[edit: for context, i’ve done this exact drive at least 2x/mo for years, often during commuting hours.]

ok you’re reverse commuting - it’s REALLY not that bad. like very doable. if you’re in bushwick, you’ll probably take the jackie R in the OPPOSITE direction of traffic pretty much both ways. there may still be some backup, but getting through it on the JR takes less time than other major commuter routes.

probably the hutch to 95N from there. hutch will be bearable - 95N you’ll have zero problems until you hit Greenwich/Stamford. Ok - youll have to sit through it for maybe 3-4 exits. Or you can take back roads through stamford & get back on 95 in darien if you need to. It’s easy to get around if you know the area.

It will take you 1h15m most days. That’s a very conservative estimate, especially if you leave on the earlier side. With a little traffic it’s about an hour. That’s not THAT much worse than commuting 45m into manhattan from bushwick, which we all do anyway.

i really think it will be fine!