If you have to cut half of your collection I'd keep for sure :

• Reverso JLC

• Omega CK sector dial (foockin beauty)

• Baltic Tricompass

• Tudor North Flag (or Longines Spirit but I reckon the Tudor is more unique)

• Tudor P39

• JLC gold

I try to stay as much as possible in the 36-39mm range. I've tried to go bigger but didn't like the experience at all. But it's not only about the diameter. Lug to lug matter a lot ! More than 47mm tends to be to big for my taste. Thickness as well is important. Not more than 12mm. If i stick in those measurement I'm usually not disappointed by the wearing experience.

Where have you seen it ? I can't find them ☹ Love it though !

Updated BB classic line was expected but I'm still happy with the result. Love the blue dial ! A bit darker blue than the previous version, it looks so much better to me.

As a BB58 owner slightly disappointed to no get a updated T-Fit bracelet for it. I'm wondering if the riveted bracelet of the new BB54 or the BB39 jubilee could fit like it does with the ranger bracelet ? If the jubilee works I might pull the trigger.

Love the updated Red BB, but I don't understand why the rest of line do not get the same update. Might be for a bit later this year with some surprise release like they did last year. Anyway, would be cool to see the whole BB Divers lines updated this way. BB58 deserves an updated bracelet and a Master chronometer certification.

A bit disappointed to not see a Blue Pelagos 39 or a new Sub like they did the ods days though.

Got the biggest official store in Paris on line and they won't get any watches (to show not even to sell) before 3 to 4 weeks. Bit slow to me.

Last but not least : I don't get why they are ditching the snowflake second hand for a lollipop one.. it feel less Tudorish

1 : Should be an easy-to-wear and do everything watch
2 : Dive Watch
3 : GMT 
4 : Chrono
 

My pick would be
1 : Rolex Explorer 36mm
2 : Tudor BB58 or Sub 
3 : Rolex GMT or Longines Zulu Time
4 : Zenith El Primero or Speedy 

I own a BB58, on waitlist for the Explorer. Next watch should be a Chrono. Will probably go for Zenith as they offer below 39mm Chrono when Omega stick around 40mm. The last Baltic tricompass looks sick though and way less expensive. 
For the GMT unfortunately its usually over 40mm (love the Longines but c'mon guys 42 ?!) so I'll probably never find the right one.. 

Fully agree with the guy above. The new Logines Spirit in 37mm might be the best proposition for what you're after. Just above 2K, 100m WR, Cosc certified movement, Date windows, 70h power reserve. Great watch from a great brand with a history. 
Perhaps you can try to put your hands on a second hand Tudor BB58 for this price. You've got the new Ranger which is in your range of price and it even got a on-the-fly adjustment clasp which for the price might be the only one on the market. I do believe Tudor will update the BB36 line soon with T-Fit clasp, jubilee bracelet and Cosc movement like they did on the S&G line. Might be worth the wait.

@jonathandubosemiller I'm currently doing a test about this. Will see soon how long it last. 
Honestly, I'm doing exactly as they show on the YT video. Unscrew, crown pop in first position, wind it clockwise easily, few turns, watch start to run, and then to go further I'll have to apply force which is a big no no. 
One thing I have to add : Basically, most of the time if the watch is still running I just can't wind it manually. It feels like I can wind manually only when there are a few hours left in power reserve. After reading y'all I'm convinced there is something wrong with my movement. 
Will see what the AD says about it anyway. 

Thanks