Episode 14: The Loneliest Season Is Usually the One That Changes Everything

There’s a part of building no one prepares you for.

Not the grind.
Not the ambition.
Not even the risk.

The loneliness.

In this episode of Shatter This, Heather Simpson speaks to a season many leaders experience quietly... the moment when your vision outgrows your environment, your pace changes, and fewer people fully understand where you’re headed.

This isn’t loneliness caused by isolation.
It’s loneliness caused by transition.

Because when you’re becoming someone new, familiarity can start to feel distant. And when you’re building something that matters, not everyone can walk with you through every phase.

If you’ve ever:

• felt alone even while surrounded by people
• noticed fewer mirrors, fewer invitations, fewer confirmations
• questioned whether something was wrong because things felt quieter
• felt misunderstood instead of supported
• considered shrinking your vision to preserve belonging

This episode will meet you where you are.

In this episode, Heather explores:

• Why loneliness often shows up right before meaningful change
• The difference between being alone and becoming
• How outgrowing rooms, roles, and relationships creates temporary distance
• Why being misunderstood is often part of leadership evolution
• The danger of shrinking your vision to avoid discomfort
• Why the in-between season is rarely crowded — and deeply formative
• How loneliness sharpens self-leadership and internal trust

Key takeaway

Loneliness doesn’t always mean you’re off track.

Sometimes, it means you’re building something that requires space —
and learning to trust yourself before the next room appears.

Share this episode if:

• You’re in a quiet season of growth
• You’re becoming someone your old environment can’t quite meet yet
• You need reassurance that transition doesn’t mean failure
• You’re learning to self-lead without constant validation

🎧 Listen now — and send this to someone who’s walking through a lonely season and needs to know it’s not for nothing.