26 August, 2026
Episode 336: How To Turn Your “Someday” Career Goals Into A Start Date
In this episode
🎙️ Episode Overview
Do you keep telling yourself you’ll build something for yourself “one day,” but that day never actually arrives?
Are you waiting for more time, more capacity, or the “right moment” before you let yourself even consider building an additional income stream?
And if your only income depended on one employer, one role, one paycheck — how secure would you actually feel right now?
If yes, lean into today’s episode.
I caught up with a past client recently, someone who came to me after leaving a role she’d been in for 13 years, still figuring out what was next. Back then, she told me she’d love to build something of her own “one day”, but the priority was securing her next role first. Someday. Not now.
Fast forward to this week, and her update floored me: not only has she built a thriving consulting business on the side, she’s just landed a more senior role than the one she left AND negotiated to keep her consulting business running alongside it. It isn’t either/or for her anymore. It’s both.
That conversation is exactly why I wanted to record this episode. Because I hear some version of “I’d love to do that one day” from experienced, brilliant women all the time. I wanted to unpack why now, not someday, is the right time to start. In this episode, I’m breaking down why building before you need it is the real security net, why your existing expertise is more valuable (and more AI-proof) than you’re giving it credit for, and how starting small is the actual path to a portfolio career that protects and fulfills you.
Summary
✨ What You’ll Learn in This Episode
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Why Building An Additional Income Stream Is Your Real Security Net
In uncertain times with layoffs, redundancies, constant shifts in the job market — having all of your income tied to one employer is a risk. I talk through why starting to build something of your own now, while things are stable, means you’re not scrambling to build from a place of panic later.
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Why Your Experience Is More Valuable Than You Realise (Especially With AI On The Rise)
With so much conversation about AI disruption, I explain why your judgement, nuance, and years of hard-won expertise are exactly what can’t be replicated. Most high-achieving women are sitting on more value than they’ve ever stopped to fully articulate.
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How To Turn Your Own “Someday” Into An Actual Start Date
I close with a challenge: pick an actual date. This quarter, next quarter, next year — whatever it is, get specific. I walk through why building before you’re forced to is always the better position to build from.
I’m so passionate about this that I’m running a free, two-day live event called the Multiple Streams of Income Intensive on September 2nd and 3rd. Day one, I’ll walk you through the exact framework for identifying and starting your first additional income stream. Day two is live hot-seat coaching, where you can bring your own ideas and get coached in real time.
If you’ve been thinking about building something of your own and telling yourself “someday”, this is your someday. Sign up for free at careerchangemakers.com/intensive.
Invest in Yourself and Your Career:
- Community — Join our Network for mid-career women redesigning what’s next in their careers
- Coaching — Apply for The Portfolio Career Academy. Turn Your Expertise Into Multiple Streams of Income & Impact Through Building A Portfolio Career.
Episode notes
As an award-winning certified executive and career coach, TEDx speaker, podcast host and former lawyer, I have seen way too many female professionals under selling themselves and settling for less in their careers. I am committed to equipping high achieving women with the tools and support to create careers that are both meaningful and impactful.
If you enjoyed this episode, please leave a rating and review. It helps the show reach more ambitious professionals who need this message.
🌿 Monthly Pause & Plan Sessions
I also host a complimentary Pause & Plan session once a month for professionals and leaders who want to step away from the noise and plan with intention. Join our next session.
🔗 Get in Touch
Want to connect and share your thoughts on the episode? Send an email to podcast@careerchangemakers.com
Instagram: @careerchangemakerspodcast
Connect with Janine Esbrand
Multiple Streams of Income Intensive
- Save your seat for this 2 day intensive that will help you leverage your existing expertise to build an additional stream of income.
