What if we embraced death not with fear, but with love, dignity, and thoughtful planning?

In this powerful and moving episode, hosts Robin and Al sit down with Dipti Purbhoo, Executive Director of the Dorothy Ley Hospice, to explore the essential, but often overlooked, role of hospice and palliative care in our healthcare system.

Dipti shares her personal journey into the world of hospice, emphasizing the importance of early access to palliative care, community support, and the compassionate legacy that end-of-life services offer. From demystifying death to advocating for a proactive healthcare approach, this conversation is a poignant reminder of what it truly means to care for others and for the legacy we leave behind.

Key takeaways:

✨ Hospice is Heart Work – At its core, hospice care is about love, dignity, and showing up for people at their most vulnerable.

✨ Start Sooner, Not Later – Palliative care isn’t just for the final days; it can begin at diagnosis to support quality of life.

✨ Community is Essential – Volunteers, donors, and grief support services form the foundation of holistic, accessible care.

✨ Talk About It – Open conversations about end-of-life wishes empower families and reduce fear around death.

✨ Care is a Legacy – Success isn’t always about achievements—it’s the lasting impact of compassion, presence, and advocacy.

Connect with Dipti

• LinkedIn: https://www.linkedin.com/in/dipti-purbhoo/
• Website: https://dlhospice.org/

Connect with Us

• LinkedIn: Robin Bailey and Al McDonald

• Website: Aria Benefits and Life & Legacy Advisory Group

What happens when you blend entrepreneurship, storytelling, and a deep sense of community? This week's guest has built a space and a movement that’s changing how we work, connect, and innovate. Hosts Robin and Al sit down with Qasim Virjee, a serial entrepreneur, storyteller, and founder of StartWell, a Toronto-based innovation campus redefining how we work, connect, and create.

From his early days in Kenya to his multi-faceted career in media, music, and tech, Qasim shares a deeply personal and thought-provoking journey. He opens up about the evolution of StartWell, how the pandemic became a surprising catalyst for reinvention, and why community is at the heart of entrepreneurship. If you’re passionate about the future of work, education reform, or simply want to hear from someone who’s building more than just a business, this conversation is for you.

Key takeaways:

✨ Work, Reimagined – StartWell blends co-working, media, and events to foster innovation and human connection.

✨ Rooted in Resilience – Qasim's journey from Kenya to Canada highlights adaptability, creativity, and entrepreneurial spirit.

✨ Education Needs a Shift – Canada’s school system must evolve to nurture entrepreneurial thinking and innovation.

✨ Community is the Brand – Storytelling and connection aren’t just marketing—they’re how trust and impact are built.

Brought to you by Aria Benefits and Life & Legacy Advisory Group

What if success wasn’t about climbing higher—but going deeper?

If you’ve ever hit a big milestone and still felt… off, you’re not alone. In this episode, entrepreneur and CEO Erik Simins shares the raw truth behind building companies, facing burnout, healing generational trauma, and redefining what legacy really means. From his early days grinding through 15-hour workdays to building powerful experiences with his daughter over tea at The Plaza, Erik’s journey is a masterclass in creating a life that aligns with your values, not just your ambition.

You’ll learn:

• What to do when success stops feeling like success
• Why legacy starts with asking your loved ones about their dreams
• How Erik cut the cycle of generational pain in his family
• Why integrity and energy are the most underrated leadership skills
• How to build something meaningful without losing yourself in the process

Whether you’re scaling your business or redefining what matters most, this episode will meet you right where you are—and help you take your next step with purpose.

We talk about:

• 00:00 Introduction
• 1:24 Meet Eric Simmons: Visionary Entrepreneur
• 2:37 Defining Success Beyond Wealth
• 07:07 Building Powerful Experiences
• 10:55 Impact and Legacy: Making a Difference
• 18:39 Leadership and Integrity
• 22:16 Balancing Multiple Personalities
• 23:07 Understanding Emotional Dynamics in Relationships
• 25:42 Legacy and Purpose: Breaking the Cycle
• 28:45 Advice for Young Entrepreneurs
• 32:36 The Importance of Adversity
• 35:58 Concluding Thoughts and Future Plans

📺 Watch the full video episode on YouTube: https://youtu.be/OO-NWymQ3M4

Connect with Erik

• LinkedIn: https://www.linkedin.com/in/empoweryourpeople/
• Website: https://workwolf.com/

Connect with Us

• LinkedIn: Robin Bailey and Al McDonald

• Website: Aria Benefits and Life & Legacy Advisory Group

Culture isn’t something you hand down—it’s something you build together.

In this episode, Robin and Al sit down with Jess Johannson, Chief Human Resources Officer at Canada Goose, for an insightful conversation on shaping company culture in today’s evolving workplace. Jess shares why authenticity, employee voice, and shared ownership are critical to building a strong organizational foundation.

They explore how post-COVID expectations are reshaping HR strategies, the importance of measuring engagement, and how investing in development and flexibility is key to attracting and retaining top talent. Jess also opens up about the lessons learned from career challenges and the long-term mindset required to plant the seeds of culture for future generations.

💡 Key takeaways:

✨ Culture is Co-Created – Building culture with employees ensures alignment and authenticity.

✨ Listen, Then Lead – Trust and engagement grow when leaders truly listen and admit what they don’t know.

✨ Invest in People – Development, flexibility, and diverse offerings drive retention and performance.

✨ Growth Through Challenges – Personal and cultural growth often stem from obstacles and shared experiences.

✨ Think Long-Term – Planting foundational “trees” today creates opportunities for tomorrow’s teams.

A must-listen for HR leaders, founders, and anyone shaping the future of work.

🎧 Brought to you by Aria Benefits and Life & Legacy Advisory Group

What makes a startup thrive through rapid growth? According to this week’s guest, it starts with communication, culture, and courageous leadership.

Join us on Success Leaves Clues as Robin and Al sit down with Jenny do Forno, Chief People Officer at TouchBistro, for a powerful conversation on leading people-first organizations, especially during high-growth phases.

Jenny shares lessons from her remarkable career in People & Culture, from learning under great leaders to facing the realities of scaling fast. She speaks candidly about overcoming imposter syndrome, embracing opportunities, and why early investment in HR is critical for startup success. The conversation also unpacks the evolving needs of today’s workforce and how leaders can build a legacy that empowers the next generation.

"Optimize for who you work for." ~ Jenny do Forno

Key takeaways:

✨ Say Yes & Grow – Taking chances and saying yes opens doors to personal and professional growth.

✨ Start With People – Founders should bring in HR early to build aligned, scalable cultures.

✨ Communication Is Everything – Clear, consistent communication is the cornerstone of alignment and trust.

✨ Authentic Leadership Wins – Self-awareness, reflection, and humility are traits of impactful leaders.

Whether you’re scaling a startup or leading a growing team, Jenny’s insights offer a roadmap for building stronger cultures and lasting impact.

🎧 Brought to you by Aria Benefits and Life & Legacy Advisory Group

What happens when personal adversity meets professional leadership?

On this episode of the Success Leaves Clues podcast, hosts Robin and Al sit down with Jeff Waldman, founder of ScaleHR, to explore how personal stories and community shape success in the HR world.

Jeff opens up about how his hearing loss became a professional superpower, offering a powerful lens through which he’s navigated adversity and led change. From the power of community in HR to the transformative role of AI, Jeff’s story is both inspiring and deeply practical. He emphasizes the value of aligning with clients who share your values, taking bold risks, and creating space for mentorship and meaningful relationships.

"...start to become more attuned to what other people face.” – Jeff Waldman

Key Takeaways:

✨ Community is essential for learning and growth in HR

✨ Hearing loss and adversity can become leadership superpowers

✨ Aligning values with clients leads to healthier work relationships

✨ AI is reshaping HR operations and talent strategy

✨ Taking risks and owning your personal story empowers career growth

🎧 Brought to you by Aria Benefits and Life & Legacy Advisory Group

On this episode of the Success Leaves Clues podcast, hosts Robin and Al sit down with seasoned entrepreneur Clive Kinross, CEO and co-founder of Propel Holdings, for a candid conversation about entrepreneurship, resilience, and legacy.

Clive shares his journey from immigrant entrepreneur to tech leader, emphasizing the challenges faced along the way and the power of perseverance. He discusses the importance of building teams with complementary skills, creating redundancy in business systems, and staying motivated through a competitive spirit. Clive also highlights the role of mentorship and the meaningful impact of surrounding oneself with successful, driven individuals.

"Ultimately, there's no substitute for hard work." ~ Clive Kinross

✨ Resilience is vital—every entrepreneur faces tough days

✨ Surrounding yourself with successful people fosters growth

✨ Redundancy in business systems is a smart safeguard

✨ Mentorship and complementary team skills fuel success

✨ Human connection lies at the heart of lasting impact

Brought to you by Aria Benefits and Life & Legacy Advisory Group

How do you build strong teams while navigating rapid growth and the rise of AI?

In this episode of Success Leaves Clues, Robin and Al sit down with Nora Beatty, VP of People Operations at Cohere, one of Canada’s leading AI companies. Nora shares her inspiring career journey—from her early passion for PeopleOps (inspired by her mom) to leadership roles at Oracle, FreshBooks, and now at the forefront of innovation in AI.

The conversation explores how AI is reshaping the workforce, the role of PeopleOps in a high-growth startup, and how companies can better support employees in balancing career and family life. Nora also highlights the importance of addressing generational dynamics and being intentional during times of transformation.

Key takeaways:

✨ AI as an Enabler – AI isn’t here to replace employees; it’s here to enhance creativity and capability.

✨ Growth with Purpose – Rapid expansion requires strategic trade-offs and strong people leadership.

✨ Supporting the Whole Employee – Balancing family, career, and mental well-being is a must for long-term success.

✨ Generational Awareness – Understanding workplace dynamics across age groups improves collaboration and leadership.

✨ Timing is Everything – Bringing in PeopleOps at the right moment can shape a company’s future.

This episode is a must-listen for leaders, founders, and PeopleOps professionals navigating the evolving intersection of tech, people, and purpose. 🎙️

🎧 Brought to you by Aria Benefits and Life & Legacy Advisory Group