Can you hold heartbreak and healing at the same time?


Hey friend,

This week’s reflection comes straight from my Sugg-Jess-tion Box: a place where you get to toss in your burning questions, messy thoughts, or the things you wish someone would just talk about already. The question was this: “Is it really possible to hold both heartbreak and healing at the same time?”

Here’s the truth: grief and healing don’t happen in neat, clean stages. You don’t finish heartbreak and then move on to healing. Most days, you’re holding both at once. One hand clutching the ache of what was lost. The other reaching for what’s still possible.

That’s where resilience lives. Not in “getting over it,” but in learning how to move forward while carrying both.

Here are a few questions to sit with this week:

  • Where in my life am I holding both heartbreak and healing right now?
  • What would it look like to honor both instead of rushing one away?
  • What boundaries or choices could support me in carrying what’s heavy while also making room for joy?

You don’t need to be in the middle of loss to ask yourself these questions. Life is always giving us moments of letting go and starting again. And you are capable of holding tenderness and strength at the same time.

✨ Got a question you’d love me to tackle in a future newsletter? Drop it in the Sugg-Jess-tion Box HERE.

And stay tuned for Wednesday’s newsletter & new 'Fly On a Wall' episode, where my friend Dani Collins and I dive even deeper into this exact conversation...what it really looks like to hold grief and healing in the same breath.

P.S: September's 'Sacred Circles' are filling up QUICKKKK! Grab your spot soon if you want to join us.

Much Love,
​Jess​

Jess Leone

Not your typical love-and-light bullsh*t. Just my subtle (okayyyy, sometimes NOT-so-subtle 😘) way of calling you OUT & calling you BACK to yourself, all while reminding you you're not alone in any of this.

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