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holy smokes that's a wall of text, was that posted from your phone? anyway no worries, all good. i have not come across such a service as i run all my trades directly, but given how much of a ripoff even execution only already is at CHESS brokers for options trades, anything including a discretionary component is surely going to cost a bucketload.

i have noticed that i tend to get better fills nearer to the close, this is not a hard and fast rule, but if you have to choose one or the other i would probably take a quick glance at the market in the morning just for a bit of an indicative guide, then look to actually place the trades in the final hour of the session.

yes management of open positions can be a bit tricky when combined with a full time job, that's why i prefer mainly sticking to selling covered calls and cash covered puts, even though i'm fully WFH and can check the market whenever i like. those strategies generally don't need too much management once they're active, though they are not set-and-forget by any means, most of the time i can just let them run to expiry and pocket the premium.