My thoughts.
Obi does not have the strength or durability of Spider man, most of these guys can kill him easy.
Obi does have Force Pushes to get breathing room, as well anLightsaber that can help against Sandman and Electro, though Ocks Adamantium will tank it. Jedi Mind tricks are need used In heated fights so that's not a factor really, not that it should work on characters like Ock, Electro, or Kraven who all have either high will or TP resistance.
Obi speed and slight precog matches Spider Mans speed and Spider Sense, that's helps.
Obi is outnumbered still and does not have the durability to tank most of these guys attacks, these guys who harm or batter insane durable Spider Man.
Team sinister slight edge. Spider man Durability, web Incaps on some of these guys, and knowledge of them is the only reason Spidey does not get stomped. Obi Wan has no means to incapacitate sandman, electro or the rest with special webbing, and his lack of durability against foes that match and tag Spidey is a downside overall.
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