Motherhood isn’t a setback, it’s a superpower.

In this episode of She Wears the Pants, Ashley is joined by Cait Scudder, multi-millionaire CEO, TEDx speaker, and founder of The Millionaire Mother. From scaling her empire with three babies under four to pioneering a new paradigm of feminine leadership, Cait is proof that ambition and motherhood are not mutually exclusive.

Together, Ashley and Cait dive into:

• How Cait went from burnt-out teacher to seven-figure CEO
• Why she shut down a multi-six-figure mastermind to follow her true vision
• The rise of The Millionaire Mother and the matriarch archetype
• What it means to lead with intuition, audacity, and legacy
• Why you never have to choose between motherhood and ambition

Cait’s story is a masterclass in reinvention, surrender, and unapologetic ambition. If you’ve ever questioned whether you can do both, this episode is your proof that you were born for both.

Learn more about our guest:

Cait Scudder is a multi-millionaire entrepreneur, TEDx speaker, and host of The Millionaire Mother Podcast. Through her signature programs and community, she helps ambitious mothers scale their businesses without sacrificing their families or themselves.

Website: https://themillionairemother.com/

Instagram: https://www.instagram.com/themillionairemother/

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com

Before the world celebrates you, you have to be willing to see yourself.

In today’s solo episode, Ashley gets raw about the inner identity work that happens long before the spotlight, the seven-figure milestone, or the stage.

With a reality TV debut on the horizon and her voice about to reach audiences around the world, Ashley shares the very real fears of being seen, judged, or misunderstood, and the practices that keep her grounded in who she is before the world tries to define her.

Inside this episode, Ashley shares:

• Why identity must be anchored before results arrive
• The difference between shrinking to fit others’ projections and standing firm in self-definition
• Ashley’s daily rituals for setting identity before emails, meetings, or the world gets access
• How to recognize the nervous-system panic that comes before expansion, and why it’s often the sign you’re on the right path
• The role of embodiment, rhythm, and boundaries in holding success at scale
• A powerful identity anchor exercise you can use today to step into the woman you’re becoming

This is not just about business strategy. It’s about who you must become to hold the success you’re building.

If you are standing on the edge of something big and your hands are shaking, let this be your reminder: the stretch is the birthplace of your next level.

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com

What happens when the version of you that built the business can’t sustain the life you truly want?

In this deep, soulful episode, Ashley Deland sits down with Ashleigh C. Henry, speaker, writer, life coach, and creator of Sacred Reorientation, to explore what it means to integrate your ambition with your aliveness.

After years of guiding high-achieving women in business, Ashleigh experienced a sacred unraveling that reshaped everything she knew about leadership, grief, and success. 

Today, she helps women build harmony between achievement and embodiment so they can live a life they can actually inhabit.

Inside this episode:

• The “death of self” and how it signals your next evolution
• How to recognize the symptoms of misalignment before burnout hits
• The truth about performance vs. presence (and why simulation can reveal what’s real)
• Reclaiming pleasure and how your body reveals where both joy and pain live
• Why women entrepreneurs must create from regulation, not adrenaline
• The courage it takes to walk away from external success to create internal freedom

Ashleigh’s story is a masterclass in sacred reorientation, an invitation to stop performing wholeness and start living it.

If this episode resonates, connect with Ashleigh. Enrollment is now open for her next Sacred Reorientation winter cohort beginning February 2026, with $300 off through the end of the year.

Learn more about our Guest:

Ashleigh C. Henry is a speaker, writer, life coach, and guide for women who are done performing wholeness and are ready to actually live it. She has  spent the last six years helping high-achieving women lead businesses, build legacies, and navigate seasons of identity, leadership, business and life expansion.

Website: https://ashleighchenry.com/

Instagram: https://www.instagram.com/ashleighchenry/

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com

If you’ve ever found yourself exhausted by the chase, performing instead of leading, or stuck in the cycle of doing more just to prove your worth, this conversation is for you. 

Ashley shares the mindset shifts that moved her from hustling to holding, from proving to embodying, and from performance to presence.

Inside this episode:

• Why chasing the “next thing” keeps you disconnected from who you already are
• How to shift from insecure to integrated so your energy matches your message
• The difference between performance and presence, and why presence creates sustainability
• What it really means to “hold” success without burning out or disappearing in the process

Because it isn’t about doing more. It’s about becoming more of yourself; anchored, integrated, present, and powerful.

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com

What if wealth wasn’t just about money, but about being rich in every area of life?

On this episode of She Wears the Pants, Ashley sits down with Jasmin Manke, Forbes 30 Under 30 entrepreneur, 8-figure mentor, international bestselling author, and the visionary behind the HypnoDance Method.

Jasmin has built an eight-figure empire in her twenties, manifested a multimillion-dollar home in just three weeks, and helps women around the world create multiple six-figure cash months, all while staying unplugged, aligned, and deeply in flow. She’s not just building wealth, she’s redefining it.

In this episode, we dive into:

• Jasmin’s early entrepreneurial roots and the lessons she learned watching her mother “wear the pants” in business
• Why saying no to misaligned opportunities is the fastest path to authentic success
• The power of building wealth from alignment rather than pressure
• How the HypnoDance Method combines music, movement, and mentorship to create transformational results
• Jasmin’s “relaxed rich” philosophy, and why sustainable wealth is about joy, not sacrifice
• Her top three takeaways for becoming the woman who can hold the success you’re calling in

This conversation is a powerful reminder that you get to have it all—and that success built on alignment, fun, and flow is not only possible, but inevitable.

Learn more about our guest:

Jasmin Manke is a 8 Figure Mentor, Forbes 30 u 30 Lister, 1# International Best Selling Author, Speaker. Jasmin helps entrepreneurs get rich in all areas of their life inside the Wealth Being Members Club.

Website: https://jasminmanke.com/

Instagram: https://www.instagram.com/jasminmankecoaching/ (DM her the word Ashley for a special gift)

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com

The real reason you’re not hitting your goals? It’s not discipline. It’s not motivation. It’s foundation.

In this solo episode of She Wears the Pants, Ashley pulls back the curtain on why so many ambitious women stay stuck in the gap between vision and results. You’ve made the vision board. You’ve bought the planner. You’ve mapped out the steps. And yet, the needle isn’t moving.

The truth? No one ever taught you how to actually anchor your goals into a structure that can hold them. That’s where this episode comes in.

Ashley shares the exact five-layer framework she used to scale businesses, restructure time, and build systems that don’t just look good on paper, but actually work in real life.

Inside this episode, you’ll discover:

• Why simplicity is the overlooked strategy that creates clarity and focus
• How to build a strategy that aligns with your pace, resources, and season, not what’s trending online
• The role of structure in turning shaky belief into consistent progress
• Why specificity matters if you want your goals to actually land
• How scheduling transforms “someday” into a non-negotiable reality

This isn’t about doing more, it’s about doing better. It’s about giving your goals a place to land so you can stop spinning your wheels and start moving with momentum.

If you’ve been craving a way to bridge the gap between intention and execution, this episode is your permission slip to rewrite the rules of goal-setting and build a foundation that lasts.

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com

What if the real secret to success isn’t strategy, but radical self-expression?

On today’s episode of She Wears the Pants, Ashley is joined by Jennifer Spivak, CEO and founder of The Ad Girls, an all-female Facebook and Instagram advertising agency that’s unapologetically mission-driven and fiercely results-focused. Known as the “Conversion Queen” by Forbes, Jennifer has managed over $25M in ad spend and generated more than $90M in revenue for her clients, all while building a movement rooted in putting more money into the hands of women.

From surviving an abusive relationship in her early 20s to becoming one of the most sought-after voices in digital advertising, Jennifer’s story is one of resilience, authenticity, and courage to break every rule that doesn’t serve you.

In this powerful conversation, we dive into:

• How Jennifer turned a painful chapter into her life’s mission of economic empowerment for women
• Why authenticity is her ultimate secret sauce in business
• The evolving landscape of ads and why freebies are no longer the gold standard
• Leadership lessons from building and scaling an all-female team of 24
• How to cultivate self-trust, navigate challenges, and create systems that put you in control of your business growth
• What it really takes to hold success, visibility, and impact as a high-performing CEO

Jennifer’s journey proves there are no rules—only the ones we choose to make.

This episode is equal parts strategy and soul. Whether you’re ready to scale with ads or simply need a reminder that you’re allowed to do business your own way, Jennifer’s wisdom will light the fire under you.

Learn more about our guest:

Jennifer Spivak is the CEO and Founder of The Ad Girls: An all-female Facebook & Instagram advertising agency dedicated to putting more money into the hands of more women. 

Website: www.theadgirls.com

Instagram: https://www.instagram.com/jennspivak/

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com

You don’t scale by doing more.

You scale by becoming more.

In this powerful third installment of her recent solo series, this episode is all about building your CEO Operating System, a personalized framework of routines, rhythms, and rituals that scale with your life and leadership.

Ashley shares how to:

• Align your schedule with your energy, not just your to-do list
• Create rituals that regulate and refocus your power
• Structure your week like a portfolio CEO
• Protect your priorities with weekly CEO time
• Integrate your evolving identity into your monthly planning
• Build a flexible, seasonal structure that supports your soul

This isn’t about productivity hacks, it’s about leadership design. If you’re ready to stop reacting and start creating, this episode will help you build a rhythm that reflects your reality and supports your next level.

What part of your life or business needs rhythm more than hustle? What’s one ritual you can add, or remove, this week to support that?

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com

On this episode of She Wears the Pants, Ashley sits down with Olivia Marie Pecqueur, a resilient entrepreneur and coach who knows firsthand that healing is more than just fixing what’s broken—it’s about transforming every layer of your life. After facing a devastating injury that left her navigating physical, mental, and emotional recovery, Olivia rebuilt her health, her confidence, and her business from the ground up.

Tune in as Ashley and Olivia explore:

• How trauma and adversity can become catalysts for radical self-discovery
• The role mindset and emotional healing play in long-term recovery
• Why listening to your body is essential for preventing burnout and relapse
• Tools and daily practices that support both physical and mental resilience
• How Olivia turned her personal healing into a platform for helping others thrive

Olivia’s story is proof that healing isn’t linear—it’s layered, complex, and deeply personal. If you’ve ever faced a setback that shook your identity, this conversation will give you the hope, strategies, and fire to rise again.

Learn more about our guest:

Olivia Marie Pecqueur is a powerhouse mentor and speaker who helps high-performing entrepreneurs scale to seven- and eight-figure revenue with grace—not grit. Known as the "Nervous System Queen," she offers a transformative methodology that blends nervous system regulation, quantum strategy, and soul-aligned leadership.

As the founder of Rich & Regulated CEO™, Olivia guides visionary leaders toward building wealth that feels luxurious both internally and externally—with ease as the new standard. Her clients go beyond cash flow; they cultivate calm confidence, magnetic presence, and sustainable momentum. She's also an angel investor and co-host of The Beyond Limits Show. 

Connect with Olivia:

https://www.keepupwithliv.com/aboutliv

https://www.instagram.com/keepupwithliv/

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com

Building a multimillion-dollar business while raising six kids? Julie Cole shows how it’s done.

In this episode of She Wears the Pants, Ashley is joined by Julie Cole — recovered lawyer, mom of six, and co-founder of Mabel’s Labels, a wildly successful brand built from a basement 22 years ago. Julie shares her journey from legal aid to entrepreneurship, balancing motherhood with building a legacy, and rewriting the rules of success and family life.

Tune in to hear Julie break down:

• How a missing product and a need for flexibility sparked an unexpected entrepreneurial journey
• The hard truths and humor of raising six kids while scaling a business
• Why saying “no” and setting strong boundaries saved her sanity
• The secret to balancing productivity with motherhood without perfectionism
• How her leadership style fosters empathy, independence, and trust at home and work
• The highs and lows of co-founding a business with multiple partners—and lessons learned
• How building a family-friendly, flexible company culture became a game changer

If you’ve ever felt like you have to choose between being a great mom or a successful entrepreneur, Julie’s story will challenge that narrative—and show you how to have both.

Learn more about our guest:

Julie Cole is a recovered lawyer, mom of six and co-founder of Mabel's Labels. Julie is an award-winning entrepreneur, best-selling and award-winning author and media personality. Having appeared on NBC's The Today Show, CNN, HLN's Raising America, Breakfast Television, The Marilyn Denis Show, CP24, and CityLine, among many others. Her articles have appeared in The Huffington Post, Today's Parent, The Globe and Mail, Profit Magazine, Working Mother Magazine, and numerous websites.

Connect with Julie:

https://mabelslabels.ca/en-CA/juliecole

https://www.instagram.com/juliecoleinc/

Remember, stay confident, stay focused, and keep wearing those pants with pride.

Be sure to rate, review, and subscribe!

Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

Mentioned in this episode:

Private Advisory - Jan 2026

Apply: www.ashleydeland.com