Ask Lynn
You ask, I answer. Whether this is about career, lifestyle or situations you need help navigating - I am here to help you. Ask Lynn is a safe space. A place for you. A place to recenter. Just ask.
Your questions this month.
1. I have always felt like I wanted a ‘big life’. I used to feel like this meant career and money. Now, I’m getting older and I feel like my idea of ‘big’ has changed, but I’m struggling to let go of this idea of traditional success. Do you have any tips? - Alice, Medicine
2. I’ve been at my current company for two years and I feel like I’m getting stagnant. What should I look for in a new job to keep moving and growing? I want to change industries, but I’m worried about starting again. How do I balance my ambition and my knowledge levels? - Becca, Marketing
3. I’m 55 now and want to step into a leadership position after a career break to raise my kids. I’ve been back at work for 7 years, and I’m ready to step up. How do I approach this? - Bonnie, Insurance
4. I’ve always been super ambitious, and I’m finding it hard to let go of that and settle in my current space because I’m always on the lookout for better roles that might pay more. Is it wrong to be doing that? I feel like it’s taking up headspace, but I don’t want to miss out. For context, I come from a first-generation immigrant family, so I feel like there is a lot of pressure on my choices. - Zainab, Tech
Key takeaways from Ask Lynn.
Outgrowing old definitions of success isn’t a loss of ambition - it’s a sign you’re evolving.
If your learning curve has flattened, it’s not loyalty - it’s stagnation.
Leadership doesn’t arrive on time - it arrives when you claim it.
Ambition should expand your life, not keep you mentally packing to leave it.