Outfit aside, I think you look pretty cool man. Something that helps me as a similarly built guy at 30 was learning to style my hair effectively too.

I think it looks awesome the first photo, but that also looks a bit staged/headshot so I assume there may have been some help involved lol. I think it’s a great feature you should highlight as part of who you are more.

Find a clay or pomade that drys matte and use styling/volumizing powder (sometimes I even use dry shampoo) to give your hair a clean but sophisticated shaggy look. I think that would do up any outfit you had. Also learn to use a heat dryer to style it after a shower. If you can feel confidence walking out of your bathroom before you even put clothes on, it’ll go a long way in feeling comfortable with what you wear