Strategic Thinking Training: Level up your Strategy Skills [2024] — Lindsay Angelo

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Strategic Thinking Training: 7 Ways to Level up your Strategy Skills

Why strategic thinking skills are important

Strategic Thinking course

By: Lindsay Angelo, Futurist, Growth Strategist, Keynote Speaker

Strategic thinking for organizations, teams, and individuals is more important than ever. With the age of big data has come a growing need to work through complex problems and opportunities effectively and with agility. Yet only 30% of business leaders are strategic thinkers, partly because strategic thinking isn’t taught in schools or in organizations – it’s a learned skill that you may or may not be lucky enough to acquire. Through this deep dive into strategic thinking, you will learn the importance of why strategic thinking skills are important and how you can utilize them.

As a fundamental business and management skill, being a strategic leader is critical to your ability to maneuver your work effectively, advance your career, make hand on business decisions, create strong business insights, and grow a brand, company, or organization effectively.

So, how do you know if you're struggling with strategic thinking?

For individual contributors, the biggest “tells” are…

  • You have too much on the go and priorities are not clear

  • You’re overwhelmed by options, data, and insights and don’t know where to start

  • You’re in unproductive meetings or irrelevant discussions with no forward momentum in the work

At the company level, pain points include:

  • You're facing a surplus of strategic decisions and are feeling paralyzed in data

  • The status quo culture has become burnout - teams are working day and night and operational planning has turned into your worst nightmare

  • Strategic planning isn't in your vocabulary - heck, you can barely craft an action plan for your team offsite let alone a strategic plan! 

Whether at the individual level or team level, I think it’s fair to say that we’ve all been there at some point in our professional learning journey.

So, before we proceed...what is strategic thinking?

There are a lot of different schools of thought on how to define strategic thinking. Many of them relate to military analogies, game theory, business goals, battleships, and winning and losing. The simple answer is strategic thinking is having the ability to evaluate a business challenge, consider broader business objectives, make good choices, and understand the potential impact of those decisions.

The short answer? A superpower.

When to use strategic thinking?

A key benefit of strategic thinking as a tool is its versatility…meaning you can use it to answer a host of questions that arise in both work and life.

Everything from…

  • How do you lift traffic to your online channel?

  • How do you build brand awareness in the market or increase market share?

  • How do you allocate resources effectively?

  • Where should you be spending your time?

  • What's our corporate strategy? What's our marketing strategy? Operations strategy? Brand strategy? You get my drift...

To…

  • What kind of car should I buy?

  • What color should I paint the house?

  • Where should we go on our next vacation?

The sweet spot of strategic thinking? When you’re trying to solve a complex problem with a tight timeline. This is why building your strategic thinking muscle now is more of an advantage than ever. Think about the following:

  • a) problems are becoming increasingly complex due to the pace of change in the world, digital connectivity and the volume of data available - market data, customer data, competitive data, employee data, the list goes on

  • b) as competition increases across many industries and customer expectations grow, so does the importance of working through problems/opportunities quickly and with agility

For both of these reasons, I’d argue that strategic thinking isn’t optional anymore – it’s a critical skill. In other words, if you're not doing it, you’re leaving time, energy, and/or dollars on the table.

So, how do you improve your strategic thinking skills?

Here are seven simple tactics to improve your strategic thinking skills and maximize your chance of success. Transform these into key strengths - and you'll be halfway there!

Strategic Thinking Training
  • Take an ecosystem view: scan your external environment regularly. A great strategic thinker is able to understand the relationship between a wide range of disparate data, and the complexion of the business environment and identify opportunities and/or threats. Systematic thinking and big picture thinking while also having the ability to zoom in is key.

  • Build your analytical skills - a great strategic thinker needs the ability to analyze a variety of inputs, maneuver data swiftly, and take a logical approach to problem-solving while also flexing their creative thinking. Financial statements, KPIs, market conditions, emerging business trends, business knowledge, and internal resource allocation - all of these are rich data sources that require analytical thinking in order to identify practical insights that translate into business opportunities.

  • Develop your business innovation skills. Innovation and strategy are like peanut butter and jam. Great strategy takes great innovation and great innovation normally takes great strategy. Familiarize yourself with the language of innovation - terms like disruptive innovation, incremental innovation, transformational innovation, business model innovation, blue oceans, market shifts, etc. Check out Harvard Business Review for rich innovation resources.

  • Think a few steps ahead, in work and in life. Try and second anticipate your competitor's next move - or your partner's for that matter. Great strategic thinking takes foresight and vision - it takes brainstorming future scenarios, opportunities, and challenges - and crafting long-term strategies that account for both. Practice this in your current role first. Pretty soon you'll be building bullet-proof business strategies.

  • Keep an open mind. One of the biggest challenges to adopting a strategic mindset is tunnel vision. Practice an open-minded approach, including not getting too attached to your ideas and opinions. An openness to strategic alternatives is a must. A great solution doesn't care who arrived at it! Accounting for creative solutions and alternative solutions and strategic ideas throughout the process is a must.

  • Master your critical thinking skills and problem-solving skills. These two elements form the core of a great strategic thinking mind. Critical thinking skills allow you to maneuver strategic challenges and strategic goals efficiently. Effective leaders and strategic leaders are often great critical thinkers.

  • Build your listening skills - a great strategic thinker always has their ears open. Powerful listening skills and the ability to ask the right questions are key to establishing a strategic thinking mindset and strategic approach.

Strategic thinking capabilities can be built through training, practice, and the courage of repetition.

If you can translate each skill above into a strength, you'll be on your way to maximizing your strategic contribution and realizing your potential as a business leader.

Looking for an even deeper understanding? Enroll in my Strategic Thinking Training for business leaders and organizations.

Read more about issues trees, MECE principle, hypothesis driven thinking, what is strategic thinking, strategic thinking training, strategic thinking examples, strategic story-telling, and futures thinking.

 

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About the Author

Lindsay provides growth and advisory services to purpose-driven brands. Named a global innovation leader and Women to Watch, you will find her at the intersection of strategy, story-telling and innovation. When she’s not collaborating with clients, she’s hitting TEDx and other stages across North America to deliver keynotes on the future of consumerism, strategy and innovation. Prior to advising and providing brand and marketing consulting services, Lindsay spent six years at lululemon crafting their global growth strategy, exploring new marketplace opportunities and growing the company into the number one yoga wear player in the world. Her experiences culminate in what she refers to as her sweet spot - where strategy, innovation and insights intersect, where the rational meets the emotive and logic meets intuition.