4-4.5k budget looking to buy 2 Watches

I’m slowly saving up some money and trying to build a small, practical watch collection for everyday use.

Here’s what I’m thinking:

• One rubber-strap watch I can wear with tracksuits to the gym, running errands, etc. I’m probably just going to grab a G-Shock or two since I’ve seen some solid ones on Facebook Marketplace that look pretty good for the price.

• One chunkier chronograph (but not huge — I don’t have the biggest wrists).

• One steel bracelet dress watch.

For the dressier piece, I’m strongly considering a Tudor Prince, specifically the Day-Date. I like that classic steel bracelet, slightly dressy but still everyday-wear vibe.

For the chrono, I’m thinking something along the lines of a Tag Heuer Formula 1 Chronograph — sporty, a little bold, maybe slightly busier dial.

I’m planning to go gray market for the two nicer watches. Budget for the chrono would be around $2,500.

Brands I’m specifically looking at:

•	Breitling

•	Tag Heuer

•	Omega (older models)

•	Grand Seiko

•	Maybe older Breitling again

I tend to like busier dials — I don’t necessarily want something super minimal.

For context, I’m an attorney and I’m in court basically every day, so ideally it’s something that can still look decent with a suit (on days when I don’t feel like wearing the dress watch).

Would love recommendations for a chronograph in that ~$2.5k gray market range that fits that profile. Open to specific references.