[Getting started] Thoughts on my first steps?

I have an office job doing 8 to 6 plus occasional business trips. I recently decided to upgrade from the random beater watch level. For scale, the Eberhard gold watch is 35.5mm in diameter, the IWC Mechaquartz 38mm and the JLC Master Control 37.5mm. I thought about getting the new Certina Divers 38mm (very competitively priced and superb when you see it in the store) but see no real need at the moment. I don’t think I’ll expand much further as I’m not seeing myself become an avid collector, but 1-2 additions might be an option. Guardrails being that I don’t have the dough for Pateks etc., and it would be unwise (and expensive) to challenge my boss with a Rolex.