A Texan CFO quite his job so he could date his 22-year-old employee after the two of them matched on Tinder.

It’s a tale as old as time.

Only joking. The only thing as old as time is the chap in this article. 58?!

Going out with someone 36 years younger than him? He must have some serious game.

Rick matched with Alyssa Cleland, 22, back in 2018 when the two of them were working together. In a pretty big company of around 200 people, he was in charge of them all, and it would have looked very bad if the two of them started something.

Nonetheless, the two promptly when on a date and realised that they had a lot to talk about and, well, one thing led to another.


Rick says that he didn’t realise it was Alyssa from his work when he swiped her, though he had noticed her in the office more than once.

Rick told Barcroft TV:

Right out of the gate, when the company I worked for hired her, I kind of noticed her. And she sort of stood apart from everybody else, because she had this energy.

But the thing is, for whatever reason I didn’t connect that picture and her profile with the girl from work.

There was no confusion for Alyssa though, who straight away messaged Rick:


I messaged him because I recognised him immediately and I was like, ‘What are you doing? We can’t date’.

Rick was concerned that he would get in trouble for this, so he suggested getting some lunch to clear the air:

I had a lot to lose if I’m the guy in the corner office, and here’s somebody that just started.

You can’t do that in a company. You just can’t because she could then feel like if she wasn’t interested then it feels like a hostile workplace like here’s this guy using his power or authority and I wanted to diffuse any of that.

And we didn’t just work together, it was a company with 200 employees and I was running the company.”

But they carried on seeing each other and it went pretty well:


Once we started seeing each other, it was like we saw each other almost every day. It was really like, boom, boom, boom; we accelerated pretty quickly.

And then, it was only a couple months and she had some stuff going on with her roommates when I was like, ‘Just move in’. So, that was that.

Having dated for over a year, the two are now madly in love, with Alyssa saying:

I’m in love with Rick for sure. And I’m just waiting for a ring at this point. If it means changing his diapers, I’m in it for the long haul. I could be hit by a car tomorrow.

No one knows you know how long we have on this earth. And so I think just spending it with the people you love, despite him getting older, quicker – it’s all we can really do.

Alyssa’s been through a lot, having grown up orphaned with her right leg amputated above the knee, due to Paraxial tibia hemimelia. She attributes that to her maturity, and says that both she and Rick have agreed that they don’t intend to have any kids.

Rick added:


There’s no way it would work if she was like typical 22 – ‘Hey it’s eight o clock, where are we going?’ Like, ten o clock – I’m going to bed.

I don’t feel an age difference. The way we relate to each other, just general conversation and interaction and relating to each other, it’s just very compatible – it just works.

Live and let live.

Images via Getty