Organizing with Ease Podcast

🎧 Episode 199 - When Progress Gets Interrupted (And How to Come Back Without Starting Over)

• Diana Moll

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0:00 | 12:05

You didn’t quit. 
Life interrupted. 

If you’ve ever felt like you were doing well — and then suddenly found yourself “starting over,” this episode explains why. 

Spoiler: it’s not about motivation. 

It’s about design. 

Here’s what we’re unpacking: 

Why progress really stalls 

Research shows most habits don’t fail because people give up — they fail because of disruption. 

Travel. 
Illness. 
Schedule changes. 
Stress. 
Caregiving. 

Real life. 

Most systems are built for ideal weeks — not unpredictable ones. 

The re-entry problem 

When routines break, most people don’t need a new plan. 

They need a way back in. 

Diana shares a personal story about a season where everything was working — until life shifted. The lesson? 

“I didn’t need a new plan. I needed a re-entry point.” 

 

The 4 invisible progress blockers 

  1. All-or-nothing systems – Great when life is calm. Fragile when it’s not. 
  2. No re-entry point – Miss a week and it feels like starting over. 
  3. Too many decisions – Restarting feels heavier than stopping. 
  4. Shame-based self-talk – “I should be further along.” 

These aren’t character flaws. 

They’re design flaws. 

Why restarting feels harder than starting 

Research shows people resume habits faster when restarting feels: 

  • Small 
  • Familiar 
  • Neutral 

Shame delays progress. 
Accessibility restores it. 

“Consistency isn’t about intensity. It’s about accessibility.” 

This week’s challenge 

Instead of asking: 

“Why can’t I stick with this?” 

Ask: 

“How easy is it for me to come back when life interrupts?” 

 

Resource: 26 on 26 

To support this idea, download 26 on 26 — a simple list of 26 small ways to come back in gently. 

Not a reset. 
Not a challenge. 

Just a menu. Choose one. 

Momentum isn’t about never stopping. 

It’s about knowing how to return. 

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