LEAP TOGETHER
Five Days to Move From Dreaming to Doing
An Instagram challenge designed to help you stop waiting, release fear, & take your first bold steps with clarity, courage, & community..
We get it. Starting feels overwhelming.
You don’t feel ready. And the leap looks too big.
So instead, you keep circling:
waiting for clarity, pushing through burnout, convincing yourself to “deal with it.”
But here’s the truth: staying still costs more than you think.
It drains your energy, dims your creativity, and
keeps you from showing up fully in your relationships, your family, and your own joy.
An Invitation from Jess & Jess
Together, we’ve created Leap Together as an invitation for you to step out
of hesitation and into aligned action—with the support you’ve been craving.
You might be here because…
You have an idea you’re ready to start, but you don’t know the first step.
You’re in process but haven’t shared it yet.
You don’t know what you want—you just feel bored, uninspired, or stuck.
You’re burned out, successful on paper, but quietly unfulfilled.
You feel trapped on a path that no longer fits, but you can’t see a way to pivot.
You’re craving joy, purpose, or creativity outside of work.
You wonder, “Would this even matter to anyone? Would anyone care if I tried?”
You wrestle with guilt, worthiness, or the belief that choosing yourself is selfish.
If any of these feel true—you are in the right place.
Why Join Leap Together?
Why Join Leap Together?
✔ You’ll stop circling in indecision and finally move.
✔ You’ll build confidence by stacking small wins.
✔ You’ll learn systems that support your leap so it sticks.
✔ You’ll reframe fear as fuel instead of a stop sign.
✔ You’ll discover that joy isn’t selfish—it’s contagious, flowing into your family and the people you love.
✔ You’ll be surrounded by women who get it—because they’re leaping too.
Your leap doesn’t have to be perfect. It just has to be yours.
This isn’t about overhauling
your entire life in a week.
It’s about proving to yourself that you can begin—
with one step, one word, one choice—and that you don’t have to do it alone.
What to Expect
✔ A Reflection Prompt to spark clarity
✔ A Tangible Practice you can complete in 10–15 minutes
✔ An Accountability Nudge inside our private group chat
✔ Community & Connection
✔ A Comprehensive Downloadable PDF
And some surprises!
About the Hosts &
What We Learned By Leaping Together
Jess Keys
Writer, content creator, and community-builder behind Notes From Jess on Substack, Jess empowers women to live authentically, make brave choices, and create a life they love.
Jessica Eileen Drogosz
Founder of The Undone & Becoming, Jessica is a coach, photographer, and storyteller who helps women honor the sacred in-between and step boldly into what’s next.
Leap Together was born out of the
simple power of two friends saying yes to each other.
We were both sitting on dreams that felt too big, too scary, or too uncertain to start alone. But when we shared them out loud, something shifted. Instead of dismissing the ideas, we held space for them. We asked, “What if?” And then, “Why not now?”
That encouragement turned into accountability. Each of us became the other’s reminder that it didn’t need to be perfect, polished, or fully figured out. We just had to take the first step. What we discovered is that leaping together makes the impossible feel possible. Alone, fear kept us circling. Together, we found the courage to move.
That’s the heartbeat of this challenge: you don’t have to leap alone.
When you have support, belief, and accountability, everything changes. Small steps become momentum.
Fear becomes fuel. And the joy of starting overflows