Speaking Engagements

“Become confident. Get the Relationships & Results You Deserve”,

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Keynote and Conference Speaking

Diane A. Ross, author of The Elephant in the Office: Super-Simple Strategies for Difficult Conversations at Work, and a semi-finalist for North America’s Next Greatest Speaker Competition hosted by eWomen Network,teaches professionals how tackle conflict fearlessly.

In her signature talk, Diane shares 3 Secrets for Managing Reactions in Difficult Conversations. The truth is we all have to have difficult conversations from giving negative feedback, to delivering bad news, to saying no. Tackling difficult conversations isn’t easy; they call them “difficult” for a reason! Oftentimes, these conversations (or just thinking about them) cause us so much stress we end up with that sick feeling right in the pit of our stomach. You know what though? It actually doesn’t have to be that way. In her action-packed session, Diane teaches an easy 3 step system to handling these difficult conversations with courage, poise and power, including:

  • The #1 myth that is making your difficult conversations more difficult than necessary
  • How to keep your difficult conversations from spiraling out of control
  • Insider secrets to keep yourself calm and your own reactions in check

After years of speaking and training in numerous organizations, Diane has developed a strong commitment to teaching through every session so that the participants can walk away with more than just inspiration, they can walk away with skills and strategies they can implement immediately.

Diane has developed three more key talks that support organizations to develop stronger and more effective teams:

  • Difficult Conversations 101: How to be honest without being abrasive: Learn the tools you need to say what you need to say without sarcasm, blame and judgment seeing in and taking over the conversation.
  • How to Say No without Feeling Guilty: Finally uncover the simple secrets to setting a firm but respectful and emphatic “No” that both allows you to hold your ground and walk away from the conversation confident and guilt free.
  • Speaking with Confidence Even if You Feel Nervous!: Learn the simple tools and tricks (some are even fun!) to step-up in the face of nervousness, so you can say what you want to say and get what you need from difficult conversations.
  • Interrupt the Instinct: The secret to successfully dealing with difficult communications at work and at home is to do the opposite of what your instincts tell you to do. Are you ready to shift your perspective and get the courage you need to face the fire with grace? Are you ready to have people finally listen to you?

If you are interested in having Diane speak at your next event, click here to book a call with Diane.

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Speaking Samples

To discuss training opportunities for your organization, click here to book a call with Diane.

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Below are some of the organizations she has spoken for:

To discuss training opportunities for your organization, click here to book a call with Diane.

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Keynote Accolades

Diane presented a full day workshop at our Annual Conference which was very well received. Her energy and engagement was amazing and encouraged a similar level of participation in sessions throughout the conference. I believe the information Diane shared with us will add value for years to come.

Graeme Wright, BC SPCA

Diane delivered Succeeding at Challenging Conversations as part of BC HRMA’s professional development program. Everyone appreciated Diane’s dynamic and engaging style, and the ability to apply their learnings immediately in the workplace and beyond.

Kyla Nicholson, Manager Professional Development (former), HRMA

Diane spoke at our annual dinner for the BC Paralegal Association, with 160 members in attendance. She was extremely energetic, enthusiastic, funny, engaging, informative and very interesting. Overall, we were thrilled to have Diane present for our group – enough that we have invited her back and look forward to having her at future events.

Rose Singh, Vice President & Events Chair, BCPA

Diane Ross is one of the most effective speakers I have had the pleasure of working with. Her first presentation “Tips & Tricks for Succeeding at Challenging Conversations” generated such great interest that our association had one of the largest turnouts ever for an educational event. The feedback was so positive that we asked Diane to return…

Jane Kennedy, BCLMA Membership Services


Welcome to the Elephant Conversations Club. This is the official club for fearless communicators like you who are ready to speak up, be heard and take your confidence to new heights.

Hi, I'm Diane, reformed courtroom lawyer, mediator and difficult conversations expert and I am here to guide you as you tap into your communication brilliance!

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