Virtù Over Fortune: Why Winners Do Not Wait For Luck

Effective leaders do not wait for ideal conditions. They shape outcomes by reading power dynamics, setting direction early, and moving with intent even when uncertainty dominates the environment.

Virtù Over Fortune: Why Winners Do Not Wait For Luck

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Have you ever watched several equally talented people enter the same competitive arena, with similar resources, comparable intelligence, and seemingly equal opportunity, only to see one consistently pull ahead while the other blames bad timing, politics, or unfair conditions? One insists that luck was not on their side, that the market shifted, that leadership changed, or that the rules were unclear, while the other quietly adapts, recalibrates, and keeps winning regardless of the chaos around them. This gap is not about morality, likability, or even effort, but about mindset, specifically the difference between waiting for fortune to smile and actively shaping outcomes. In leadership and competition, especially in people management and organizational politics, this distinction determines who rises, who survives, and who fades into irrelevance. Long before corporate playbooks and leadership seminars existed, this reality was already articulated with brutal clarity by Niccolò Machiavelli, whose thinking remains disturbingly relevant in modern competitive environments. At the heart of his philosophy lies a simple but uncomfortable truth that many leaders still struggle to accept.

Virtù Is Not Goodness, It Is Control

Machiavelli’s concept of virtù is often misunderstood because modern readers instinctively associate it with moral virtue, kindness, or ethical uprightness, but that was never his intention. Virtù, as articulated in The Prince, refers to a leader’s capacity to impose order on uncertainty through decisiveness, calculation, adaptability, and strength of will, regardless of whether those actions appear noble or harsh. In competitive settings, virtù is the ability to read power dynamics accurately, act without hesitation, and reshape circumstances instead of submitting to them. Leaders who possess virtù do not wait for permission, validation, or perfect conditions, because they understand that hesitation itself becomes a disadvantage when others are moving faster. This is why Machiavelli argues that success favors those who are prepared to act boldly when the environment shifts, even if that action unsettles others or disrupts existing norms. In people management, this often means setting standards early, enforcing boundaries consistently, and making difficult calls before ambiguity turns into disorder. Virtù is not about being admired, but about being effective when effectiveness matters most.

What makes this idea uncomfortable for modern leaders is that virtù demands emotional discipline and strategic detachment, qualities that run counter to today’s emphasis on constant consensus and universal approval. Machiavelli would argue that a leader who relies too heavily on goodwill or shared feelings becomes predictable, and predictability is a liability in competition. When team members, rivals, or stakeholders know that a leader will always choose harmony over authority, they begin to test limits and exploit hesitation. Virtù allows a leader to be flexible without becoming weak, empathetic without being manipulable, and decisive without being reckless. It is the internal strength that enables a leader to shift tone, tactics, and posture as conditions demand, rather than clinging to a single style out of moral comfort. In essence, virtù is the ability to remain in control of oneself while shaping the behavior of others.

Fortune Favors the Prepared, Not the Hopeful

Fortune, in Machiavelli’s framework, represents everything outside a leader’s control, including market volatility, political shifts, organizational restructuring, economic downturns, and unpredictable human behavior. Many leaders blame fortune when outcomes turn against them, citing bad luck or external interference as justification for failure. Machiavelli does not deny the existence of fortune, but he strongly rejects the idea that it alone determines success. Instead, he argues that fortune controls only part of human affairs, leaving the rest to those bold enough to prepare, anticipate, and intervene. Leaders who depend on favorable conditions are essentially gambling with their authority, hoping that the environment remains stable long enough for them to succeed. When instability arrives, and it always does, these leaders freeze or collapse because they never built the capacity to respond.

In competitive organizations, fortune appears in the form of sudden leadership changes, shifting KPIs, emerging competitors, internal politics, or unexpected crises. Leaders with virtù treat these disruptions as strategic openings rather than personal attacks or unfair obstacles. They reassess priorities quickly, realign their teams, and exploit moments when others are disoriented or slow to react. This is why Machiavelli famously compares fortune to a river that floods and destroys those who fail to build embankments in advance, while sparing those who prepared for turbulence. In modern terms, embankments are systems, contingencies, alliances, and clarity of authority that allow leaders to act decisively under pressure. Those who build nothing and rely on optimism are always the first to be swept away.

What separates winners from perpetual complainers is not intelligence or effort, but their relationship with uncertainty. Leaders guided by virtù assume that disruption is inevitable, rivals are self-interested, and rules will be bent when convenient. This assumption does not make them cynical, but realistic and strategically alert. Rather than reacting emotionally to setbacks, they adjust tactics, protect their position, and reassert control where possible. Machiavelli would argue that leaders who cling to fairness as a guarantee of success misunderstand the nature of competition entirely. Fairness is a value, not a shield, and without virtù, it offers no protection against those who are willing to act decisively when circumstances shift.

Competition Is Won by Those Who Move First and Think Longer

One of Machiavelli’s most enduring insights is that hesitation is often more dangerous than a flawed decision, especially in competitive environments where speed and perception shape outcomes. Leaders who wait for perfect data, unanimous agreement, or moral certainty frequently discover that the moment has passed and the advantage has shifted to someone else. Virtù prioritizes momentum, because momentum shapes narratives, influences morale, and forces others into reactive positions. In people management, this translates into leaders who address performance issues early, restructure teams before dysfunction spreads, and communicate direction clearly even when the future is uncertain. By acting first, they define reality for others rather than allowing rumors, fear, or rivals to do so.

Machiavelli understood that competition is as much psychological as it is structural, and leaders who control perception often control outcomes. A decisive move, even if imperfect, signals strength and clarity, while inaction breeds doubt and invites challenge. Teams instinctively follow leaders who appear in command of events, especially during turbulence, because uncertainty creates anxiety that demands direction. This does not mean acting recklessly, but acting with calculated intent, understanding that correction is often easier than recovery from paralysis. Virtù enables leaders to absorb criticism, adjust course, and continue forward without losing authority. Those who fear being wrong more than being late eventually lose both credibility and control.
Over time, consistent application of virtù creates a reputation that compounds advantage. Rivals become cautious, teams become aligned, and stakeholders learn that this leader does not drift with fortune but shapes it. Machiavelli would say that such leaders win not because they are loved or morally superior, but because they are strategically competent and psychologically prepared. They understand that competition rewards those who master complexity rather than complain about it. In the end, virtù is not about ruthlessness for its own sake, but about refusing to surrender agency to chance, emotion, or wishful thinking.

Leadership today still operates under the same brutal logic Machiavelli observed centuries ago, even if we dress it in softer language and modern frameworks. The environment remains unpredictable, rivals remain self-interested, and fortune remains indifferent to intention. The leaders who endure are those who accept this reality without bitterness and respond with clarity, adaptability, and controlled force of will. If there is a single lesson worth carrying forward, it is this: success belongs to those who prepare for instability and act decisively when it arrives, rather than waiting for fairness or luck to rescue them. Virtù is not about abandoning values, but about understanding that values alone do not win competitions. Only those who can think strategically under pressure, adjust without panic, and move with purpose will consistently master the landscape they are in.

About Business Class
Business Class is a leadership and management column by Vonj Tingson that explores the theory and practice of contemporary business alongside the lived experience of executive life, presenting a holistic view of modern leadership for both established executives and the next generation of business leaders. It examines organizational strategy, people management, and C-suite decision-making through both short-term operational and long-term strategic perspectives, while also engaging with the cultural and personal dimensions of leadership, including influence, professional identity, executive lifestyle, and the evolving standards of success. The column is published across the PAGEONE Online Network, a premier digital publishing ecosystem of close to 100 online magazines and news platforms.
About Vonj Tingson
Vonj Tingson is a senior technology and communications leader and the co-founder of PAGEONE Group, a multi-agency public relations and strategic communications firm operating across Southeast Asia. By 2026, under his leadership and through his direct creative and strategic authorship of many of the firm’s most recognized initiatives, the agency has won close to 500 awards for integrated campaigns spanning consumer brands, corporate organizations, government partners, and advocacy programs for non-profit and development institutions. A substantial portion of this recognition comes from social good and public interest campaigns developed under the PAGEONE Group corporate social responsibility platform, many of which he personally conceptualized to advance inclusion, empowerment, digital literacy, and civic engagement alongside commercial objectives. His work has been widely recognized for innovation in communications, digital strategy, and platform-driven storytelling, particularly in building scalable media ecosystems that extend impact beyond traditional campaign models. He was named among the Innovator 25 in Asia-Pacific for his pioneering work in AI- and automation-powered communications systems, including the development of Storify, an automated content distribution and amplification platform for social media, and ZYNDK8, a proprietary AI-enabled content syndication platform for online news and magazine websites. He also led the digital transformation, operational reorganization, and full rehabilitation of PAGEONE Group following the COVID pandemic, modernizing systems, workflows, and business models to restore stability and accelerate long-term growth.
He is also a recipient of a prestigious innovation award and serves as a veteran jury member for international public relations and communications award-giving bodies. He completed his Master of Business Administration at the Ateneo Graduate School of Business in the Philippines and is currently pursuing a Doctor of Business Administration at the Asian Institute of Management, with professional and academic interests focused on leadership behavior, innovation systems, governance, artificial intelligence in organizational design, and the translation of research into practical strategic execution. He can be contacted via https://www.linkedin.com/in/vonjtingson.