Just to share a little. In my younger days, I spent about $1.5k on a Zodiac with gold plated accents on a deployant bracelet. This was the closest "look alike" to the Tag Sports elegance (my dream watch then)
In the early 90's a Tag Heur sports elegance was about 3k+ to 4k (half "gold" equivalent to my Zodiac) but not equivalent in Branding and Recognition.
Over the years, as I saved more.... A Zenith El Primero, triple date + moonphase and chronograph. But I bought this second-hand in Sydney through Karl Braunsteiner (good dealer).
Then a Jaeger Le Coultre, master moon and a few others.
Sad to say, most of the complications that I have, disappointed me. After servicing them at the required intervals (mostly 5 years), the performance have dropped on me.
Moonphase not moving properly, sometimes jam timing.
These days, I use a GMT-II, very "uncle" watch, but then I am already an uncle aged person.
My word of advise to you is this (if you will allow it), mull over these few pointers below:
1) Your money, your decision (don't let other people detract from you)
2) If the model of watch is going to "attract" too much attention until you feel very "self conscious", then you have to live with it.
[I went through that when I was 25, wearing a half gold Rolex Oyster Perpetual]
3) Consider that you probably have to do NS soon, I am presuming that you have to serve. If you don't have to. Then ignore this comment.
3.1) So get a reliable water proof, that is quite tough. The Seiko Orange Monster (SKX-781) is quite a classic. I have this in my collection too. I may have other "better" brands, but some days you feel like wearing a EDW (every date wear) beater.
So, go and to do more homework at the shopping centres. Sincere, Hour Glass, Cortina, etc. I am sure there is more than 1 model that will jump at you.
At the end of the day, buying a watch is about pleasing yourself.
Put on the watch at the store, if the watch "talks" to you and you like it. Buy it, if within your budget.
Don't break the "piggy bank", chasing a next better watch, is always there. Salesman will always upsell you.
You need to be disciplined.
Good luck in your journey, towards the World of Horology.
BTW, repeaters and tourbillions cost at least 5 digits (S$10k level, if not more). Often more and not less.
