The raspberry didn’t wait (a reminder for when you feel unsure)


Dear friend,

I want to tell you a story about raspberries.

One of my clients planted a raspberry cane last year. Just a stick in the dirt. No leaves. No roots to speak of. Nothing that promised it would thrive.

She didn’t expect much and that was kind of the ✨magic✨ of it. The raspberry was planted out of curiosity more than a commitment.

But by the end of the season, it had taken over her garden. Branches everywhere. Bright green leaves. Even a few small berries.

It wasn’t supposed to grow that fast. But it did. Because it didn’t wait. It didn’t ask for validation. It didn’t need a five-step plan or permission.

It simply did what it knew how to do.

We started using it as a metaphor in our coaching.

She’d ask, “What would the raspberry do?”
Or, “Is this decision coming from pressure or from something that actually wants to grow?”

The Raspberry Approach

Here are a few ways to work with the Raspberry metaphor in your own life this week:

  1. Reframe your next move:
    Instead of asking “How do I prove I’m good enough?”
    Try: “What wants to grow through me right now?” Let values and curiosity guide you, not pressure.
  2. Track Raspberry moments:
    Notice any small signs of ease, delight, or surprise.
    Did something flow more easily than you expected? Did someone respond warmly to a step you were unsure about?
  3. Tend to our time:
    Ask yourself: How do I want to spend my time?
    Not to optimize or hustle, but to nourish what you’re planting. Are you giving energy to things that actually matter to the version of yourself you’re becoming?
  4. Use it as a Gut Check
    When you’re unsure about an opportunity, ask:
    Does this feel like something that could flourish with ease? Or am I trying to force it?
    If it’s not raspberry-shaped, maybe it’s not for you right now and that's ok! That's extra insight.

If you’re feeling stuck, here’s what the Raspberry might remind you:

  • You don’t need to feel confident to begin
  • Growth often arrives quietly, not with fanfare
  • Feeling scared doesn’t mean stop (it means you care!)
  • You can prune later, but first, you have to plant
  • Starting is an act of trust, not proof

What would it look like to live more like the raspberry this week?

Maybe your next step isn’t about hard-hitting strategy.

Maybe it’s about softness.

Maybe it’s just planting something small and letting it surprise you.

🌱 Rooting for you and your garden,

Sarah

Shiny things that caught my eye (and I want to share them!)

  • This photo! I was en route to pick up a pineapple burger and the sky turned grey and ominous. Look at the contrast with the vibrancy of this yellow-flowered tree.
  • Does anyone else remember this song 'Insensitive' by Jann Arden? Kelly Clarkson did a cover and wow can she sing the phonebook.
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Start With Hello is a weeklyish letter for women in tech who want to reimagine what's possible with their career and life. I'm Sarah, a coach, engineer, founder, and Sushi Go aficionado.

I help you navigate transitions with clarity and creativity. If you're burnt out, questioning everything, or craving something more meaningful, let's talk. My coaching is part reflection, part unlearning, part experimentation.

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