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.

REGISTRATION NOW OPEN

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:

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:

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

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

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.