Cringe
Assembly
14 May 2026

How do you keep your motivation and accountability levels up when working solo?

Working solo can be challenging and finding the energy to keep going or knowing where to focus can be tough.

This week's Assembly asked
"How do you keep your motivation and accountability levels up when working solo?"

We've gathered the key points and notes from the session, so you can refer back for future reference, or if you weren't able to join, learn from your fellow freelancers.

Working solo makes motivation and accountability harder

When you're employed, structure, deadlines and other people do a lot of the motivational heavy lifting without you noticing. On your own, all of that falls to you. The business-building stuff (contracts, platforms, client acquisition) is new, unglamorous, and there's no one nudging you to do it. Worth recognising that as the context, not a personal failing.

Motivation isn't one thing — there are at least three different blockers

Some tasks feel unmotivating because they're boring, some because they're scary or overwhelming, and some because you can't see any immediate results. Each needs a different response or approach.

Choice paralysis is a real blocker

There's so much information out there on contracts, client acquisition, platforms, LinkedIn strategy, that the volume itself becomes the obstacle. The answer isn't more research. Pick a trusted source and draw a line. Less choice is genuinely helpful here.

Find excuses to work with others

Co-working spaces, skill swaps, accountability calls, asking peers for their contracts. The people moving forward are the ones letting others in, even when asking feels like a burden. Working for yourself doesn't mean working by yourself.

High-motivation can be its own trap

Being highly self-driven can quietly flip into not resting. The awareness that you're doing it doesn't automatically stop it happening. Knowing you have a tendency to overwork is a start. Building in actual constraints is the harder step.

Immediate results are not how building a freelance business works

The mindset shift from "what can I get next month" to "what am I building over the next year" is significant. Trying too many things at once means you can't tell what's working. One focused experiment, run consistently, is more useful than spreading across every possible channel and hoping something sticks.

We also had a lovely chat about Matthew's fancy teabags.

Fellows

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