7 Reasons Why Playing It Safe Is Actually the Riskiest Leadership Strategy

As an executive leadership coach, I’ve observed that many leaders fall into the trap of playing it safe. While it may seem like a cautious approach, playing it safe can actually be the riskiest leadership strategy.

In today’s fast-paced and ever-changing business environment, leaders who are unwilling to take calculated risks often find themselves falling behind and failing to seize valuable opportunities. Here are seven reasons why playing it safe is actually the riskiest leadership strategy:

Stifling Innovation: Playing it safe can stifle innovation within an organization. Leaders must foster a culture that encourages creativity and experimentation. Embrace calculated risks and empower your team to think outside the box.

Missing Out on Growth Opportunities: Leaders who play it safe may miss out on potential growth opportunities. Be open to exploring new markets, products, or partnerships. Carefully evaluate risks and rewards, and be willing to take bold action when the potential benefits outweigh the risks.

Losing Competitive Edge: Playing it safe can cause organizations to lose their competitive edge. Keep a close eye on industry trends and be ready to adapt quickly. Encourage your team to stay informed and bring innovative ideas to the table.

Failing to Attract Top Talent: Top talent is often drawn to organizations that embrace innovation and take calculated risks. Foster a culture that values creativity and risk-taking to attract and retain the best employees. Encourage your team to take ownership of their projects and decisions.

Decreased Employee Engagement: Playing it safe can lead to decreased employee engagement and motivation. Empower your team to take calculated risks and make decisions within their roles. Celebrate successes and learn from failures to keep your team engaged and invested in the organization’s success.

Inability to Adapt to Change: Leaders who play it safe may struggle to adapt to change. Embrace change as an opportunity for growth and improvement. Foster a culture of adaptability and resilience, and provide your team with the resources and support they need to navigate change effectively.

Losing Credibility and Trust: Playing it safe can erode a leader’s credibility and trust among their team and stakeholders. Be transparent about the risks and potential rewards of decisions. Communicate clearly and consistently, and follow through on your commitments to build and maintain trust.

Playing it safe is often the riskiest leadership strategy. Leaders must be willing to take calculated risks, embrace change, and foster a culture of innovation to drive their organizations forward. By empowering their teams, staying competitive, and building trust, leaders can navigate the challenges and seize valuable opportunities for growth and success.

Lead From Within: Embrace the power of calculated risk-taking to unlock your organization’s full potential.


#1 N A T I O N A L  B E S T S E L L E R

The Leadership Gap
What Gets Between You and Your Greatness


After decades of coaching powerful executives around the world, Lolly Daskal has observed that leaders rise to their positions relying on a specific set of values and traits. But in time, every executive reaches a point when their performance suffers and failure persists. Very few understand why or how to prevent it.

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Lolly Daskal is one of the most sought-after executive leadership coaches in the world. Her extensive cross-cultural expertise spans 14 countries, six languages and hundreds of companies. As founder and CEO of Lead From Within, her proprietary leadership program is engineered to be a catalyst for leaders who want to enhance performance and make a meaningful difference in their companies, their lives, and the world.

Of Lolly’s many awards and accolades, Lolly was designated a Top-50 Leadership and Management Expert by Inc. magazine. Huffington Post honored Lolly with the title of The Most Inspiring Woman in the World. Her writing has appeared in HBR, Inc.com, Fast Company (Ask The Expert), Huffington Post, and Psychology Today, and others. Her newest book, The Leadership Gap: What Gets Between You and Your Greatness has become a national bestseller.

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