A date so bad, it felt like a work meeting? Yeah, that happened.

Meet Rochelle, who thought she was going on a quirky first date with a software engineer - until an 8-minute voice memo, an unhinged rant about remote work, and a very questionable boss threat turned everything upside down. 

If you’ve ever tried to date in tech and found yourself knee-deep in awkward convos and glaring red flags, you'll totally get this one.

Got a tech tale of your own or some workplace drama? Hit us up at jellyfish.co/offthevpn. And don’t worry - we’ll keep it Off the VPN.

Highlights:

• Tech-Savvy Dating: When your date asks you to give a presentation on your first date
• Remote Work Woes: How far is too far when it comes to job complaints?
• Red Flag Radar: Recognizing the signs...before they send you an 8-minute voice memo.

Jump into the conversation:
(00:00) Intro

(02:03) Quirky date idea that’s almost too much

(04:08) Complaining about remote work on a first date

(07:20) The eight-minute voice memo and hidden recording

(10:02) When venting about work goes too far

(14:15) How the tech bubble affects dating expectations

(16:27) Rochelle’s final move 

(21:31) Final reflections about this tech love story