This sub is going to be biased towards recommending mechanical watches, and normally I'd agree, but in your case - coming from tech sales - I think you should consider the classic 80's Casio digitals. For less than $200 you could get two (silver and gold) to match anything.
They also dress as high up AND as low down as needed, for example:
https://www.gq-magazine.co.uk/watches/article/ballon-dor-best-watches-robert-lewandowski-gold-casio
Early 60's Zodiac Sea Wolf with the bakelite bezel.
https://preview.redd.it/xy7dajeggk0c1.jpeg?width=3072&format=pjpg&auto=webp&s=123b7b21231bc27edd8c8adb0540e6802500b777