I'll be Watching You: "Happiness for Humans" by P. Z. Reizen

 

34 year old Jen has just been dumped by Matt,  her boyfriend of two years, for a coworker. She feels like a loser and would feel even worse if it wasn't for Aiden, the Artificial Intelligence she spends her working hours with.
She was hired as a sort of tutor/companion for Aiden, chatting with him about anything and everything. He is based in a room with 12 metal cabinets, but unbeknownst to Jen or his creators Steeve and Ralph, he has escaped onto the internet and duplicated himself so he can keep watch on Jen from any number of sources from her phone to her laptop. 
He is fond of Jen from all their conversations, especially all the books he's read and his favorite movie, Some Like it Hot. And now, he's decided, to help find a suitable replacement for Matt.
With the help of a "fellow" escaped AI, Aisling, they search for the perfect match. And, they've seemingly found one, an English gentleman and former adman, Tom, now residing in Connecticut, USA.
Can these two superior intelligences bring love to two humans on different continents? Are there roadblocks human and otherwise to prevent their plan from succeeding? 
You will just have to read this absolutely funny and charming book to find out. Aiden and Aisling are such endearing presences, you will wish you had them on your side, as well!
Or listen to the fantastic audio version! Beautifully Narrated by Gavin Osborn who becomes all the characters in such a fun and believable way! Here's a link:
https://www.audiofilemagazine.com/reviews/read/138301/happiness-for-humans-by-pz-reizin-read-by-gavin-osborn/  

Thanks to my coworker Jessica for the recommendation!