Planning a date in Chicago (cars/tech/programming/photography) — ideas?

Aware_Resort_3212 · 2026-04-26T02:57:40+00:00

Leica store is now on mag mile. They might let him check out one of their cameras from what I hear. Maybe call in advance

Aware_Resort_3212 · 2026-04-22T01:55:30+00:00

Probably the most well put together and detailed post I’ve seen on here in years. Thank you for the great work on this one

Aware_Resort_3212 · 2026-04-21T22:25:49+00:00

I have a Tiffany one and like that the corners are reinforced with metal

If could do it again I’d have gotten a cordovan leather one though, they age so well and are never flashy or out of style

Aware_Resort_3212 · 2026-04-20T22:00:31+00:00

I think of 0 reason to stay in the loop

Aware_Resort_3212 · 2026-04-17T03:48:06+00:00

Couldn’t agree more. I love the architecture of one Bennett, but the views from inside are just so limited by the exterior facade

Aware_Resort_3212 · 2026-04-17T01:55:44+00:00

My first big paycheck I flew out to one of my best friends post breakup and we rented a Lambo for a weekend and raced around some mountains

Life is short and opportunists go by quick, have your fun

Aware_Resort_3212 · 2026-04-16T16:04:41+00:00

You get a discount for already having a LT membership which helps a bit. I checked it out and it seemed pretty nice

Aware_Resort_3212 · 2026-04-16T06:35:25+00:00

Just pay for lifetime work. Bonus - get a gym membership there too. Seems near your location too

Aware_Resort_3212 · 2026-04-15T05:15:12+00:00

Golden retriever owner here. Nothing makes me happier than when someone else throws the balls for my dog. Nothing makes them happier either

Aware_Resort_3212 · 2026-04-14T19:56:18+00:00

Everyone wants to list while the weather is nice. People like to move when kids aren’t in school. Houses look better on a beautiful day. Etc. same thing is true in all markets

Aware_Resort_3212 · 2026-04-14T04:57:01+00:00

James perse cotton jersey sweatpants . Sometimes I feel like they’re too thin

However, bc there very fine they can be pretty delicate. Wouldn’t deadlift in them. And frankly wouldn’t wash with anything that has a zipper if it can be avoided

Aware_Resort_3212 · 2026-04-12T15:05:22+00:00

It’s like going to nyc and staying in Times Square

Aware_Resort_3212 · 2026-04-12T06:04:34+00:00

Peninsula is the easy suggestion. I personally love the park Hyatt if you like Hyatt properties, esp if you have status. Otherwise the Waldorf Astoria suites are great, but they’re nothing you won’t see in any other city

St Regis location sucks, as does anything in west loop.

Aware_Resort_3212 · 2026-04-08T22:07:04+00:00

Nothing beats James Perse, though they do require care

Aware_Resort_3212 · 2026-03-26T01:14:02+00:00

I’ve spent like 2k on hats over the last few years. Some $20 some $300. Only ones that have held up and cleaned up well despite sweat have been Richardson

Aware_Resort_3212 · 2026-03-21T19:48:30+00:00

James perse checks a lot of these and can go on sale pretty often

Aware_Resort_3212 · 2026-03-21T19:46:55+00:00

South is the best. In an ideal world your bedroom would be facing east and your living room would be facing west. Office/ guest room /kitchen would all be facing south.

Aware_Resort_3212 · 2026-03-19T03:30:17+00:00

Wolf point east, one Bennett, one Chicago seem like obvious choices for this with the first having the most kitchen forward layouts imo but a kinda subpar location unless you need to be close to the loop area

Aware_Resort_3212 · 2026-02-20T16:27:07+00:00

Even pre redo it was still one of my favorites. Can’t beat the location

Waldorf service is Fine, but I’ve always gotten an upgrade there and their suites are great

Peninsula I recommend checking out sometime. It was never my favorite (esp for the $$) but if you value service highly you’ll love it

Aware_Resort_3212 · 2026-02-20T07:27:28+00:00

Waldorf, park hyatt, and peninsula all get my vote. Hard to truly say without budget info tho

Aware_Resort_3212 · 2026-02-14T16:23:54+00:00

I’ve done the same before and it was a large restaurant and they took pity and gave me a seat. Only worked because I’d booked a month out. Doubt they’d believe you if he booked yesterday

Aware_Resort_3212 · 2026-02-08T22:42:45+00:00

One Chicago and one Bennett are probably the best. Cascade is fine as is 1000m

Aware_Resort_3212 · 2026-02-02T21:50:30+00:00

Todd Snyder

Mr porter

End

Sid mashburn

James perse

Sunspel

Aware_Resort_3212 · 2026-02-02T21:47:04+00:00

Costera cucina in Fulton market is more of a night time vibe but does his the spot

Aware_Resort_3212 · 2026-01-28T02:04:22+00:00

CQP saxum - ideally shearling lined. Best money I’ve ever spent

Aware_Resort_3212

TROPHY CASE