CONSIDER US YOUR NEW BUSINESS BESTIES

Welcome to the Bossy Pants Family

We’re the strategic, no-BS cheerleaders you didn’t know your business needed. Here to help you align your goals, simplify your strategy, and create success on your terms—without the overwhelm.

Because your business deserves to actually feel as good as it looks.

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ALIGNED AMBITION

REGISTRATION NOW OPEN ─ ALIGNED AMBITION ─

Meet The Women Behind Bossy Pants Collective

Jaime McClintock

Our visionary strategist who helps ambitious entrepreneurs align their businesses with their true purpose. With a unique blend of creativity, spirituality and practicality, she empowers entrepreneurs to build thriving businesses that feel fulfilling and authentic.

Jaime Brings:

  • Jaime has a natural ability to see the big picture while crafting detailed, actionable plans that help clients move forward with confidence.

  • Jaime inspires clients to step into their power, make decisions with clarity, and embrace a leadership style that feels both authentic and effective.

  • With a talent for recognizing patterns and creating systems, Jaime provides clients with innovative solutions that drive long-term success.

  • Jaime’s coaching helps clients design businesses that not only grow but also feel deeply fulfilling and aligned with their personal values.

  • Jaime integrates Human Design and astrology to help clients unlock their unique energetic blueprint and discover the path to true alignment. By understanding how you’re naturally wired to thrive, she guides you toward decisions, strategies, and actions that feel effortless and aligned—creating a business and life that flows with ease and purpose.

Allegra Taylor

A heart-centered therapist and coach who combines therapeutic insight with strategic guidance to help entrepreneurs overcome obstacles and find clarity. She’s passionate about creating space for aligned action and meaningful growth.

Allegra Brings:

  • Allegra excels at helping clients uncover their inner truths, guiding them to align their business and life with their authentic purpose.

  • Allegra loves to challenge the status quo, helping clients rewrite what’s possible in business and life.

  • Allegra’s approach empowers clients to think beyond themselves, fostering a sense of purpose and impact that benefits both their business and the people they serve.

  • With a bold and visionary outlook, Allegra encourages clients to challenge norms, think outside the box, and embrace innovative solutions.

  • As a licensed therapist, Allegra offers a depth of emotional insight and compassionate support that’s rare in business coaching. She helps clients break through mental blocks, navigate fears, and cultivate resilience, empowering them to approach their business and life with clarity, confidence, and emotional balance.

The Story Behind Bossy Pants

The First Bossy Pants of the New Generation Was Born

Jaime arrives in the world, full of ambition and natural leadership. Branded a “Bossy Pants” as a child, she unknowingly begins the journey of reclaiming what it means to lead unapologetically.

From One Bossy Pants to Two!

Allegra, Jaime’s cousin and fellow eldest daughter, is born. Together, they form an unbreakable bond, becoming more like sisters than cousins—and the ultimate Bossy Pants duo (rip other siblings!)

The Entrepreneurial Journey Begins

After meeting her husband, Jaime dives headfirst into entrepreneurship, navigating (in-law) family business dynamics and learning the ropes. These early years shaped her vision and passion for helping others forge their own paths.

Building Dreams and Supporting One Another Other Along the Way

Jaime and her husband purchase McClintock’s Water Ski School, turning a family business into a thriving venture. And in 2019, Jaime helps Allegra start Kindred Roots Therapy, sparking a collaboration where they lean on each other’s strengths and wisdom to grow their businesses.

Turning a Vision into a Collective

After years of cheering each other on, Jaime invites Allegra to join Bossy Pants Collective. What started as a consulting firm evolves into a mission-driven partnership to empower ambitious women and build the community they both wished they had.

A New Chapter of Purpose & Expansion

As Allegra notices a growing trend in her clients seeking clarity in their careers and purpose, Jaime reflects on her own journey of overcoming self-doubt, stuckness and redefining success. Together, they realize their calling: helping women realign their businesses and lives with their values. This sparks the expansion of Bossy Pants Collective into transformative small-group programs designed to foster connection, collaboration, and aligned growth.

Our ‘Why’ Behind Everything We Do

At Bossy Pants Collective, our mission is rooted in a deep desire to empower women to build businesses that align with their values, spark their passions, and redefine success on their own terms. We’ve seen firsthand how the pressures of entrepreneurship can leave even the most ambitious women feeling stuck, disconnected, or overwhelmed. We’re here to change that. By blending strategy, intuition, and heart, we help you break free from the outdated “shoulds” and instead create a business that feels expansive, fulfilling, and uniquely yours.

We believe that success isn’t just about the numbers—it’s about creating a life and business that bring you joy, purpose, and freedom. Our work is personal because we’ve been where you are, and we know the transformation that’s possible when you have the right support, tools, and community behind you. Whether it’s through strategic coaching, career clarity sessions, or group programs, our purpose is simple: to help ambitious women like you step fully into your power and create the life and business you’ve always envisioned.

Q&A to help you get to know us a bit better

Diving Deeper with Allegra

  • I’ve always been driven by a desire to give back to others, believing deeply that success is most meaningful when it’s shared within a community. I firmly believe in the power of connection—humans thrive when we come together in collaboration rather than competition. In an environment that fosters collective growth, when one person wins, everyone benefits. I also believe that our strengths can often be our blind spots. When we build healthy communities where we feel safely connected, the people around us can reflect our unique gifts back to us, helping us recognize and embrace them. In turn, when we support others in realizing their potential, it creates a full-circle effect that allows us to grow and thrive alongside them.

    To me, there’s incredible beauty in reciprocity. It’s in those moments of mutual support and shared growth that we find the deepest level of fulfillment.

  • I feel incredibly fortunate to have a strong intuitive instinct. There have been countless times in my life when, logically, my choices didn’t make sense on paper, but I had an unwavering sense that I needed to follow them anyway. To this day, that intuition has never misled me. Using this gift with my clients is one of the most rewarding parts of what I do. I can deeply sense what a client should be focusing on or identify what’s not working without needing mountains of evidence to back it up— it just is. The magic lies in trusting, knowing and guiding clients toward their next steps with confidence.

    Beyond that, I love teaching clients to lean into their own intuition and feelings. It’s a powerful way to help them move past overthinking and self-doubt. In my experience, tuning into intuition is the antidote to the “freeze” response in business. By trusting the principle of “first thought, best thought” they can act with greater clarity and ease.

  • Zoom out! When you’re overwhelmed, it’s easy to fixate on all the little things about your business that feel imperfect or unfinished. This can quickly turn your “to-do” list into an overwhelming mountain of tasks, making it feel like you’ll never get ahead. When everything starts to feel chaotic and unclear, the best thing you can do is take a step back and look at the bigger picture.

    Why did you start your business in the first place? Who is your target audience, and what are they truly seeking? How does your business align with your personal life right now? Bigger-picture reflection often brings immense clarity about where to focus your time, energy, and resources. Stepping back allows you to reconnect with your purpose and priorities. It’s like taking a deep breath!

  • My background in social work and service-based roles has given me profound insight into working with people from all walks of life. I have a deep understanding of how individuals, families, communities, and larger systems influence one another, as well as the nuanced ways in which human needs can be both complex and beautifully simple.

    Being a social worker taught me to be incredibly resourceful and resilient. I’ve learned that there’s no such thing as a dead-end—when something needs to happen, you find a way, even when the path forward isn’t immediately clear. This experience also developed my adaptability and patience, which are crucial when guiding clients through periods of uncertainty and change. It’s about meeting people where they are and pacing progress in a way that feels manageable and sustainable.

    As a coach, I strive to neutralize the power dynamic and let my clients lead. I firmly believe that you are the expert on your own life. My role is to help you recognize your unique gifts, understand your needs, and unlock your potential. I work for you—you don’t work for me.

  • I love witnessing clients discover what it truly feels like to be successful, rather than simply chasing the idea of “being” successful. So often, we’re focused on the end goal without ever pausing to ask ourselves what success would actually feel like or how we’d know when we’ve arrived.

    Watching a client realize that they hold the power to shape their own lives, thanks to the dedication and effort they’ve poured into their business, is incredibly empowering. What’s even more inspiring is that many clients who reach this point feel a natural desire to help others find the same sense of fulfillment and peace. This ripple effect only deepens my passion for fostering collaboration and community.

Allegra’s Professional Bragging Rights Because we celebrate the sh*t out of hard work around here

  • Allegra is the Founder and Clinic Director of Kindred Roots Therapy Inc, a thriving practice she built before the age of 25.

  • In addition to leading Kindred Roots, Allegra is a Sessional Instructor with the Faculty of Social Work at the University of Calgary, where she teaches Master’s-level students. She also continues her work as a public health social worker, supporting rural communities in Alberta.

  • Allegra completed her Master of Social Work degree at just 23 and has presented her research on both national and international stages.

Diving Deeper with Jaime

  • I’ve always believed that no one succeeds in isolation. Growing up, I experienced firsthand the power of connection and collaboration, and I’ve seen how building a supportive community can completely transform the way we approach our goals. My passion lies in creating spaces where women feel empowered, understood, and supported—because when we lift each other up, the possibilities are endless.

  • For me, intuition is about trusting what feels aligned and guiding others to do the same. I combine practical strategies with intuitive insights to help clients cut through the noise and reconnect with what truly matters. Whether it’s sensing the energy of a room or recognizing when someone needs to pivot, I lean on both my sacral authority in Human Design and my deep empathy to lead clients toward clarity and ease.

  • Take a breath and remember: you don’t have to do it all at once. Overwhelm often comes from trying to be everything to everyone, so give yourself permission to focus on what feels aligned and let the rest wait. Success doesn’t come from doing more—it comes from doing what matters most. Simplify, trust yourself, and take one aligned step at a time.

  • My diverse background in service-based roles has taught me the importance of adaptability, empathy, and understanding the unique needs of each individual. Whether managing teams, navigating client relationships, or running businesses, I’ve gained a deep appreciation for balancing practical strategies with human connection. This experience allows me to bring a well-rounded, personalized approach to coaching, meeting clients where they are and guiding them toward solutions that truly align with their goals and values.

  • It’s like watching someone rediscover their spark! There’s nothing more fulfilling than seeing a client realize they don’t have to sacrifice their well-being to succeed. When they reclaim their time and energy, they step into their full potential, and their businesses start to feel like a true extension of who they are. That transformation is why I do what I do—it’s pure magic.

Jaime’s Professional Bragging Rights Because we also celebrate bold moves and brave pivots around here

  • Jaime has a diverse background spanning industries like hospitality, real estate, high-end wedding planning, and sports facility management, showcasing her ability to thrive in dynamic environments.

  • In her first year as a licensed realtor, Jaime became the #2 agent at one of the largest real estate companies, all by daring to build her career her own way.

  • Together with her husband, Jaime owns Canada’s largest water ski school, McClintock’s, and serves on the National Board of Directors for Water Ski & Wakeboard Canada, shaping the future of the sport.

  • Originally studying nursing, Jaime found her true calling in coaching & consulting and holds certifications in Reiki, NLP, hypnotherapy, EFT, and as an ICF Accredited Life and Success Coach, combining practical strategy with energetic alignment.

Ready to align your business with your vision and create success on your terms?

REGISTRATION NOW OPEN

ALIGNED AMBITION

REGISTRATION NOW OPEN ─ ALIGNED AMBITION ─

Let’s do the damn thing  

It’s time to create the business you always dreamed of in a way that is uniquely yours.

We’re here to guide you every step of the way, turning your big ideas into “wow, is this really mine?” moments. Our mission is to bring your vision to life in a way that’s not just aligned with your goals but elevates them beyond what you thought possible. Together, we’ll create something that stands out, feels authentic, and takes your business to the next level.