National identity is one of the most significant manifestations of belonging. A shared sense of identity shapes how nations produce, perform, create and co-create, innovate, manage their affairs, and respond to days of feast as well as famine. There’re countries in the Caribbean where what comes from outside – whether it’s people, ideas, content, culture, knowledge, services, solutions, or innovation – is valued more highly than anything produced from within. And there’re a few places where the reverse is true. It’s easy to see which country falls into each category by observing who and what is allowed to generate wealth in economies where indigenous opportunities are becoming increasingly sporadic. I’ve had decades to observe the technological evolution of many of the member states of the Caribbean Community. If we’re to remain viable in an evolving global order shaped by the technologies of the 4th Industrial Revolution, we’re going to have to take a long hard look at how we treat to indigenous value and wealth creation. We can’t continue to privilege what comes from outside while devaluing and belittling the potential we have lying dormant at the core of who we are as a people. We must find ways to ensure widespread economic enfranchisement that enables the working classes to share ownership in the value that innovation and economic growth generate. This is one of the responsibilities of belonging. It’s the next, and perhaps most difficult, leg of the Caribbean’s independence journey. Have a listen to Episode 14, “Commissions: The Responsibilities of Belonging”, the final episode of the My Belonging podcast. As the series ends, I hope I’ve succeeded in encouraging virtual conversations around civic decay, national reconstruction and the idea of digital transformation. I’ll continue to explore these issues in 2024. I have some exciting speaking engagements and assignments coming up, as well as content I’ll be developing based on people’s interests and engagement. I’ll share more in the coming weeks and months. My profound thanks to everyone who has taken time to listen, participate, comment and support this evolving transformational agenda. I appreciate you! 

pModern technology requires more from us than we’re willing or able to give. Marshall McLuhan, the one some call the father of media studies, warned that “our technology forces us to live mythically, but we continue to think fragmentarily, and on single, separate planes.” Thinking that’s truly transformational goes beyond the mere accumulation of data, information and knowledge. New thinking is transcendent. It’s insightful. It’s wise. It quickly recognises patterns and makes decisions that result in alignment. Yet, in the Caribbean, many in positions of public authority take the new wine of disruptive digital technologies and pour it into the old wine skins of restrictive bureaucracies, stultifying regulatory systems, and inefficient institutional traditions. They choose to operate in silos to preserve the status quo. They allow decision-making processes to remain opaque, hidden from the “prying” eyes of a public to whom they really don’t want to be held accountable. They arbitrarily restrict access to information and attempt to command activities while controlling people and outcomes. Without wisdom in how we gather, process and leverage new digital technologies, data, information, and knowledge to make people’s lives better, we’re likely to see the emergence of authoritarian leadership that uses the technologies of the digital age to monitor, control, and suppress rather than to promote freedom and the empowerment of people. We now face the reality of a world trending towards growing inequalities and imbalances of power within the digital economy, as well as a growing concentration of power resting with governments and privately controlled near-monopoly digital platforms not originating in Caribbean spaces. But there’s wisdom in the idea of belonging, in harnessing the collective capability of our people to respond to the challenges and opportunities of this highly disruptive historical moment. Join me for Episode 13, “Reflections: The Wisdom of Belonging”, the penultimate episode of the My Belonging podcast series. In it, I stress the need for new models, new modalities and new thinking to accelerate the Caribbean’s digital transformation. I also warn about the dangers of allowing business to continue as usual. Thanks for listening!

There’s a difference between inspirational leadership and transformational leadership. After years of studying, researching, observing, and advising on digital transformation, I can say this without fear or favour. Leadership that inspires, that moves people, that stirs their emotions and gets them fired up, isn’t necessarily leadership that transforms or that’s able to produce meaningful, measurable, sustainable impact. I’ve also found the opposite is true. Leadership capable of transforming, of delivering on a vision or mission, isn’t necessarily the type of leadership that has mass appeal. But that probably isn’t a popular opinion in this age of social media likes, virtual friends and followers, personal brands, viral posts, and deep reverence for the mastery of optics. I believe what the Caribbean and the world need now is leadership able both to inspire and to transform. But it’s a rare combination and, for me, one that requires a level of truth-telling I haven’t seen nurtured in many Caribbean spaces. Just last week, in Episode #405 of The Lex Fridman Podcast, American billionaire and founder of Amazon and Blue Origin Jeff Bezos spoke about the importance of truth-telling. He believes high performing organisations need to have mechanisms and a culture that support the sharing of important truths that can be awkward and exhausting, can make people uncomfortable, but are vital to success. I launched the 14-part podcast series My Belonging to encourage virtual conversations and empowering action around uncomfortable truths related to the Caribbean’s digital transformation and the national development of Barbados. As I’ve assessed where we are and where I believe we need to be, it hit me that I’ve been doing this work for 25 years! It then occurred to me that My Belonging is a passing of the torch to another, newer generation. As we come to the end of the series, join me for Episode 12, “Impartations: The Blessing of Belonging”. I talk about the importance of truth-telling, knowing when it’s time to move on, and having great leaders capable of producing other great leaders. Thanks for listening! 

Innovation isn’t one dimensional. Neither is digital transformation. To be successful, they both require an artistry that’s collaborative, community-based, and empowering. Years ago, my doctoral dissertation used the lens of Caribbean writers to explore how the region might re-imagine innovation in an age of disruptive digital technologies and business models. Since then, Caribbean creatives have taught me more about managing radical disruption in a digital, distributed, decentralised age than any government-led process ever did. Yet, too many Caribbean countries privilege external knowledge in the form of foreign consultancies while devaluing the ideas, wisdom, and capability that come from home-grown talent. There was a time, and perhaps still is, when many gifted Caribbean people felt they had no choice but to perfect their craft and develop their expertise in exile. Exile that was sometimes self-imposed, sometimes forced, but necessary to earn a living, to make a life, to challenge the status quo from a safe and healthy distance. Many left the geographies of their nativity in order to question, confront, oppose, learn, create, innovate … to become … ultimately discovering and strengthening a sense of Caribbean belonging. Yet, I often wonder how it has impacted the region to have so many gifted sons and daughters leave in search of good ground where their ideas, hopes and dreams might flourish. In this generation, what should Caribbean countries do, if anything, to build channels that allow Caribbean creativity, innovation, and entrepreneurship to flow freely within a single regional space?  Tune in to Episode 11 of the My Belonging podcast series, “Innovations: The Artistry of Belonging”, where I explore some key issues. Thanks for listening!

Radical disruption requires radical transformation. In this age of invasive emerging technologies, governments and organisations that want to survive and thrive must be prepared to challenge every assumption on which their operational and business models were originally designed. Yet, many Caribbean governments continue to introduce new technologies into public sector frameworks that are no longer fit for purpose. They don’t seem to understand just how profoundly these technologies render old power structures obsolete. They change the way data, information, and knowledge are captured, stored, accessed, processed and shared. They fuel more intimate, interactive connections with citizens. They have the potential to break down silos, hierarchies, and structures of control, facilitating immediate feedback and engagement, as well as greater openness, transparency, and accountability. The Caribbean needs a new model of public service delivery robust enough to withstand the complexities and demands of our times. But best-in-class public service delivery isn’t achievable without rethinking and restructuring how the highest organs of government, including Cabinet, Parliament, the Judiciary, and the bureaucracy, manage the affairs of state. Dismantling tradition and creating something new isn’t for the faint of heart. Maybe it shouldn’t even be left to the whims and fancies of five-year electoral cycles. But just as many of the technologies driving radical disruption are digital, distributed, and decentralised, governments need to build inspiring communities of practice that make data, information and knowledge more accessible and secure; that communicate and coordinate actions across different socio-economic sectors and geographical locations; and that diffuse decision-making authority so as to minimise bottlenecks and blockages. Increasing collaboration. Making connections. Building community. These are the approaches that unlock and unleash the transformative power of belonging. Have a listen to Episode 10 of the My Belonging podcast series, “The Power of Belonging”. Thanks for listening!  

National transformation without political transformation is failed transformation. People, particularly the kinds of young people Caribbean countries need to help reimagine the future, people with the ideas, capabilities, and character to rebuild nations, aren’t going to put up with an oppressive political culture that doesn’t create room for them to be fully themselves and to reach their maximum potential. They’ll root themselves in more fertile ground, even if it means leaving the Caribbean to do so. Paradoxically, quite a few of the young people who end up staying in the region are the ones whose options are more limited, the ones who might lack the confidence and capability to be the change the region needs. Many become frustrated, lose hope, and opt out of civic engagement largely because of what has become a toxic political environment. What the Caribbean needs is a new politics for this new time … a politics of inspiration that unlocks national creativity by eradicating political nepotism, maximising collaboration, and raising a new type of Caribbean citizen fully equipped to thrive in the 21st century. What the region needs is a new politics that brings hope to a renewed people. A politics of belonging. In creating a new politics for a new time, the Caribbean might do well to apply the principles of design thinking, a disruptive process that helps teams understand stakeholders, challenge traditional assumptions, redefine problems, create innovative solutions, test those solutions, perfect and then implement them. If this can be applied to problem solving in business, why not in government and in the redesign of Caribbean political culture? Have a listen to “The Politics of Belonging”,  where I explore the nature of politics in the Caribbean, the way political parties are run, and the way the political culture is structured, all of which need to change if the region is to navigate with success the complexities of a challenging, highly competitive digital age. Thanks for listening! 

In 1919, Irish poet W.B. Yeats wrote The Second Coming, vividly capturing the spirit of a fractured post-war Europe ravaged by a flu pandemic. “Things fall apart;” he wrote, “the centre cannot hold; Mere anarchy is loosed upon the world, The blood-dimmed tide is loosed, and everywhere the ceremony of innocence is drowned; The best lack all conviction, while the worse are full of passionate intensity.” Plus ça change, plus c’est la même chose. It seems the world is more out of balance than ever. Wars are being waged on many fronts. People are fighting for their lives. Some of the issues are political, some environmental, social, cultural. Many have their roots in widespread economic injustice. What the world lacks is an economics of belonging. They’re three aspects to the economics of belonging that capture the imagination. The first is the right to work, enshrined in international law through the United Nations General Assembly’s International Bill of Human Rights. It’s also guaranteed under Article 1 of the International Labour Organisation’s Abolition of Forced Labour Convention No. 105. Sadly, the right to work and be protected from forced labour or unemployment are often threatened in places where opportunities are limited and political and economic power are heavily concentrated in the hands of a few. Frequently, those few think nothing of withholding income as a means of coercion. I’ve suffered the chilling effects of such egregious abuses of power myself. They’re neither as subtle nor as rare as some might think. In Barbados and the Caribbean, there’s an almost casual tolerance that normalises these abuses as legitimate weapons in the arsenal of politics, government and governance. Have a listen to Episode 8 Part 4 of the My Belonging podcast series, “The Economics of Belonging”, where I explore the rights to work, to create generational wealth, and to reparatory justice as ways of balancing the scales against chronic indebtedness and economic dependency for those at the margins. Don’t forget to subscribe to be notified as future episodes post. Thanks for listening!

Successful digital transformation is motivated by movements, not determined by decree. It’s a people issue not a technology issue. For decades, there’s been this incredible hype around the promise of new technologies to transform economies and societies. Turns out that success depends on more than wishful thinking. The environment into which we introduce new technologies has a sizable impact on results. And as much as structure is the new four-letter word in this age of instant everything, and as much as it might pain some to hear it, people need “structure” in order to manifest change and create a sense of connection. Structure doesn’t mean rigid bureaucratic institutions, outdated rules and stupid regulations. Structure means coherence, boundaries, systems, processes, frameworks, discipline, measurement … all of which can be made to be fluid and highly responsive. Without structure, people flounder. It’s just basic good governance. And communicating effectively with people at every step of any digital transformation process is absolutely essential. Internal and external communication, engaging with stakeholders and the public, providing thought leadership, building relationships, answering questions, listening, making adjustments … all day … every day …. This ought to be factored in at the outset rather than cobbled together as an afterthought when things go awry … as they very often do. The Caribbean’s track record in achieving digital transformation is spotty at best. At worse, it’s failing. I believe it’s failing because it’s ignoring some basic truths. Have a listen to Episode 8 Part 3 of the My Belonging podcast series, “The Manifestations of Belonging”, where I share eight critical steps I believe the Caribbean needs to take to accelerate its digital transformation. Don’t forget to subscribe to be notified as future episodes post. Thanks for listening!

Principles shape and reinforce structure. They’re the cornerstones of life and of creation. … They either hold everything up, or their lack is the reason things fall apart. There’re eight principles I believe reflect both the opportunities and the threats of this historical moment. Together, they provide the contours for the manifestations of belonging. The first is the Principle of Alignment: synchronising what we say with what we do, providing people with proof of our virtues, cementing our credibility, securing our reputations, establishing our true identities in a trust-based digital environment. Alignment is becoming a necessary precondition for life in an age of always-on social media that rarely forgives and forgets. Trust rests on this principle, and accountability is one of its key requirements. The second principle I believe is emerging as a key driving force of our time is the Principle of Decentralisation. In digital spaces, influence isn’t centralised, it’s distributed, flowing in myriad directions, any point a centre, each user a potentially powerful promoter in networks whose value grows with every new connection. Collective wisdom, connection, community, collaboration … impact manifests differently in decentralised spaces. But there is a paradox to the Principle of Decentralisation that is likely to take on increasing importance as people advocate for greater control over their virtual footprints. Have a listen to Episode 8 Part 2 of the My Belonging podcast series, “The Principles of Belonging”, where I share all eight principles and explain their importance in an increasingly complicated world .

It should be a no-brainer, but you can’t transform something if you haven’t been transformed. Transformation is a lived reality. It happens from the inside out … rarely, if ever, from the outside in. As Mahatma Gandhi so wisely said, “We but mirror the world. … As a man changes his own nature, so does the attitude of the world change towards him. This is the divine mystery supreme. A wonderful thing it is and the source of our happiness. We need not wait to see what others do.” As seismic change threatens and invasive frontier technologies rewrite the rules of the game for economies and societies, many  are feeling such a deep sense of alienation they’re choosing to opt out of society and some, sadly, are choosing the finality of opting out of life. But there’s healing in communion, in connection, in community, in belonging, as we seek to re-imagine a world that does justice to what it means to be human.

Trinidadian Nobel Laureate the late Sir Vidia “VS” Naipaul once wrote, “I cannot really explain the mystery of ... inheritance … sometimes we can be strangers to ourselves”. As artificial intelligence forces us to think about what it means to be human, Naipaul’s words ring truer today than ever. While AI is a storehouse for vast amounts of human information and knowledge, it does not know everything. How can we ensure Caribbean people are seen through the lens of 21st Century technologies and applications not created by us for us? And how can we find ways as Caribbean people to process the sorrow, the joy, and the mystery of belonging. 

Caribbean life is a work of art, an act of creative will. The narrative of the Caribbean emerging from the brokenness of slavery and colonialism is a becoming … the “gathering of broken pieces” into a new way of being. It’s the “restoration of shattered histories” into a fresh story that tells of Caribbean triumph through the challenges of liberation and independence. And the story is still being written today because none of the Caribbean’s social advances are sustainable without home-grown innovation and widespread economic enfranchisement. This is the challenge facing the region on the next leg of its independence journey. To have been broken, fragmented, shattered, and put back together again. This is the anguish, but also the joy, of belonging. 

The Promise of Belonging is powerfully articulated in the “Children of Independence”, an opinion piece I wrote to reflect on Barbados’ 44th anniversary as a sovereign state. It was published in the Sunday Sun edition of the Barbados Nation Newspaper on November 28, 2010. As smart technologies accelerate the pace of change in the world, it continues to astonish me how fitting the original words were for their time, and how prophetic they remain for such a time as this, accurately mirroring Barbados’ current reality more than 12 years after they were written. 

As we watch the things our parents and grandparents built collapse under the weight of universal demands for justice and a balanced, sustainable future, these days I find myself reflecting more and more on the memory of belonging. Who or what is a Barbadian, a Bajan as we say? What makes Barbados unique? What role has the island’s history as a plantation economy founded on the trade in enslaved Africans had on who Bajans are as a people attached to a particular geography at this particular moment in time? How does it impact how we recognise, create and assess value? The truth is that identity is a social construct, and self-confidence a learned behaviour. In many ways, we are what we remember. Perhaps even what our DNA remembers. And our memory of belonging, or of not belonging as the case might be, has the power to shape how we treat to today. 

Nothing stays the same. Change is an inevitable by-product of the human condition. But as time seems to accelerate in a 21st century reality driven by the technologies and global crises of the moment, what imprint has Barbados’ history as a plantation economy had on its development and its perception of what it means to belong to today? How does a tiny nation preserve its distinctiveness in an interconnected world being overtaken by the mass movement of people, money, information, knowledge, and cultural content? How does it make the transition from a consumer society shaped by the remnants of the plantation to an economy fuelled by home-grown innovation, where its people have a safe space to belong?