Success Leaves Clues with Robin Bailey and Al McDonald

Has AI made hiring easier, or has it simply made recruiting more complicated? In this episode of Success Leaves Clues , Robin Bailey and Al McDonald sit down with Kristin Condon, Chief Talent Officer at Sales Talent Agency, to explore how artificial intelligence is reshaping recruitment, leadership, and the future of work. With more than 25 years of experience advising founders, CEOs, CHROs, and e...

What happens when life-saving medications exist, but patients still can't access them? In this episode of Success Leaves Clues , Robin Bailey and Al McDonald sit down with John Leombruno, CEO of OkRx, healthcare entrepreneur, pharmacist, and former founder of Patient Direct Pharmacy and GMD Distribution, to explore one of healthcare's biggest hidden challenges: helping patients get the medications...

What separates entrepreneurs who build companies from those who build legacies? In this episode of Success Leaves Clues , Robin Bailey and Al McDonald sit down with Nicholas Reichenbach, serial entrepreneur, private equity investor, conscious capitalist, and founder of Flow Water. Nicholas shares lessons from more than three decades of building and scaling businesses across technology, gaming, wel...

What actually creates innovation? Is it technology, intelligence, funding… or something much deeper?  In this episode of Success Leaves Clues, Robin Bailey and Al McDonald sit down with Hugh Chow, CEO at ventureLAB, inventor, entrepreneur, investor, and global innovation leader, to explore the mindset behind breakthrough leadership, meaningful innovation, and building companies that create la...

What actually creates a great company culture? Is it the values written on the wall… or the behaviors happening behind closed doors? In this episode of Success Leaves Clues, Robin Bailey and Al McDonald sit down with Jessica Lewis from PointsBet to explore what it really takes to build high-performing teams, strong workplace cultures, and leadership environments where people genuinely thrive. Jess...

What if the only thing standing between where you are… and where you want to be… is one bold decision you haven’t made yet? In this episode of Success Leaves Clues, Robin Bailey and Al McDonald sit down with Dan Turner, CEO at Xperigo, to unpack a career built not on perfect timing or traditional paths, but on courage, persistence, and the willingness to step through doors before they fully open....

What if the reason your company isn’t scaling… has nothing to do with your product, and everything to do with who you hire? In this episode of Success Leaves Clues, Robin Bailey and Al McDonald sit down with Alison Kaizer, Partner of Talent at Golden Ventures, to break down the real mechanics behind building high-performing teams inside early-stage startups. Alison has helped scale compa...

What happens when you inherit a legacy… but need to evolve it to survive? In this episode of Success Leaves Clues, Robin and Al sit down with Sarah O’Brien, Chief Operating Officer at SMS Security, to explore the real leadership transformation required to grow a family business into a scalable, modern organization. Sarah shares what it actually feels like stepping into a second...

What if your employee experience strategy is the reason your business is either scaling… or stalling?  In this episode of Success Leaves Clues, Robin Bailey and Al McDonald sit down with  Alisha Patel, VP People & Culture at CanadaHelps , to unpack what it really means to design a workplace where people, performance, and business outcomes actually align.  Alisha brings...

What if employee experience isn’t an HR initiative… but the system your entire business runs on?  In this episode of  Success Leaves Clues , Robin and Al sit down with Ashlea Desroches , People & Culture Leader at Elastic Path, to unpack a powerful shift in how organizations think about culture, performance, and leadership.  Ashlea challenges the idea that employee exp...

What if the Chief People Officer is no longer just responsible for people… but for how the entire business operates?   In this episode of Success Leaves Clues, Robin and Al welcome back Michelle Brooks , Chief People Officer & Head of Operations at Security Compass, to explore one of the most important shifts happening inside modern organizations.   The role of HR is evolving fa...

In this episode of Success Leaves Clues, Robin and Al sit down with Stewart Whittingham , Director of Culture and Belonging at Miller Thomson, to explore one of the most overlooked challenges in leadership today: the gap between the culture leaders believe they are creating and what employees actually experience.   With nearly 30 years of experience in leadership, talent strategy, a...

In this episode of Success Leaves Clues, Robin and Al sit down with Vincent Ng , Director of Group Health Solutions at RBC Insurance, to explore one of the most misunderstood challenges in employee benefits today: why employees often don’t use the benefits available to them.   With more than 25 years of experience across healthcare, pharmacy, and insurance, Vincent brings a rare per...

In this special roundtable episode of Success Leaves Clues, Robin and Al bring together three experienced leaders for a candid, practitioner-level conversation on one of the most emotionally charged leadership topics today: return to work vs remote work.  Featuring:  Amanda Small, Head of People & Culture;  Cerys Goodall , Operations Leader; and Elizabeth Lynch , HR Consult...

In this episode of  Success Leaves Clues , Robin Bailey and Al McDonald sit down with senior HR and People & Culture leader Dunja Vujovic for a candid conversation about what “people first leadership” actually means, and why most organizations get it wrong.   Dunja shares why simply declaring your company “people first” is not enough, and how values must show up in real decision...

In this episode of  Success Leaves Clues , hosts Robin and Al sit down with executive leadership coach and strategic advisor Christine Farrugia for a deeply grounded conversation about success, fulfillment, and decision-making in complex leadership roles.   Christine shares why so many high performers feel empty despite doing “everything right” on paper, and how chasing inherited definit...

In this episode of  Success Leaves Clues , host Robin Bailey and Al McDonald sit down with  Stephanie Hollingshead , CEO of  TAP Network , for a candid conversation about leadership, burnout, and the power of collaboration in Canada’s tech sector.  Stephanie shares how TAP Network has evolved from a small group of competing tech companies into a national community and...

In this episode of  Success Leaves Clues , host Robin Bailey and co-host Al McDonald welcome back returning guest Dean Benard , Founder and CEO of Benard & Associates, for an in-depth conversation on workplace investigations, leadership accountability, and organizational culture.  With more than 30 years of experience in regulatory and workplace investigations, mediation, a...

In this episode of Success Leaves Clues, host Robin Bailey is joined by special co-host  Billi Moyer  for a timely conversation with  Christine Lacey , VP of Revenue at Lume Women’s Health , a Toronto-based women’s health clinic built for women by women, focused on proactive, personalized care that helps close longstanding gaps in women’s healthcare.  Christine s...

In this episode of  Success Leaves Clues , hosts Robin Bailey and Al McDonald are joined by  Mark MacLeod , founder of Limitless CEO and longtime advisor to high-growth founders, for an expansive and deeply honest conversation about leadership, burnout, energy, and what it truly takes to scale sustainably.  Mark shares his journey from serving as CFO to iconic Canadian tech companie...

In this episode of  Success Leaves Clues , hosts Robin and Al are joined by Naomi Titleman, Co-Founder of future foHRward and former CHRO of American Express Canada, for a deeply thoughtful conversation about leadership, HR, and what it truly means to make work better in today’s complex world.  Naomi shares her journey from consulting at Deloitte to senior HR leadership at...

In this episode of Success Leaves Clues, hosts Robin Bailey and Al McDonald welcome Neena Gupta, Partner at Gowling WLG and one of Canada’s most respected voices in employment, labour, and human rights law. Neena brings a refreshingly human lens to the legal world, blending precision with empathy, mentorship, and real-world practicality.  Neena shares her journey as a South Asi...

In this episode of  Success Leaves Clues , hosts Robin and Al sit down with Jocelyne Moyer, Senior Vice President of Strategy and Operations at Zeitview, to explore the intersection of operations, artificial intelligence, leadership, and sustainable growth in high-risk, high-impact industries.  Jocelyne shares her journey from engineering and large-scale food manufacturing at Maple...

In this From the Vault episode of Success Leaves Clues , hosts Robin and Al sat down with Jodi Kovitz , CEO of the Human Resources Professionals Association (HRPA) , to explore how empathy, innovation, and inclusion are redefining leadership in today’s workplace.  Jodi shares her insight on why HR leaders must have a strategic seat at the table to influence the future of work. Drawing on her...

In this From the Vault episode of Success Leaves Clues , hosts Robin and Al sit down with Jenny do Forno , Chief People Officer at TouchBistro , to explore how curiosity, courage, and authenticity define modern leadership.  Jenny shares her inspiring journey from executive search to startup builder to venture advisor, offering hard-won lessons from 25 years of helping founders scale with purp...