Have you ever finished a big task and felt that rush of relief—like, ahhh, I’m finally caught up—and then… immediately noticed ten more things waiting for you? Same.

In this episode, we’re unpacking the productivity myth of “catching up,” why it can feel so urgent (and so exhausting), and how it connects to perfectionism and productivity.

Starting in the middle of an “atmospheric river” (aka endless rain), we talk about a surprisingly satisfying homeowner win: Shannon and Mike installed a French drain that finally solved a long-standing sidewalk flooding problem. It felt amazing to cross it off the list… until the list refilled (as it always does).

We explore where the pressure to catch up comes from and what it might look like to let go of the whole concept. We also talk about doing things for enjoyment (without deadlines or milestones), and Janine shares a simple practice that helps her feel less behind: writing down her “Big Three” tasks the night before.

What we talk about

• Why the endless to-do list can make us feel perpetually behind
• How “catching up” can be perfectionism in disguise
• Letting go of tasks (or at least letting go of the pressure around them)
• Doing things for enjoyment vs. doing them to hit milestones
• A practical tool for focus: the “Big Three”

01:25 — Rain garden overflow + the French drain fix

03:16 — That brief “we’re caught up!” feeling after a big win

04:02 — Do we ever actually feel caught up?

05:04 — Letting go of the whole concept of catching up

06:11 — Retirement as a glimpse of a different pace

09:42 — SMART goals vs. a “word of the year”

11:10 — Gretchen Rubin’s Four Tendencies (and motivation)

12:26 — Unfinished knitting projects and “good enough” outcomes

15:06 — Janine’s “Big Three” practice (and why it helps)

19:16 — Shannon’s experiment: trying the Big Three (plus accountability)

Key takeaways

• “Caught up” is a moving target. The list refills fast, so chasing that finish line can keep you stressed.
• The idea of getting caught-up is a productivity myth. It promises relief, but is virtually unattainable creating extra pressure and self-criticism.
• Perfectionism and striving for high productivity are closely linked. Wanting to “finally be caught up” can be perfectionism in a different outfit.
• Small constraints can create calm. Choosing a short list (like three priorities) can reduce overwhelm and increase follow-through.

We don’t have to earn peace by finishing everything. If “caught up” doesn’t really exist, we can stop chasing it—and start noticing what we have done instead (and celebrating it!).

Try this for the next few days:

1. Write down your Big Three tasks for tomorrow.
2. Ask yourself: If I only do these three things, would that be good enough?
3. Notice what shifts—your focus, stress level, maybe even that feeling of being “behind”.

Connect with us

• Leave us a voicemail: 413-424-GTGE (4843)
• Comment on social media: @gettingtogoodenough on Facebook, Instagram, and YouTube
• Email: [email protected]

If you enjoyed this conversation about the pressure to catch up and the endless to-do list, you might also like:

• Episode 261: Morning Routines That Actually Stick (Even When They Don’t) — A practical, realistic look at routines that support you (instead of stressing you out). This is where Janine’s “Big Three” habit comes from, so it’s a great companion listen.
• Episode 92: Working Through a Backlog — A next-step episode for when the pileups are real: ideas for working through backlogs without getting stuck in the catch-up cycle.
• Episode 61: You’re Not Behind — If the “behind” feeling is familiar, this episode helps reframe it so it becomes a helpful signal (not a source of shame).

• YouTube - Link to watch the episode on YouTube
• Getting Started: The Four Tendencies | Gretchen Rubin