Brad Feld is an early-stage investor and entrepreneur since 1987.
He’s on the road alot, but to create a monthly touchpoint with his wife Amy, he created something called “Life Dinner” and observed it for 8 years.
What is it:
It’s a standing dinner date on the first night of every month. If he misses it, because of travel, it’s his responsibility to schedule a new one shortly after the first.
The dinner has three key parts
A pre-arranged, regular, repeating evening where we both can reflect on and talk about what is going on in our lives.
They give each other a gift.
Its a fun night out exploring a new place or going to a regular haunt.
Sometimes they do it with another couple, but almost always do it alone.
Sometimes one of us is stressed or overwhelmed with what is going on around us – Life Dinner provides a great “within 30 days” opportunity to catch this and work on it as a couple. Other times we’ve been running hard in our own separate directions and it gives us a chance to firmly reconnect.
My partner and I are doing our first “Life dinner” this Friday for Valentine’s Day. On a good day, he hates deep questions. When I told him about life dinner, he said,”well what questions do we have to answer?”
Feld doesn’t go into it, so I turned to the very smart questions Jay Shetty asks his wife Radha.
He asks this every month
- What did you do for yourself?
- What can I help you with?
- What can I be a part of?
- What can I support you with?
He asks these questions every quarter
- Is this relationship going in the direction you want?
- And if it is what’s going right, what should we do more of?
- If it isn’t, what are we both willing to do about it?
- So what’s that collective responsibility?
He asks these questions every year
- What are your goals?
- What are you trying to achieve this year?
So those four check ins. You will always be in touch with the heartbeat of your partner and the pulse of where they are.
How to avoid conflict with a big ego (and still stand your ground)
6 business priorities for 2025 that came to me during my last 6 days in France (hint: #4 is a game-changer)
You may be posting content, but its not reaching your clients (and here’s why)
I want to get paid for my speaking, but nobody will pay me (how to fix this)
4 storytelling lessons from Malala and Steve Jobs to compel big stages to chase you (and pay you)
6 Best practices when you spot your potential mentor (and ask them to be yours)



