10 Conversation Starters for Powerful Women Who Hate Small Talk
Because surface-level chats just don’t cut it anymore.
I used to love small talk.
Truly. It felt light and fun! pop in, pop out, and for a while, it gave me that little dopamine hit I didn’t even know I was chasing.
But eventually, I’d leave events or parties and feel like... nothing really happened.
I didn’t connect.
I didn’t feel seen.
And honestly, I didn’t learn anything about anyone.
That craving for deeper connection is what inspired me to start the Modern Round Table.
I wanted to build a space where women didn’t have to tiptoe around real topics or play the highlight reel game. Just meaningful, honest, inspiring conversations, where you feel supported, understood, and energized by the women around you.
Deeper Connection Starts With Better Questions
I’ve learned that connection doesn’t have to be hard.
But it does need to be intentional.
That’s why I keep a running list of go-to conversation starters on my phone (and yes, sometimes even scribbled on a little card in my purse). These have saved me more than once:
At networking mixers
During conference breaks
At dinner parties
Even in those awkward “I-don’t-know-anyone-here” corners at holiday gatherings
Each one is designed to help you skip the small talk and go just a littttttle bit deeper.
They’re not intense or intrusive, just warm, open-ended questions that invite someone to share who they really are.
My goal?
I always want people to leave a conversation with me feeling refreshed.
A little lighter. Like they had an aha moment.
Maybe even a bit inspired and ready for what’s next.
10 Conversation Starters to Spark a Real Connection
Have you read (or listened to) any good books lately?
A fun and easy way to discover what they’re into, and opens the door to swap recommendations.Taken any fun trips recently or planning one soon?
Almost everyone loves talking about travel. It’s a conversation goldmine.How have you been spending your time these days?
A gentle way to find out what’s keeping them busy, without jumping straight into career talk.What part of town do you live in? Do you like it?
Instantly makes things feel more personal and local.Have you tried pickleball yet?
You’d be surprised how often this one leads to enthusiastic stories or hilarious attempts.What’s been lighting you up lately?
One of my favorites. It gets people talking about what makes them feel alive.Who’s someone who’s inspired you recently and why?
Heart-opening and reflective. You’ll learn a lot with this one.What does a really good weekend look like for you?
This one gives insight into their values, lifestyle, and priorities.What’s a project or dream you’ve been sitting on that you can’t stop thinking about?
A total game-changer for a deeper connection with fellow creatives and dreamers.What’s something you’ve let go of this year that’s made space for more peace?
Gentle, powerful, and so beautifully honest.
One More Thing
I tend to avoid asking people what they do for work right away.
Not everyone is defined by their career, and for some, it’s a topic that feels overwhelming or draining.
I’d rather learn what lights someone up before learning what pays their bills.
Ready for Real Connection?
At the end of the day, it’s not just about asking better questions.
It’s about being someone who listens.
Someone who’s present.
Someone who holds space without rushing to respond.
That’s the kind of energy we bring into every Modern Round Table session!
And the kind of community I want to invite you into.
The women who show up here aren’t trying to impress anyone.
They’re doing the work. Choosing growth.
And showing up for one another in the most beautiful, real ways.
So if you’re craving a real, grounded connection and friendships that go beyond the surface, come join us. You’ll be welcomed with open arms.
It all starts with one good question and someone willing to ask it.
We’ve got you!
See you at the next Round Table. 💫
Xo,
Danielle Victoriah
