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My thoughts post conversation with Michael Tweedie

Written by Ken | May 13

I recently sat down with Mike to discuss his role in business development with AirSprint. AirSprint is an award winning private aviation company. My knowledge of private aviation heading into the conversation was limited and framed by a conception based on popular media. The entertainers, the jet setters, the athletes and all of the fame that goes along with a private jet.

What I quickly learned from Mike was the underlying practicality of flying private. Many of his clients are using this form of travel for reasons that have nothing to do with what most of us think when we hear about private jets. For example, a team of executives making stops in varying locations at a cost that may even be more affordable than business class on a commercial airline and a savings in time that makes a significant difference for a company's top team.

While the practicality and usage of jets was fascinating, the most valuable takeaway was the level of humility that accompanied Mike's explanation of the industry and his company. In fact, humility is one of AirSprint's corporate values. It may come as a surprise that an industry and company that interacts with the ultra rich that humility is a focal point for guidance.

Humility as a corporate value is worth exploring. Here's a few points to consider on how humility can create value for a business:

1. Humility Fuels Continuous Learning & Innovation

A humble business is always looking to improve.

  • Companies that acknowledge they don’t have all the answers are more open to new ideas, feedback, and innovation.
  • Leaders with humility listen to employees, customers, and market trends rather than assuming they know best.

2. Humble Leadership Builds Stronger Teams

Humble leaders inspire trust, loyalty, and collaboration.

  • Leaders who admit mistakes and credit their teams for success create a culture of psychological safety.
  • Employees feel more valued and respected, leading to higher engagement and retention.
  • A humble leadership style reduces ego-driven conflicts and fosters teamwork.

3. Humility Strengthens Customer Relationships

Customers appreciate businesses that listen, adapt, and admit when they’re wrong.

  • Companies that genuinely listen to customer feedback build stronger relationships and brand loyalty.
  • Admitting mistakes and making things right enhances reputation and trust.
  • Humility allows businesses to adjust and evolve based on customer needs.

4. It Creates a Collaborative & Inclusive Workplace

Humble organizations value diverse perspectives and teamwork.

  • A humble company culture reduces arrogance and creates space for diverse voices to be heard.
  • Employees are more willing to ask for help, share credit, and learn from others.
  • Collaboration improves when there’s less focus on who’s right and more focus on getting it right.

5. Humility Enhances Reputation & Brand Trust

Arrogant brands repel customers—humble brands build loyalty.

  • A company that operates with humility and authenticity creates a positive public perception.
  • Owning up to mistakes and showing a willingness to learn prevents PR disasters.
  • Humble brands are often seen as more human, relatable, and trustworthy.

Final Thoughts: Humility is a Competitive Advantage

In a world where businesses often compete to be the loudest, the most confident, or the most dominant, humility sets a company apart in powerful ways. It fosters innovation, stronger teams, customer trust, and a resilient company culture—all essential ingredients for long-term success.

It should come as no coincidence that AirSprint has been nominated as one of the top 50 best managed companies in Canada. Humility can make a lasting impression and be a source for differentiation.

Lastly, as a person that lived in Monaco during the pursuit of my MBA, I was exposed to a unique world that is renown for being one of the wealthiest places on earth. Despite being surrounded by an environment of excess, the lesson instilled by my university was to live your life on the line that separates confidence and humility. Do not act with excess confidence or humility - be in the middle where you are humble but have belief in yourself. Whether you are an organization or an individual, this mindset is the sweet spot we should aim for.