Month: April 2026

Four Questions Answered About Encore Careers

Four Questions Answered About Encore Careers

If you’ve been thinking, “What’s next for me?”, you’re not alone. More and more people are exploring encore careers: meaningful work pursued in the second half of life that blends purpose, flexibility, and often a new sense of identity. If you’re curious but unsure where to begin, here are four common questions answered.

1. What Exactly Is an Encore Career?

An encore career is not just another job, it’s a shift. It’s work that feels more aligned with who you are now, not who you were earlier in your career. For some, that means turning a long-held interest into income. For others, it’s using their professional experience in a new way, such as consulting, mentoring, or working in a mission-driven organization. The key is that it feels purposeful and intentional.

Today, we’re seeing more women redefine what’s possible in midlife and beyond. Martha Stewart continued evolving her brand well beyond midlife, expanding into new platforms and audiences. Arianna Huffington launched Thrive Global at age 66, shifting her focus toward well-being and burnout prevention. And Reese Witherspoon transformed her career by creating new opportunities not just for herself, but for other women as well.

These are not stories about starting over, they are about building forward.

2. Do I Need to Start Over?

Absolutely not. One of the biggest misconceptions is that an encore career requires starting from scratch. In reality, your experience is your greatest asset. The goal is to translate your skills into new opportunities. Leadership, communication, problem-solving, and relationship-building are highly transferable. Instead of asking, “What can I do now?” try asking, “How can I use what I already know in a different way?”

3. How Do I Figure Out What I Want to Do Next?

Clarity comes from action, not overthinking. Start by reflecting on what energizes you. What problems do you enjoy solving? What environments bring out your best? Then begin small experiments, conversations, volunteer roles, short-term projects, or classes. These steps help you test ideas without making a major commitment. Momentum builds confidence, and confidence leads to clearer direction.

4. Is It Too Late to Make a Change?

This is the question that stops many people, and the answer is no. In fact, this stage of life often brings greater self-awareness, resilience, and perspective than ever before. Employers and clients value those qualities. More importantly, you deserve work that feels engaging and meaningful. An encore career isn’t about age, it’s about alignment.

Three Questions to Ask Yourself as You Explore Your Encore Career

As you begin thinking about what’s next, give yourself permission to be curious, without pressure to have all the answers. Start here:

1. What Do I Want More of in This Next Chapter?

More flexibility? More creativity? More connection? More impact? Let this guide your direction.

2. What Strengths and Experiences Do I Want to Carry Forward?

You’ve built a lifetime of skills. Which ones do you enjoy using most, and want to continue using in a new way?

3. What Have I Always Been Curious About, But Never Pursued?

 Sometimes your next path has been quietly waiting for you. This is your opportunity to explore it.

Think about the possibilities and the places you’ll go!

Final Thought

An encore career is less about reinvention and more about reconnection, to your strengths, your interests, and what matters most to you now. You don’t need to have it all figured out. You simply need to be willing to take the first step.

As a career coach, I’ve worked with many women who begin exploring their encore career while they are still working. You don’t need to wait until retirement to get the ball rolling. In fact, starting earlier gives you a longer runway to thoughtfully build, explore, and ultimately launch the next chapter you’re dreaming about.

Let’s Chat:

Are you already moving toward your encore career, or is there something you’ve been quietly wanting to explore? I’d love to hear what’s on your mind. Taking the first step begins with acknowledging that you’re ready to move forward and that simple shift can open the door to what comes next.

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Liz McGraw’s White and Blue Floral Crop Top and Pants

Liz McGraw’s White and Blue Floral Crop Top and Pants / Real Housewives of Rhode Island Season 1 Episode 3 Fashion

Liz McGraw is quickly becoming one of my fav fashionistas because she has a nice mix of expensive and affordable fashion. For example, tonight on #RHORI she wears this white and blue floral crop top and pant set that was at one point very affordable. Though it’s unfortunately no longer available to shop, we still have similar styles to it below that will have you looking like a total doll

Sincerely Stylish,

Jess


Liz McGraw's White and Blue Floral Crop Top and Pants

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Originally posted at: Liz McGraw’s White and Blue Floral Crop Top and Pants

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Cynthia Bailey’s White Lace Belted Midi Dress

Cynthia Bailey’s White Lace Belted Midi Dress / Real Housewives of Atlanta Season 17 Episode 2 Fashion

Cynthia Bailey heads to Kelli Ferrell’s grand opening in a lovely white lace belted midi dress. I love this look, it’s perfect for special occasions. And if you want to exude grace in lace like Cynthia Style you can shop a similar in stock below.

Best in Blonde,

Amanda


Cynthia Bailey's White Lace Belted Midi Dress

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Originally posted at: Cynthia Bailey’s White Lace Belted Midi Dress

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Angela Oakley’s Black Dress with White Flowers

Angela Oakley’s Black Dress with White Flowers / Real Housewives of Atlanta Season 17 Episode 2 Fashion

Angela Oakley is the queen of dresses and blesses us with a black dress with white flowers at Kelli Ferrell’s grand opening on tonight’s episode of #RHOA. So do not be late to the party and snag the last few remaining in stock.

Best in Blonde,

Amanda


Angela Oakley's Black Dress with White Flowers

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Originally posted at: Angela Oakley’s Black Dress with White Flowers

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Sutton Stracke’s White Printed Button Down Shirt

Sutton Stracke’s White Printed Button Down Shirt / Real Housewives of Beverly Hills Season 15 Episode 17 Fashion

I will always say everyone needs a classic button down shirt in their closet because they can be paired with a plethora of things for a plethora of occasions. Especially when they’re fun like the white printed one Sutton Stracke was seen wearing on #RHOBH last night. And since we found some solid similar styles to it below means you won’t want to miss out on shopping them.

Sincerely Stylish,

Jess


Sutton Stracke's White Printed Button Down Shirt

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Originally posted at: Sutton Stracke’s White Printed Button Down Shirt

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