If you’re in your 50s, 60s or beyond, and you’re thinking, “I want meaningful or need work, but not a traditional job… and I don’t know where to start,” you’ve landed in exactly the right place.

“This is a place to help yourself first, I offer free, practical guidance for shaping your own work life in later years.

Most of what I share here is free, and always will be; as the site develops, I may add a few optional paid resources and some time to book, should you ever want a little extra support. But for now, you’re welcome to take what you need and simply explore at your own pace.”

The Older Bolder Club exists for people like you, who want a fresh start not by rewriting a CV or diving back into the job market, but by discovering practical, self designed ways to earn an income that feel comfortable, doable and genuinely suited to who they are now.

The starting point of all achievement is desire

Napoleon Hill

I’m Jackie a UK based self employment ideas/micro business ideas specialist and I help people aged 50 + uncover the kind of work that fits their strengths, interests, personality, energy and lifestyle.

No pressure, no hype, no “crushing it” culture. I hate that kind of stuff, especially the social media ads! I cannot be doing with all that “ra ra extrovert thing”

I believe in steady steps, clarity over chaos, and creating something that feels like you rather than forcing yourself into someone else’s mould.

Whether you want to earn a little extra, build something part time alongside your existing job, or eventually create a full-time income, or rejoin the work force for whatever reason, you can do it your way with creativity, confidence and peace of mind.

Who I Help

Older Bolder Club is for people 50 + who are:

  • Ready for a change but don’t want to go back into regular employment, in other words a “J-O-B”
  • Tired of feeling stuck, but unsure what business idea might truly fit what they can do and more importantly what they want to do, that is actually d-o-a-b-l-e
  • Full of experience, but not sure how to turn it into something that earns either on the side or becomes a full time committment instead.
  • Curious about self-employment, but need guidance that feels human, not corporate and absolutely nothing about spread sheets, picking your logo or going to a bank for money.
  • Looking for small, steady, practical steps rather than big leaps or complicated funnels
  • Interested in digital products, creative income, tiny services, or simple part-time idea
  • Eager to make an income without burning out

Many have spent years caring for family (like me) recovering from burnout, navigating redundancy, or simply reaching a point in life where the old routes no longer make sense.

Some, like me, are starting again after loss or major life changes.

Others love their current job but want a small “side venture” for extra income, independence or joy.

You might even be retired but now bored of all of that free time and missing “something to do with meaning”

Jump on board, you are very welcome

What they all have in common is this:
They want something that fits them, not something they have to twist themselves into.

What I Do

My work centres on one mission: helping you go from idea → clarity → income in a way that feels steady, practical and personal.

I do this by helping you:

1. Discover what kind of work actually fits you now not ten years ago

We explore:

  • your natural strengths
  • what you enjoy (and what you absolutely don’t)
  • the things people naturally come to you for
  • your energy levels
  • your lifestyle needs
  • the skills you already have but underestimate

You don’t need to reinvent yourself. You simply need to discover the right shape of work for the phase of life you’re in.

2. Identify all the places your best business ideas are hiding

People aged 50 + have far more potential ideas than they realise.
I help you see the opportunities you’re walking past every day, the ones sitting quietly in your personality ( and probably have been your whole life), your story, your lived experience, and your natural strengths.

No complicated assessments, no jargon, no nonsense.

Just a clear, friendly way of uncovering what was always there.

3. Turn one of your ideas into something real and income shaped

This is where everything becomes practical.
Together, we shape your first product, service, digital offer, tiny paid resource, or small “starter income stream.”

It might be something like:

  • a digital download
  • a beginner workshop
  • a simple PDF guide
  • a small coaching style service
  • a creative or craft based mini business
  • a skills based offer you can deliver from home
  • a tiny side income you build up gradually
  • or something completely personal to you
  • something else…

There is always a way to earn income from what you already have and I show you how to find it without overwhelm.

4. Help you understand who your work is for

You don’t need to build a huge audience.
You just need the right people the small group who genuinely want what you offer.

I help you understand:

  • who they are
  • what they value
  • where they already are online
  • and how to talk to them in a simple, natural way

No shouting. No algorithms obsession. No salesy tactics.

5. Give you tools, worksheets, ideas and support

You’ll find:

  • articles
  • tips
  • worksheets
  • prompt guides
  • idea finding exercises
  • small, simple marketing suggestions
  • ways to build confidence
  • ways to get unstuck

Everything is written for people who prefer plain English and practical steps.
If you’ve ever felt overwhelmed by business advice, this is the antidote.

How My Approach Is Different

Older Bolder Club isn’t a coaching programme, a course, or a pressure-driven business model.
There’s no “blueprint,” no corporate language and no unrealistic expectations.

Instead, my approach is based on five principles:

1. Life experience is your biggest asset

Everything you’ve lived, learned and overcome becomes part of your toolkit.

2. Work should fit you and not the other way around

No hustle. No forcing yourself into roles that drain you.
Work should support your lifestyle, your wellbeing and your energy.

3. Start small, very small

Tiny beginnings are powerful.
A small, simple step is better than a perfect plan you never use.

4. Ideas come from within, not from “getting inspired online”

You already have everything you need to find a good idea, you just haven’t organised it yet.

This isn’t about 10 jobs you could start tomorrow like housesitting or dog walking (unless that really is what you want to do of course:)

5. You don’t need confidence first , finding clarity creates the confidence

When you understand what you’re doing, why, and who for, then an abundance of confidence naturally appears.

What You Can Expect Here

On this website, you’ll find: (coming soon)

Articles & Guides

Practical, straightforward pieces on:

  • finding ideas
  • choosing your right-fit work
  • earning from what you already know
  • beginning a part-time project
  • creating tiny digital products or services
  • building a simple online presence
  • understanding your ideal customer
  • managing self-doubt, procrastination and fear

Prompt Guides & Mini Digital Products

These are small, affordable PDFs designed to help you:

  • brainstorm business ideas
  • explore your strengths
  • find clarity
  • take small steps
  • avoid overwhelm
  • turn your thinking into action

Each guide includes a section on how to ask an AI tool for “negatives” — common mistakes, what to avoid and what not to do, because knowing the pitfalls saves months of frustration.

A Supportive, Thoughtful Pathway

My work isn’t about formulas.
It’s about showing you how to use your own gifts, strengths experiences and personality to create something sustainable that works for you.

You won’t be pushed into high ticket coaching, complicated software or unrealistic goals.

Those Facebook Ads drive me mad too!
Everything here is grounded, honest and human.

I promise you that…

If You’re Ready to Start (coming soon)

This website will help you,

  • understand yourself
  • find your best ideas
  • shape it into something real
  • find your people
  • move forward

Quietly, steadily, confidently.

Whether you want a part-time side income, a full-time self-designed job, or simply a way to earn without stress, you can design work that fits your life, your values and your future.

You’re not starting again from scratch.
You’re starting again from experience.

And that changes everything…