You have a smart phone-you're cool enough just there. My Mom saw in her AARP magazine a recommendation for a Senior Phone. Mind you my Mom with her old phone would call me while she was out and if I needed to return the call she had already shut it off. Drives me nuts. Gotta save that battery ya know.
So she decides she wants a monthly phone called Jigger Bug designed for seniors. Sis and I wanted her to get an iPhone but I wasn't willing to push that with all she was dealing with Dad. The JB makes calls, texts and receives photos and out. It has a real simple contact list and display on outside for who is calling her. Huge buttons and massive display of what you are dialing in a dark font. Flip phone answers call when ringing when you open it. Simple. Outside display says TEXT when someone sends you one or a photo.
On the day my Dad ultimately passed I sent a quick text that said only: We are on the way to Hospital now. She didn't look at it. I was surprised when my Dad passed and we had to hunt her down, at home. Her: I saw it says TEXT but I don't text message indignantly.
Me: But you do read! I picked up phone, opened the flip phone and there is the text message before her eyes with zero effort other than opening the phone. Her firmly: Yeah I'm not going to do that.
So Sir, I still put you in the Cool category.