pretty much exactly what I'd want in Djokovic's shoes. 3/10 for difficulty.
Medvedev
R1: Lajovic
R2: Marozsan
R3: Cobolli
R4: Tsitsipas/FAA
QF: Sinner
SF: Alcaraz
F: Djokovic
8/10
Let alone being in the harder half (would prefer Djokovic/Zverev as then you don't need to go through all 3 of Sinner/Alcaraz/Djokovic), he's also placed in a section with Tsitsipas - Tsitsipas has the experience of a slam finalist and the level of play to get there again if he gets his act together, along with FAA as a backup that has the skills if it's the right day. However, the first 3 rounds really shouldn't trouble him at all. That could be tough as it's a sizeable jump to go straight to Tsitsipas' level if he's there, but it's unlikely to happen given how he's been playing. I'd definitely take Tsitsipas over Paul, though, with the way he's been playing. 8/10 at most.
Sinner
R1: McDonald
R2: Michelsen
R3: Jarry/Wawrinka
R4: Paul
QF: Medvedev / Tsitsipas
SF: Alcaraz
F: Djokovic
9/10
It's about as tough a path as you can expect here. The harder semifinal by far, the hardest quarterfinalist and one of the more dangerous backup quarterfinalists, along with a tough R4. The R1-R3 are fairly weak though and unlikely to present a major hurdle. The jump from R3-R4 could be tough to navigate, but I expect Sinner to make it through. Unfortunately, there's no breaks after R3's over, so Sinner will need to be strong throughout in order to win. I'll give this a 9/10. Theoretically there could've been a stronger hurdle in the first week to bump him up the extra point, but the 2nd week is as tough as it gets nowadays.
Alcaraz
R1: Qualifier
R2: Shapovalov / van de Zandschulp
R3: Draper
R4: Korda
QF: de Minaur / Hurkacz
SF: Sinner
F: Djokovic
6/10
R1-R2 shouldn't be tough. R3 and R4 are decent opponents. Both have another level they can theoretically hit to trouble Alcaraz (especially if he plays anything like he did against Monfils), and both are somewhat consistent players without major losing streaks recently. Likely to at least prove troublesome during a set or two - still, not the hardest possible R4 but not the easiest. He drew the easier backup QFist but among the harder QFists - I'd rank them as Medvedev > Hurkacz > Rublev > Ruud in terms of most dangerous here to the least. SF and F were always going to be Djokovic and Sinner, the question was what order he'd get them - I think he got the worse order. You'd probably want to face Djokovic first and go all-out there maybe before Djokovic locks in for the final, but then again this is the US Open so maybe Djokovic in the final is vulnerable. Either way, I think Sinner's less likely to win his semifinal against Zverev if it happens than Djokovic would - so you'd want Djokovic to happen first in case your finals opponent is Zverev.
All in all, solid draw but not extreme in any respect. 6/10 as the R3-R4 are solid. I think the draw's very advantageous as it ramps up in difficulty in a measured way. No sudden jumps in difficulty and starts slow to let him get in the headspace.
Zverev
R1: Ruusuvuori
R2: Walton/Muller
R3: Cerundolo
R4: Rune/Musetti
QF: Ruud/Fritz/Humbert
SF: Djokovic
F: Sinner/Alcaraz
3/10
Harder half. I think he would've preferred Djokovic/Alcaraz duking it out and him taking on Sinner. However, he got the easiest QFist but the harder backups (both great servers). Despite Rune's rocky start of the year, he's not been doing too poorly recently. Musetti has also been alright, though his top level performances leave a bit to be desired. I'd still prefer this R4 to all the others. The R1-R3 are fairly unremarkable. I think the discussion about what half he'd like probably affords him a half point, but everything else is either below average or average in difficulty. It's about on par with Djokovic's draw below, with more variance. It could end up much easier (if Fritz and Humbert lose early and Rune/Musetti really aren't up to it) but could end up harder (Cerundolo, well-playing Rune, servebot Fritz, Djokovic, Alcaraz).
Djokovic
R1: Qualifier
R2: Djere/Struff
R3: Popyrin
R4: Shelton/Tiafoe
QF: Rublev/Dimitrov
SF: Zverev
F: Sinner/Alcaraz
3/10
Easier SF, easier QFists. Shelton/Tiafoe could be troublesome (their Cincinnati alone would be cause for some concern, but they've also got other performances in their past that prove they have a high level), but I'm not expecting them to cause too much trouble unless Djokovic comes out really flat. Similar from Struff and Popyrin in R2-R3 (Struff is ranked 35, so almost seeded yet still a R2). Djokovic has the hardest R1-R3 of any of these guys, I just don't think that'll be too much of a problem unless they stop him from getting a good rest in. Nontheless, the draw is pretty much perfect. It's not too difficult until the final, and it slowly ramps up in difficulty right from the get go. If you could craft a draw, I'd probably change the R2 to be slightly easier but it's pretty much exactly what I'd want in Djokovic's shoes. 3/10 for difficulty.
Medvedev
R1: Lajovic
R2: Marozsan
R3: Cobolli
R4: Tsitsipas/FAA
QF: Sinner
SF: Alcaraz
F: Djokovic
8/10
Let alone being in the harder half (would prefer Djokovic/Zverev as then you don't need to go through all 3 of Sinner/Alcaraz/Djokovic), he's also placed in a section with Tsitsipas - Tsitsipas has the experience of a slam finalist and the level of play to get there again if he gets his act together, along with FAA as a backup that has the skills if it's the right day. However, the first 3 rounds really shouldn't trouble him at all. That could be tough as it's a sizeable jump to go straight to Tsitsipas' level if he's there, but it's unlikely to happen given how he's been playing. I'd definitely take Tsitsipas over Paul, though, with the way he's been playing. 8/10 at most.