900. Fearlessly Failing: 12 Questions to Ask your Partner! episode artwork

EPISODE · Jun 28, 2026 · 40 MIN

900. Fearlessly Failing: 12 Questions to Ask your Partner!

from Fearlessly Failing with Lola Berry

Righto - today's ep is 12 QUESTIONS TO ASK YOUR PARTNERWe have hit a massive milestone today: Episode 900! 🎉 And to celebrate, I am bringing you an incredibly special, deeply personal, and high-vibe episode. If you’ve been following along on Instagram, you already know the massive news… after almost nine beautiful years together, we officially got ENGAGED earlier this year! 💍✨Stepping into this brand-new chapter has us reflecting on everything it takes to go the distance as a couple. Love isn't a destination; it's a constant, beautiful discovery. Whether you are on date number three, navigating the early years, or sitting at year nine like us, the secret to keeping the spark alive is staying curious about the person sitting across from you.So in today's episode, we are skipping the small talk and diving straight into the deep end. Grab your partner, pour a cozy drink, and use these 12 deep-diving questions from today’s show to map out your own path, strengthen your connection, and see how well you really know each other:This was such a fun one to record, but shout out and thank you to Teddy Bell from https://www.marriedbyateddy.com/ who kindly gifted us these conversation cards.Here are the 12 questions we unpacked today:If we could live anywhere in the world for a year after the wedding, where would you choose and why?What does our "perfect ordinary day" look like to you?If our love story were a film, what genre would it be?What part of our future excites you the most right now?If we wrote a letter to ourselves to open in 10 years, what would you hope it says?What personal dream of yours feels closer now that we're getting married?If we had no limits: time, fear, money - what would you most want us to experience together?How do you imagine us growing - individually and together - over the next 5 years?What does "a good life" actually mean to you?What do you hope never changes about us?Tell me something about you that people often misunderstand?What part of your personality are you most proud of?This Week's Listener Challenge: Don't read these questions to each other ahead of time! It was so fun flying blind in these questions, less thinking and more just being in the moment. Sit down tonight, hit record on your phone just for yourselves, and answer them completely raw and unedited. You might be surprised by what you learn! We absolutely loved it! If you liked this ep and you want another just like it, let me know, there's a lot more questions in this deck of cards.Connect with the Show: Enjoyed this episode? Hit Subscribe and leave a 5-star review! Share the ep with your mates. That helps the poddy grow so much! Share your breakthrough moments from today's questions on Instagram DMs and tag me at @yummololaberryBig Love Lola x Hosted on Acast. See acast.com/privacy for more information.

Episode metadata supplied by the publisher feed · Published Jun 28, 2026

Righto - today's ep is 12 QUESTIONS TO ASK YOUR PARTNERWe have hit a massive milestone today: Episode 900! 🎉 And to celebrate, I am bringing you an incredibly special, deeply personal, and high-vibe episode. If you’ve been following along on Instagram, you already know the massive news… after almost nine beautiful years together, we officially got ENGAGED earlier this year! 💍✨Stepping into this brand-new chapter has us reflecting on everything it takes to go the distance as a couple. Love isn't a destination; it's a constant, beautiful discovery. Whether you are on date number three, navigating the early years, or sitting at year nine like us, the secret to keeping the spark alive is staying curious about the person sitting across from you.So in today's episode, we are skipping the small talk and diving straight into the deep end. Grab your partner, pour a cozy drink, and use these 12 deep-diving questions from today’s show to map out your own path, strengthen your connection, and see how well you really know each other:This was such a fun one to record, but shout out and thank you to Teddy Bell from https://www.marriedbyateddy.com/ who kindly gifted us these conversation cards.Here are the 12 questions we unpacked today:If we could live anywhere in the world for a year after the wedding, where would you choose and why?What does our "perfect ordinary day" look like to you?If our love story were a film, what genre would it be?What part of our future excites you the most right now?If we wrote a letter to ourselves to open in 10 years, what would you hope it says?What personal dream of yours feels closer now that we're getting married?If we had no limits: time, fear, money - what would you most want us to experience together?How do you imagine us growing - individually and together - over the next 5 years?What does "a good life" actually mean to you?What do you hope never changes about us?Tell me something about you that people often misunderstand?What part of your personality are you most proud of?This Week's Listener Challenge: Don't read these questions to each other ahead of time! It was so fun flying blind in these questions, less thinking and more just being in the moment. Sit down tonight, hit record on your phone just for yourselves, and answer them completely raw and unedited. You might be surprised by what you learn! We absolutely loved it! If you liked this ep and you want another just like it, let me know, there's a lot more questions in this deck of cards.Connect with the Show: Enjoyed this episode? Hit Subscribe and leave a 5-star review! Share the ep with your mates. That helps the poddy grow so much! Share your breakthrough moments from today's questions on Instagram DMs and tag me at @yummololaberryBig Love Lola x Hosted on Acast. See acast.com/privacy for more information.

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This episode was published on June 28, 2026.

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Righto - today's ep is 12 QUESTIONS TO ASK YOUR PARTNERWe have hit a massive milestone today: Episode 900! 🎉 And to celebrate, I am bringing you an incredibly special, deeply personal, and high-vibe episode. If you’ve been following along on...

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