Opinion

February 14, 2025

Valentine’s Day gift ideas for the special founder in your life

You can move fast and break things — just not their heart


Éanna Kelly

3 min read

In the (slightly odd) words of VC supremo and podcaster Harry Stebbings: “Don’t dilute the chance to relationship-build.”

Admittedly, he wasn’t tweeting about love — it was something to do with startup team building — but we should heed the sentiment on Valentine’s Day. 

As it’s time for some warm outreach to that special founder in your life, we’ve pulled together a list of gift ideas, including everything from listening to their podcast to touching grass. 

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Maximise shareholder value

man cheering at laptop Unsplash
Credit: Unsplash

Like any startup, a relationship requires serious investment if it’s to have any hope of working out. Why not demonstrate your market value with a highly-detailed slideshow on everything you’ve brought to the relationship.

Support their thought leadership

Your founder partner has gone out on a limb on LinkedIn with a passionate essay on how to optimise the sales funnel. Yes, it’s cringe — but it’s a good day to dish out thumbs-up reactions freely. 

Listen to their podcast

Man wearing headphones
Credit: Unsplash

Your partner is proud of a new podcast interview on how they overcame the odds to get to $1m ARR. Humour them and listen to it (ideally on 2x speed). 

Use AI to clone yourself

Credit: Unsplash

What about personalising an AI chatbot so that it's a digi-clone of you? An AI double makes a thoughtful gift, “so that even when you don't see your partner for days because they’re working too much, you can still talk to them,” says UK-based founder and investor Hailey Eustace. 

Tech-assisted sex

Tech is ruining sex — think of all the Netflix watching and iPhone scrolling you do when you could be doing something else. But tech may ultimately save sex. One example: drone-delivered condoms in Ireland. A founder would appreciate this effort. 

Touch grass at an ‘unplugged cabin’

Touch grass
Credit: Unsplash

Take the founder somewhere with no laptop charging points (it’s called “nature”). “Probably best to get them a night at that ‘unplugged cabin’ where they can’t be on their phone. Might be grounds for divorce though,” suggests Isabel Woodford, ex-Sifted colleague turned star Financial Times columnist.

A bridge loan

No further explanation required, it’s tough out there. 

With thanks to Barcelona-based PR guru Christopher Spillane, who suggested this idea.