Tools and conversations for people over 50 rethinking work and direction
About work, money, time, health, and direction — especially when your head feels full and nothing has an obvious answer.
No pep talks. No hype. Just grounded ideas and honest thinking.
Start here
If you’ve landed cold, this is a thinking space for people weighing something important — usually about work, money, time, or direction
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You don’t need to read everything, and you don’t need to agree with anything.
Most people either explore the ideas or use a clarity session to talk it through.
One way I approach clarity
This video shows one example of how I think things through — by questioning assumptions, slowing the pace, and removing pressure before trying to reach a decision.
It’s not a method to follow, and it’s not meant to be definitive. It’s simply a way of thinking that some people find useful when things feel noisy or unsettled.
Responses to this way of thinking
Learning to ask better questions instead of giving advice is something people charge thousands to teach — this explained it more clearly than I’ve heard it put before.
— YouTube comment on How I Learned to Ignore Other People’s Opinions
Beyond what you say, it’s how you say it — calm, reflective, and without hype. Every video feels like an opportunity to pause and think.
— YouTube comment on The Real Reason We Stay in Jobs That Make us Unhappy
A few ideas I keep returning to
Most people I work with aren’t lacking options. They’re drowning in them. These ideas help make decisions feel simpler.
Minimum Viable Income
How much money you actually need to live day-to-day without constant pressure — and how getting clear on that can change what feels possible.
Noise vs Clarity
How to tell the difference between outside noise — expectations, comparisons, opinions — and what genuinely feels right for you.
Time Drift
How time seems to disappear without you noticing — and why that matters when you’re making long-term decisions.
Much of my work is with people who aren’t in crisis, but aren’t fully settled either — and want to understand why before making a move.
The Over 50 Reset Brief
One considered email each week for people who want to think clearly about work, money and direction after 50.
Practical frameworks you can apply immediately
Lessons from my own decisions and experiments
Ideas that don’t always make it onto YouTube
No noise. Just one email a week.
If you value clear thinking over hype, this will suit you..
Thinking about your own situation?
If some of these ideas feel familiar but you’re not sure what they mean for your own situation, a Clarity Session offers a structured way to talk things through calmly and without pressure.
How people tend to use this space
Some people read a few ideas, watch a video — often after finding the channel or seeing the first video, which has had over a million views — and leave with a bit more clarity than they had before.
Others come back over time, especially when similar questions keep resurfacing.
Some eventually decide to talk things through — sometimes about life direction, sometimes about shaping their own YouTube path — not because they need answers, but because it helps to slow things down with someone else...
If nothing here feels urgent
That’s intentional.
This site isn’t designed to push you toward a decision or momentum.
It’s here so you can look at your own situation more clearly — and decide what, if anything, needs to change in your own time.
Wayne Phipps
Get the Over-50 Reset Brief
Writing and conversations about clarity, work, and enough
© 2026 Wayne Phipps. All rights reserved.
© 2026 Wayne Phipps. All rights reserved.
Minimum Viable Income
Minimum Viable Income is a simple question: what is the smallest, honest amount of money that would allow you to live a life that feels workable and non‑anxious, for the season you’re in now?
Not a forever number. Not a social‑media number. Just a calm, present‑tense figure that covers your real costs and a bit of breathing room.
When you have this number, a few things often shift:
- Work ideas that sounded exciting but fragile can suddenly feel realistic.
- Projects that only make sense in a much wealthier future become easier to gently put down.
- You can see the difference between "I can’t afford this" and "I’m choosing not to prioritise this."
If you’d like to look at your own Minimum Viable Income, the Clarity session is one place to do that slowly and without performance pressure.
Noise vs Clarity
A lot of productive, kind people live with a constant background hum of "I should be doing more." This is noise, not guidance.
Clarity, in contrast, is usually quieter and less dramatic. It often sounds like: "This is enough for now." or "That would be nice, but it doesn’t need to happen this year."
One useful question is: if this thought became permanently true, would my life feel more spacious or more cramped?
In Clarity sessions we’re not trying to silence every anxious thought. We’re just trying to tell the difference between useful signals and old, automated noise so your choices can be a little kinder and more deliberate.
Time Drift
Time Drift is what happens when your calendar slowly fills with things you never consciously chose, until your days no longer look like the life you say you want.
No single meeting, obligation, or favour is the problem. It’s the slow tilt. A few degrees off, sustained over months and years.
A gentle way to notice drift is to compare two calendars:
- Your current, real week.
- A realistically good week, given your actual responsibilities, that would already feel like a relief.
In Clarity sessions we often map these two weeks side by side and look for the smallest, kindest adjustments that would start to close the gap without pretending your constraints don’t exist.