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Why I Made a Midlife Career Switch

Hope + Possibilties: A Love Letter to the Future of Work

Release Date: 10/01/2024

Let's Talk Thought Leadership and Podcasting in Canada with Amanda Cupido show art Let's Talk Thought Leadership and Podcasting in Canada with Amanda Cupido

Hope + Possibilties: A Love Letter to the Future of Work

Amanda Cupido — Founder of Lead Podcasting, author (including "Let's Talk Podcasting for Kids"), experienced broadcaster, keynote speaker, and TEDx presenter. Episode Themes Canadian Podcasting Gaps: Discussion on how most resources are American, and the importance of Amanda’s contribution as an author of uniquely Canadian podcasting resources. Early Audio Influences: Amanda’s lifelong fascination with audio and radio, and her journey into podcasting, contrasted by Nola’s experience with talk radio growing up.​ Podcasting for Kids: Insights from Amanda’s new book...

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Hope + Possibilties: A Love Letter to the Future of Work

If you say you don’t want to be political, it’s often because the system is already working for you. For those of us who’ve had to fight for flexibility, access, or equity—that’s never been an option.   The Privilege of Silence When someone says, “I don’t do politics,” what they’re really saying is that they’re comfortable with the way things are. That comfort signals that their own ease matters more than the discomfort others experience under the same system. For many people—including me—that kind of silence has never been an option.   Personal Experience...

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Hope + Possibilties: A Love Letter to the Future of Work

  Practical Futurism for Daily Life Hope & Possibilities: A Love Letter to the Future of Work In this episode, I share how I think about futurism not just as theory, but as something you can actually live. My focus has always been: how do we bring futurism into daily life? How do the choices we make today move us closer to the future we want? I talk about the future-back method I first learned at the Institute for the Future, why noticing matters more than prediction, and how small shifts in attention can help you navigate change with more agency and optimism. In this episode, I...

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  🎙️ Hope and Possibilities with Nola Simon 🗓️ Episode Title: What Got You Here, Won't Get You There 🧭 Length: ~20 minutes 🎧 Listen wherever you get your podcasts ✨ Episode Summary (from me, Nola): In this episode, I reflect on a concept that’s been showing up in a lot of places in my life and work lately: “What got you here won’t get you there.” It’s a phrase I learned from Marshall Goldsmith, and it’s one that keeps offering new layers of meaning the more I sit with it. I talk about how this idea plays out in leadership — especially the shift from...

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  🎙️ Episode Title Presence, Work, and AI: Stories Beyond Location 📖 Episode Summary In this episode of Hope & Possibilities: A Love Letter to the Future of Work, I dive into a theory I’ve been working on: our stories about work are deeply tied to presence—but not always in the ways we think. When I look back on my own career, most of my success stories didn’t happen in person. They happened over the phone, on a webinar, or through a screen. I rarely met my clients face-to-face, and yet that work shaped everything I achieved. Along the way, I’ve noticed how much...

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Hope + Possibilties: A Love Letter to the Future of Work

**Podcasting as Leadership and Cultural Stewardship**   Podcasting isn’t just a marketing tool for me—it’s a form of leadership and cultural stewardship. I’ve learned since 2021 that holding the mic comes with real ethical responsibility. I’m not just shaping conversations; I’m shaping culture. What I choose to amplify, who I invite, and how I edit all have long-term impact. **How I Choose and Work With Guests**   I’m a big believer in trust and long-term relationships. I follow people for years, watching for consistency and authenticity before I invite them on. Cold...

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Hope + Possibilties: A Love Letter to the Future of Work

  Summary: Skill-Based Job Setups, AI, Identity, and Team Dynamics 1. AI and Skill Identification in Organizations AI-Driven Talent Management: Organizations are increasingly using AI to analyze employee data, identify hidden skills, and match people to new roles or projects. This helps optimize workforce deployment and supports upskilling initiatives. Benefits: AI enables more efficient talent placement, better prediction of future skill needs, and proactive workforce development. Concerns: Reliance on AI raises privacy issues and...

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#MadeInCanada Key Themes and Ideas As I reflect on my podcast, "Hope & Possibilities: A Love Letter to the Future of Work," I am excited to share the key themes and ideas that will guide our journey in 2025. This podcast, previously known as "The Janus Oasis" and then "Hybrid Remote Center of Excellence," is undergoing its third rebranding, driven by a desire for a more concise and evocative name, a deeper exploration of the future of work, and a shift to solo episodes. Rebranding and Rationale I chose the new name to align with my existing newsletters on LinkedIn and Substack,...

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Hope + Possibilties: A Love Letter to the Future of Work

Made in Canada.

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Hope + Possibilties: A Love Letter to the Future of Work

Made in Canada Putting the Social in Social Media from a Remote, Rural Location in Canada In this episode of the Hybrid Remote Center of Excellence podcast, host Nola Simon interviews Ingrid Deon, an award-winning entrepreneur who runs a world-class marketing agency from rural Nova Scotia. Discover how Ingrid built her successful business and created local jobs in a small town, overcoming challenges and leveraging the power of authentic social media engagement. **Key Highlights:** - Ingrid's journey from single mom to CEO of a marketing agency - Building a business in rural Nova Scotia and...

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My Midlife Career Switch: Lessons Learned

I'm Nola Simon and I recently shared my story of making a midlife career switch in Maclean's magazine.  Why I Made a Midlife Career Switch - Macleans.ca

 

While the article provides context about my personal career journey, I wanted to offer more specific actions and advice based on my experience. Here's what I've learned:

Start Earlier Than You Think

I began contemplating a career change back in 2014, but due to life circumstances, I didn't make the leap until years later. This taught me that you need to start preparing for a career transition much sooner than you might expect. Life happens – responsibilities, family obligations, and unexpected events can delay your plans.

Reflection and Self-Assessment

A crucial part of my transition involved deep self-reflection:

- I assessed my skills and experiences
- I worked to understand what fueled and drained me
- I identified market trends and opportunities
- I tuned into my desires and aspirations

Supporting Practices

I found several practices invaluable in supporting my self-discovery and mental well-being:

- Yoga
- Walking
- Writing
- Meditation
- Mindfulness

These practices helped me tune into my authentic desires and navigate the emotional challenges of my career transition.

The Role of Career Coaches

I hired two career coaches at different times – Sarah Vermunt and Kerri Twigg. They provided:

- Guidance in navigating my career changes
- Support in developing new skills and mindsets
- Insights into personal branding and media presence

I found it particularly valuable to see how my coaches developed their own practices and applied their advice to their own work.

Dealing with Grief and Identity Shifts

An often overlooked aspect of career transitions is the grief associated with letting go of old identities. I experienced this firsthand:

- It was emotionally challenging to leave my long-term employer
- I struggled with letting go of professional certifications and knowledge that no longer seemed relevant
- It was difficult to shift away from the recognition that came with working for an established company brand

Taking Concrete Actions

I learned that reflection alone wasn't enough. I had to take tangible steps to breathe life into my new career path:

- I started a podcast to vocalize my thoughts
- I designed a website
- I networked and spoke at events
- I conducted interviews and research for potential projects

Personal Branding in the AI Era

I discovered the importance of considering how AI perceives my online presence:

- I developed a comprehensive online presence across multiple platforms
- I considered how AI tools like ChatGPT interpret my personal brand
- I ensured my digital footprint accurately reflects my expertise and aspirations

Optimizing for Fulfillment

Ultimately, I focused on work that excites and fulfills me:

- I identified tasks and projects that energize me
- I minimized involvement in work that drains me
- I sought out opportunities that align with my strengths and interests

I hope these insights from my personal journey are helpful to those considering a midlife career switch. Remember, it's a process that takes time, reflection, and action. Be patient with yourself and stay true to what truly fulfills you.

Citations:
[1] https://ppl-ai-file-upload.s3.amazonaws.com/web/direct-files/15878539/7d224e2c-0923-4f46-8d78-fb79ab585537/paste.txt

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