So much bang for the buck

When I got married in 1993, I had a quartz Wenger field watch. Over the years, my wife bought me an anodized red Victorinox and a Seiko mecha-quartz chronograph. 
 

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Fast forward to a health scare in 2018, and an Apple Watch was on my wrist well into the pandemic. 
This year, I started wearing my analog watches again, and picked up a Casio Duro in February ($42), an Invicta 1953 in April ($88) and a Timex MK1 Mechanical this past week (for $85). Back in the day, the watches my wife bought me were $200-300 watches that she got deals on (for ~$100). Wearing my budget watches, I'm shocked at how much watch enjoyment one can have for so little money. The Duro is the classiest tool watch for <$50. It is keeping time at 0.0 spd.

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The Invicta 1953  wears wonderfully and has that vintage/modern vibe of a Tudor BB58. It is currently running at a COSC-like 1.8spd. 

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My latest watch, the Timex MK1, has a tiny, ladies Seagull ST6 that is keeping time at under 7spd (under 5spd if stored crown-up overnight). I wore it yesterday to a family reunion where my 91 year old dad said it looked like the watch the marines issued to him in 1950... which he said was the best watch he ever had... and was only accurate to about 15spd. 

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Overall, I'm shocked at how little one needs to spend to have a watch that performs at a high level (compared to my parents' generation).

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You have a good variety right there. All of them are good quality and have a good history. 

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Great pieces to have & at great prices to boot. 

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Yeah, full-on good choices.

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Those are all great ones and kudos on your taste in watches!

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Duro is incredible value. I found personally that I had a similiar budget to you. I was thinking that it is an extravagance or showy to have a luxury watch. I got to 50 years of age with a box full of casios. Recently i spent a thousand bucks on a oris propilot and it was the best thing I did.