Successfully Self-Employed

The Weekly Hotseat

Wednesday, 14 October 2026  ·  Issue #16

This week's Hotseat recap: what came up, what landed, what we're each holding each other accountable for doing next.

Community Update

This week in the room

Honest, practical, a little bit nerdy; that’s how this week’s Hotseat can be summed up! A good group of us, excited to welcome a new member into the fold, as we touched on finding the right people, getting them to say yes and protecting our attention from our own biggest distractions. A few of us even got to share the tools we’re building because we’ve always wished they existed.

Key learnings and discussion points

What came up this week

What I noticed about outreach, focus, distraction, and building tools that actually feel like yours.

Outreach is a game of sifting people out, not chasing the yes.

You reach out, and then you wait. And wait. But maybe the aim shouldn’t be to chase every maybe until it caves and rather to find the people who genuinely fit, and letting the rest go.

●Start warm: People who already know you, or who know people you want to work with, say yes far more readily than a cold list. Almost every confirmed yes in the room traced back to a warm introduction.

●Filter out early: Cold outreach works when you treat it as qualifying people out. A couple of direct questions, like "what's the biggest problem you’re looking to solve” and “what budget are you working with”, can tell you quickly who's serious and who isn't.

●Think, follow ups: Simone reminded us a yes usually sits behind several no’s and a few follow-ups across different channels. The follow-up is where most of the business actually hides.

●Let AI do the connective work: I've been using it to build a picture of my ideal person, find the ones already in that orbit, and surface a low-key secondary channel too.

Let your environment do the work your willpower sometimes forgets to.

What I noticed is how much of our focus is set before we even sit down. Not by discipline, by our surroundings. Several of us compared notes on the small environmental levers we lean on, and they pull more weight than you’d think.

The shiny new project is usually avoidance in a convincing disguise.

This one landed close to home for a few of us. We've all been heads-down on that big thing when a brand-new idea appears, fully formed and far more fun than the work we're avoiding.

●Naming it helps: One of the group admitted a quick side project surfaced the moment the main work got heavy. Fun, genuinely useful, and also a very convincing way to not do the hard thing. But admitting that to themselves helped them to re-focus.

●Recruit a witness: I only caught my own drift this week because someone in my household called it out. An trusted outside eye can often spot the shiny-thing swerve long before you do.

●Momentum is the win: I'm sitting on a launch right now, asking is it ready, is it ready, when the truth is that the ball only moves when I push it. Momentum is the win, not readiness.

Something to keep in mind though: every action has a task list hiding behind it. The shiny thing has one too. It just hasn't shown itself yet.

This week's resources & community

Needs & Leads

●Free task tracker up for grabs: Simone built a simple task tracker with music built in and has shared the file in the WhatsApp group for anyone who wants to make use of it or make one of their own.

●A clarity test worth taking: The Principles You assessment came up again as a way to get direction on who you are and what you want to be known for.

●Speakers wanted for online summit: Margaret is lining up speakers for a pre-recorded summit inside her community in January - The Pantry Project: Building Your Cannabis Kitchen From Scratch. If you know anyone who would be a good fit for helping home cooks build a real, repeatable cannabis kitchen, reach out to her on WhatsApp or GoKollab.

Got something to offer or something you're looking for?
Post it in the Needs & Leads channel in the community and it'll get a spot in next week's newsletter.

Accountability

What we're each doing in the next week or two

Simone: Building out ten experiences on her website so she can demo and pitch them properly.
Margaret: Confirming the remaining speakers for her event, and staying focused with no new shiny side projects.
Nik: Completing the Principles You assessment to get clearer on his direction and what he wants to be known for.
Cands: Running my Notion event and starting outreach for my new coaching offer.
Share your accountability progress in WhatsApp.

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