Just a general comment from someone converting from Apple to Samsung (for now at least)
Hmm I changed from Apple because I didn’t want to fork out for the iPhone Excess. I bought a Note 9. Altough I love the hardware on the Note 9...that bixby button that can’t be remapped/disabled without 3rd party app. Sorry even in iPhone you can disable Siri. I find the android nagware from Samsung a real bummer. Two app stores, why not use one?
Oh and just a again... BIXBY... plus Google assistant everything is doubled up... apart from my experience which is double down.
And one more thing, the jack is a very old technology, even Apple gives you a headphone that fits into the charger. I am quite sure Samsung and others will do the same. You are more than likely not forced to buy a new (wireless) headset.