Confidence Grows Through Practice, Not Perfection – Conversation Principle #1

While confidence is not a prerequisite for having conversations, it is essential for continually creating better conversations.

One of the most common barriers to effective real-time conversations isn’t a lack of knowledge; it’s a lack of confidence.

For over a decade now, we’ve spent the majority of our time composing our conversations on screens. When we converse on a screen, we can take the time to think, edit, even pause and review past conversations.

Real-Time Conversations Need a Different Set of Skills

Real-time conversations are vastly different. They happen in the moment and involve the skills of improvising, adapting, and thinking on our feet. It’s no surprise to me that many people in today’s workplace delay speaking up in meetings, making sales calls, or sharing new ideas. They don’t feel ready.

In our 2026 Real-Time Business Conversation Index, we identified a significant gap in workplace conversations. While 97.75% of respondents told us real-time conversations are critical to achieving business goals, only 11.36% believe their organizations conduct those conversations extremely effectively.

This gap isn’t created by a lack of intelligence or expertise. It exists due to a lack of confidence, the “how” of having real-time conversations.

The awkward truth is that confidence is achieved through action. The ability to participate, inspire and enjoy real-time business conversations is dependent on doing them!

Everyone who’s developed a skill they can rely on has practiced. From reading to riding a bike to playing the piano, we’ve all practiced in order to do something with confidence. Having real-time conversations is no different. The skills involved need to be practiced.

How can someone practice having conversations? By intentionally having more imperfect conversations more often.

The Mindset Shift

Waiting for confidence does not create confidence. Doing ‘the thing’ is what builds confidence. The goals are participation and repetition, not perfection.

Try This This Week

Approach your conversations as practice, not performance. Start with someone you know really well. Perhaps it is a family member, a friend or a colleague. Booking a time for these conversations creates a commitment that helps get this practice done each day. The conversation does not have to be lengthy, but do aim for at least three minutes.

After a week of these conversations, set up the same approach with someone at work you’d like to know better. Perhaps it is a team member, your manager, or someone you frequently meet at the coffee machine.

Don’t overthink this activity. Start with common conversation openers such as “How’s your day going?” or “What are you working on today?” or “How was your weekend?” You can also be more creative with questions like “What kind of music do you most enjoy?” or “What movies have you seen lately?”

The objective is to gain experience, not create a “perfect” conversation.

The more you practice, the sooner you’ll be speaking up at meetings, making a quick phone call instead of sending a lengthy email, and confidently contributing both ideas and solutions.

Real-time conversation skills directly impact leadership effectiveness, customer experience, collaboration, and business growth.

As communication becomes increasingly digital, many professionals spend less time practicing and using the skills required for clear, confident and effective real-time conversations. Explore new options for improvement.

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To celebrate 20 years of The Phone Lady, we're revisiting what truly makes communication meaningful. Every second week, we'll share a bit of wisdom to remind us that small shifts in how we speak, listen, and connect make a big difference. (You'll also receive access to our Exclusive Resources, including 4 ebooks.)

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What's The Phone Lady Doing These Days?

 

  • Delivering training to female founders on Validation and Sales + One-on-One Coaching
  • Ongoing one-on-one coaching with business owners
  • Sales skills for proactive calling for the national sales teams of several financial companies
  • Working with The Sales Coaching Institute as the phone sales coach and trainer
  • Skills training for inbound calls for North Amercian home care company
  • One-on-one coaching on both research and sales skills for new team member of a transformative leadership company
  • Communication skills training for veterinary assistants and veterinary technicians with Nova Scotia SPCA College for Animal Welfare

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