Success Leaves Clues with Robin Bailey and Al McDonald

A Starting with One Podcast

"If your actions inspire others to dream more, learn more, do more and become more ... you are a leader." ~ John Quincy Adams. We love sending our listeners on a journey of discovery as they learn about the inspiring lives of industry thought leaders, business owners, & entrepreneurs from all walks of life, who share one thing in common – SUCCESS! And it all starts with one—one idea; one conversation; one dream. Brought to you by Aria Benefits and Life & Legacy Advisory Group read less
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Episodes

Success Leaves Clues: Ep 199 with guest Russel McLeod, Founder of Mightyhum
2d ago
Success Leaves Clues: Ep 199 with guest Russel McLeod, Founder of Mightyhum
In this conversation, social entrepreneur Russell McLeod, Founder of Mightyhum, shares his career journey, starting from his love for team sports and the collaborative aspect of it, which led him to pursue a business career. He worked at Free the Children and played a key role in launching the Me to We movement, joining the social enterprise arm of the organization and helping grow it to 42 million in revenue. After leaving Me to We, he founded Mightyhum, a consulting firm that supports purpose-driven businesses. Russell emphasizes the importance of aligning a team and the challenges that can arise when things don't work well. He discusses purpose-driven organizations and his passion for working with companies that have a social impact. Russell also talks about the obstacles he faced during the collapse of WE and the effect it had on his personal and professional life. Finally, he discusses the shift from a scarcity mindset to an abundance mindset when it comes to success & wealth and the importance of building resilient and profitable businesses."When I see the problems in the world, I actually think that business is uniquely positioned to potentially be the most important tool for solving them." ~ Russ McLeodKey TakeawaysThe team aspect of sports can translate into the business world, where aligning a team is crucial for success.Running a business is like managing a growing organism, with humans being both the most powerful tool and the most disruptive force.Purpose-driven businesses founded with a social impact mission require careful alignment of mission and vision to create a multiplier effect.Obstacles and challenges are a part of the journey, and they can lead to growth and learning.Applying your skills in a way that challenges you, delivers meaningful outcomes, and allows you to put your values into action.Success should not be solely defined by wealth but by the ability to make a positive impact and find joy in the journey.Brought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep 197 with guest Kara Wilson Oliver, VP People at Rose Rocket
28-06-2024
Success Leaves Clues: Ep 197 with guest Kara Wilson Oliver, VP People at Rose Rocket
In this episode, passionate P&C leader Kara Wilson Oliver, VP People at Rose Rocket, shares her experiences in the tech startup industry and her transition from product management to the people side of the business. She discusses the challenges she has faced and the hard things about hard things in her career. Kara also talks about the importance of building strong communities and relationships, both personally and professionally. She emphasizes the need for self-directed learning and curiosity in the education system and the value of planting proverbial trees by supporting and empowering others."I am a builder at core. I like to take nothing and turn it into something. I like to do that very collaboratively." ~ Kara Wilson OliverKey TakeawaysThe tech startup industry offers opportunities for building and creating something from scratch, which can be addictive for those who enjoy problem-solving and building things collaboratively.Career transitions can be challenging but can also lead to personal growth and new opportunities. It's important to be open to new experiences and willing to learn and adapt.Building strong communities and relationships is essential for personal and professional growth. Having a support system and a space to share experiences and challenges can be invaluable.The education system should focus more on self-directed learning and curiosity, allowing students to explore their interests and develop problem-solving skills.Supporting and empowering others is a meaningful way to make a positive impact and leave a lasting legacy.Brought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep196 with guest Suzanne Mason, Co-Founder & COO at Sprout Family
25-06-2024
Success Leaves Clues: Ep196 with guest Suzanne Mason, Co-Founder & COO at Sprout Family
Suzanne Mason, Co-Founder & COO at Sprout Family, joins the podcast to discuss the importance of improving Canadians' access to fertility, surrogacy, and adoption care. She shares her personal experiences and reveals the gaps she and her co-founder identified in the market. They started Sprout, a virtual care platform that provides employees with information, experts and sponsored funds to help them navigate through their family-building journey with personalized education and advice. The conversation covers topics such as the challenges of accessing fertility care in Canada, the role of employers in providing family-building benefits, and the future goals of Sprout Family."We started Sprout because we wanted to improve Canadians' access to fertility, surrogacy and adoption, regardless of their age, their gender, their sexual orientation." ~ Suzanne MasonKey TakeawaysFertility care is separate from Canada's public healthcare system and can be expensive, leading to financial and emotional stress for individuals and couples.Employers can play a significant role in supporting employees on their family-building journey by offering comprehensive benefits that cover fertility care and providing education and resources.Proactive care and education about reproductive health can help individuals make informed decisions and take steps earlier in their family planning journey.Sprout Family aims to expand internationally and become a go-to virtual care platform for family wellness, addressing various stages of the family journey.Brought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep 194 with guest Joe O'Connor, CEO & co-founder of Worktime Reduction
18-06-2024
Success Leaves Clues: Ep 194 with guest Joe O'Connor, CEO & co-founder of Worktime Reduction
On a mission to change the way the world works, Joe O'Connor, CEO & co-founder of Work Time Reduction, joins Robin and Al in a discussion surrounding the concept of reduced employee work time and its potential benefits for individuals and organizations. Work Time Reduction is a consulting and research organization that specializes in reduced-hour, outcomes-focused work models. Joe shares his journey and how he became interested in this topic. He also talks about the challenges and misconceptions surrounding the four-day workweek and how it can be implemented in different organizations. The conversation touches on the role of technology, such as AI, in driving efficiency and productivity. Overall, the episode explores the future of work and the importance of finding a balance between work and personal life."If we can find these opportunities to improve productivity and efficiency, we're going to share that benefit with you in a very, very powerful currency, which is giving people time back to do the things that they love, to spend time with the people that they love." ~ Joe O'ConnorKey TakeawaysReducing work time can lead to increased productivity and employee engagement.The four-day workweek is not a one-size-fits-all approach and can be implemented in various ways, such as half-day Fridays or nine-day fortnights.Successful implementation of a shorter workweek requires proper planning, a culture of trust, and addressing client expectations.AI and technology can drive efficiency and incentivize employees to adopt new tools and technologies.Brought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep 193 with guest Michelle Brooks, Chief People and Culture Officer at Security Compass
13-06-2024
Success Leaves Clues: Ep 193 with guest Michelle Brooks, Chief People and Culture Officer at Security Compass
In this episode, Robin and Al chat with Michelle Brooks, Chief People and Culture Officer at Security Compass, an industry-leading information security firm. They discuss topics such as change management, creating great employee experiences, and the importance of transparency in organizations. Michelle shares her career journey and emphasizes the value of being open to career detours. She also talks about her passion for helping the next generation of HR leaders and supporting CEOs in building effective people operations. The episode concludes with Michelle sharing her vision of success and the impact she hopes to have through her work."There's nothing greater for a leader to realize that their team can survive without them." ~ Michelle BrooksKey TakeawaysChange management is crucial for organizations to adapt and be successful, and it starts with transparent communication and involving employees in the processValuing and supporting employees creates great employee experiences and is essential for building a successful companyBeing open to career detours can lead to unexpected opportunities and personal growthHR leaders play a vital role in supporting and mentoring the next generation of HR professionalsTransparency and collaboration are key in building effective people operations and supporting CEOs in leadership rolesBrought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep 191 with guest Dr. William Cherniak, Founder and CEO of Rocket Doctor Inc.
04-06-2024
Success Leaves Clues: Ep 191 with guest Dr. William Cherniak, Founder and CEO of Rocket Doctor Inc.
In this episode, Robin and Al interview Dr. William Cherniak, an emergency physician and the founder and CEO of Rocket Doctor Inc, a virtual health platform that allows you to book an online doctor appointment in Canada. They discuss the importance of virtual care and its potential to improve access to healthcare. Bill shares his experiences working in underserved communities in Africa and how it inspired him to create Bridge to Health, a nonprofit organization. He also talks about the challenges and opportunities of running a healthcare company and the need for privacy and data security. The conversation highlights the potential of virtual care to transform the healthcare system and improve patient outcomes."Approximately 50-60%, if not more, of healthcare in an outpatient setting can be done virtually." ~ Dr. William CherniakKey TakeawaysVirtual care can potentially improve access to healthcare and provide more efficient and convenient care for patients.Bridge to Health is a nonprofit organization focused on building comprehensive care for rural communities.Running a healthcare company comes with unique challenges, such as ensuring privacy and data security, and prioritizing high-quality clinical care over profit.Virtual care can address a significant portion of outpatient primary care needs, reducing the burden on emergency departments and improving patient outcomes.Digital health and virtual care have the potential to revolutionize the way healthcare is delivered and improve access to care for millions of people worldwide.Brought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep 190 with guest Jodi Kovitz, CEO at HRPA
30-05-2024
Success Leaves Clues: Ep 190 with guest Jodi Kovitz, CEO at HRPA
In this episode, Jodi Kovitz, CEO of HRPA (Human Resources Professional Association), shares her inspiring career journey with host Robin Bailey and guest host Deb Voorheis. She discusses the impact of Move the Dial, her transition to HRPA, and the future of HR and people leadership. The conversation delves into themes of entrepreneurship, equity and belonging, highlighting the significance of mentorship and paying it forward to the younger generation. Additionally, the discussion explores the strategic plan for the HRPA, focusing on delivering value to its members and creating a more relevant and impactful organization."I'm always actively trying to mentor, support, encourage, pull up a chair for folks trying to do amazing things in the world." ~ Jodi KovitzKey TakeawaysJodi Kovitz's career journey is a testament to the power of entrepreneurship, mentorship, and resilience.The impact of Move the Dial and its role in advancing diversity and inclusion in the tech industry is significant.The transformation of HRPA reflects a vision for empowering and inspiring HR professionals at all career stages.Belonging is about being seen for who you are and encouraged to thrive as your unique self.Mentors play a crucial role in recognizing and nurturing the potential of individuals, providing guidance and permission to pursue opportunities.Mentorship is a two-way street, requiring mutual benefit and commitment from both parties, and it is essential to pay it forward to the younger generation.Brought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep189 with guest Lisa Taylor, President at Challenge Factory
23-05-2024
Success Leaves Clues: Ep189 with guest Lisa Taylor, President at Challenge Factory
In this episode, Robin Bailey is joined by guest co-host Deb Voorheis in an interview with Lisa Taylor, president of Challenge Factory, igniting transformative, measurable change for people and workplaces. She is also the author of The Talent Revolution: Longevity and the Future of Work, a definitive guide to maximizing workforce value. They discuss the origins of Challenge Factory's name and its mission to tackle the challenges workforces and leaders face. They also explore the future of work, including the need for lifelong learning, the changing nature of careers, and the importance of recognizing and valuing older workers. Lisa shares her experience as a young entrepreneur and the advantages and disadvantages she faced. The conversation concludes with a discussion on the return to work and the role of employers in facilitating a positive work environment."We're gonna have to continue to learn all the way through our careers and not just in like little bits of training, but actually significantly adjusting to shifts and changes, including making significant career changes along the way as the norm." ~ Lisa TaylorKey TakeawaysThe future of work requires lifelong learning and the ability to adapt to changing circumstances and career paths.Older workers bring valuable soft skills and wisdom to the workforce, and age should not be a barrier to engagement and opportunities.Entrepreneurship can be a rewarding and satisfying career path, but it requires hard work and perseverance.Return to work should be approached with consideration for employees' needs and preferences, balancing remote and in-person work.Employers play a crucial role in creating a positive work environment and supporting the well-being and growth of their workforce.Brought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep188 with guest Alan McLaren Co-Founder at Strata Originals
21-05-2024
Success Leaves Clues: Ep188 with guest Alan McLaren Co-Founder at Strata Originals
In this episode, we meet personal branding expert Alan McLaren, co-founder of Strata Originals, a program that helps CEOs, entrepreneurs, leaders, executive teams and legal professionals discover their unique spark, navigate the digital landscape with precision, and build relationships that stand the test of time.They discuss the importance of personal branding and how it can help executives build their reputations and deliver value to their audience. Alan shares his journey in business and highlights the power of storytelling and authenticity in personal branding. He emphasizes the need for CEOs to have a presence on social media and to share their values and expertise to build trust and attract opportunities. Alan's vision is to inspire leaders and create a positive impact through his work."People don't buy from companies, they buy from people." ~ Alan McLarenKey TakeawaysPersonal branding is not about selling, but about delivering value and building trust with your audience.Everyone has a unique story and expertise that can be shared to inspire and educate others.CEOs and executives can benefit from personal branding by building their reputation, attracting opportunities, and creating a positive impact.Having a presence on social media and sharing authentic content can help CEOs connect with their audience and build trust.Personal branding is about being intentional and authentic in how you present yourself and deliver value to others.Brought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep187 with guest Kirk Simpson, co-founder and CEO of goConfirm
16-05-2024
Success Leaves Clues: Ep187 with guest Kirk Simpson, co-founder and CEO of goConfirm
In this episode, Robin Bailey and guest host Josh Siegel sit down with entrepreneur Kirk Simpson, co-founder and CEO of goConfirm, a digital identity company that enables you to add trust to your everyday interactions with others. They discuss Kirk's decision to return to the startup world after a successful exit with his previous company, Wave. Kirk shares his motivations, including the fulfillment of working with smart and motivated people and tackling hard problems. He also talks about the challenges of transitioning from running a large company to starting a new startup, and the importance of maintaining a strong corporate culture during an acquisition. Kirk emphasizes the need for balance between work and personal life, and the importance of staying present with family. Overall, the conversation highlights the realities of being a tech founder and the dedication required to succeed.Key TakeawaysTransitioning from running a large company to starting a new startup can be challenging, but also refreshing and inspiring.Maintaining a strong corporate culture during an acquisition requires open communication and addressing employees' concerns.Balancing work and personal life is important, and it's okay to lean in during intense periods of work while also being present with family.Being a tech founder requires dedication and resilience, and it's important to demystify the romanticized view of entrepreneurship."There's quite literally nothing like being in a room with smart, motivated people trying to tackle a hard problem." ~ Kirk SimpsonBrought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep186 with guests Matt Hibberd (CEO) and Meghan Reesor (COO) from Kameo Care
07-05-2024
Success Leaves Clues: Ep186 with guests Matt Hibberd (CEO) and Meghan Reesor (COO) from Kameo Care
Matt Hibberd, CEO, and Meghan Reesor, COO, of Kameo Care, join us in this episode, exploring the benefits of on-site dental care for businesses and employees. For any organization looking to enhance its employee wellness platform, Kameo Care provides on-site oral health solutions for businesses, promoting a culture of wellness that helps prevent lost hours by decreasing absenteeism and increasing productivity. Matt & Meghan discuss the importance of prioritizing dental health and its impact on overall well-being. They also highlight the challenges and lessons learned from rapidly expanding their business and building a strong team. The future vision for Kameo Care includes expanding its services to other forms of healthcare and becoming a one-stop shop for on-site health services for companies in Canada.Key TakeawaysPrioritizing dental health is crucial for overall well-being, as oral health is connected to heart disease, strokes, and diabetes.Rapidly expanding a business requires a strong team and a culture of feedback and continuous improvement.Offering on-site dental care reduces absenteeism and improves productivity by saving employees time and providing convenient access to preventive care."This is a fantastic service to bolster your employer brand and to utilize for talent acquisition and retention." ~ Meghan ReesorBrought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep 184 with guest Hyla Pollak, HR/People Executive
30-04-2024
Success Leaves Clues: Ep 184 with guest Hyla Pollak, HR/People Executive
In this episode, Robin Bailey welcomes guest host Joshua Siegal for an interview with Hyla Pollak, an HR/People expert with 25 years of experience whose mission is to foster positive, inclusive, and high-performance work environments that support growth and innovation. Hyla shares her career journey, starting in HR in the 90s and eventually becoming a director of sales for a startup. She discusses the importance of bringing HR into a company early on and the role of HR as a strategic partner. Hyla also talks about the lessons she learned from playing team sports, such as the value of teamwork, accountability, and resilience. She emphasizes the need for diversity, equity, and inclusion in organizations, but cautions against deconstructing the concept and instead focusing on creating a sense of belonging for all employees.Key TakeawaysBringing HR into a company early on is important for building a solid foundation and ensuring the success of the organization.Playing team sports teaches valuable lessons in failure, accountability, and resilience.Diversity, equity, and inclusion are crucial for the success of a company, but it's important to focus on creating a sense of belonging for all employees.Failure is necessary for growth and success, and it's important to teach children and young professionals how to fail and learn from their mistakes."Success isn't the end game, it's part of the journey." ~ Hyla PollakBrought to you by Aria Benefits and Life & Legacy Advisory Group
Success Leaves Clues: Ep181 with guest Roy Wainer, Founder & CEO @ Townish
18-04-2024
Success Leaves Clues: Ep181 with guest Roy Wainer, Founder & CEO @ Townish
We really enjoyed talking with Roy Wainer, Founder & CEO at Townish, a platform for planning and organizing team meetings and events in unique and curated spaces. Roy discusses the origins of Townish and the growing trend of remote work. He explains how Townish aims to provide a one-stop shop for organizing off-site and team events, focusing on fun, team building, and work. Roy also shares the successes and challenges of building the platform and expanding to different geographies, choosing the right customers and the challenges of scaling a product across different markets. He envisions a future where Townish becomes a global platform for team collaboration and engagement.Key TakeawaysThe trend of remote work and distributed teams has created a need for platforms like Townish.Choose customers carefully as they can significantly impact the direction and success of a business.The nature of work is changing, and individuals need to be prepared for constant development and potential job displacement.Startups thrive in chaos and require flexibility and adaptability to navigate the challenges of building a new business.Failure is a natural part of the entrepreneurial journey and should be embraced as a stepping stone to success.Building a successful business takes time and perseverance, and success often comes after years of hard work.Brought to you by Aria Benefits and Life & Legacy Advisory Group