High Stake Presentations — The path from anxiety to confidence!
By: Nabarupa Banerjee
Tags: Elevator Pitch, Storytelling, Executive Presentation, Board Meeting, Public Speaking

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During one of our regular mentorship meetings, Neoshi, as always, had come prepared with an agenda and I knew that our conversation would be lively and thought provoking. After a quick catchup about our personal lives, she looked at her notes and asked, “You are solid at presenting and influencing in high stakes meetings, especially to an executive level audience. Is this a natural talent of yours or has it taken years of practice for you to develop this skill? Do you have a formula or any best practices that you can share with me?”

As I pondered Neoshi’s question further, I vividly started recalling all of the unsuccessful presentations over the course of my career. I also remembered how sweaty and nervous I used to get going into every presentation. It eventually dawned on me that I no longer feel nervous for important presentations and high stakes meetings. Instead, I tend to feel excited throughout the entire process! How did this happen?

I’ve broken down the guidance I shared with Neoshi into three parts for those of you dealing with similar challenges in your career.

Part 1: Reframe unsuccessful meeting outcomes as learning opportunities

Early on in my leadership career, I was asked to help onboard a new CEO by showcasing our product roadmap and accomplishments. I used to think that every executive meeting was a contest. And while this belief drove me to work extra hard for high stakes meetings, it also became a constant source of anxiety and stress.

Halfway through this onboarding meeting, I started feeling hot and sweaty. The CEO was asking a lot of questions that none of us had answers for. In my head, I marked this meeting as a failure and started to think that I was surely going to get fired. I noticed one of my colleagues sitting quietly next to me, taking notes with a beatific expression on his face. After the meeting, I pulled him aside and asked what was running through his mind while we were being “grilled” alive? He said, “We weren’t being grilled, we were learning a tough, but important lesson. Aren’t we lucky to have a smart leader to point out the things that we haven’t thought of?”

His reply stunned me into silence. I never thought about executive presentations in this way. In my obsession to gain acceptance, I had closed my mind off from the possibility of listening and learning. This event motivated me to start thinking about high stakes presentations in a new way. Instead of expecting to achieve a “predetermined” outcome for these types of meetings, I practiced keeping an open mind and focused on learning something new.

In my experience, high stakes meeting outcomes and associated learnings typically come in three forms: 1) Instant Validation, 2) Additional Questions and Eventual Decision, 3) Rejection and Alternate Paths

Instant Validation: I used to expect immediate approval as the only acceptable outcome after my presentations. I have since learned that this is not only rare, but not always preferable. The desire for instant validation is driven by a need for perfection, which instead creates a great deal of pressure and leads to delays in feeling ready for important meetings. During the meeting, every question raised feels like a challenge and personal attack, creating a ‘me versus you’ dynamic between the presenter and audience. Instant validation and acceptance is great, but remember that this is not a realistic expectation to have every time.

Additional Questions and Eventual Decision: Most of the time, high stakes decisions are never made in the very first pitch meeting, and there are additional questions and follow-ups that require more meetings before a decision can be made. The higher the stakes, the more questions and challenges one can expect. Earlier, I considered this outcome as a personal failure. However, I have grown to see this meeting outcome as an important learning opportunity, and have even started respecting the high stakes decision making process faced by executives.

Rejection: Perhaps the hardest type of outcome and learning comes in the form of “No”. I now realize that some of my best meetings have been the ones where an executive has said “No” to me. Saying “No” is a difficult thing to do and requires a lot of thought and deliberation, however it eventually leads to more focus and greater excellence. This realization has helped me stop cringing at the possibility of rejection”. It still hurts, but thankfully it doesn’t hurt as much or for too long.

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Part 2: It’s not personal

It’s important to remember two things: 1) Senior leaders are as human as you or me, and 2) Meeting outcomes are rarely personal.

I was scheduled to present a resourcing proposal at an annual finance review meeting with my executive team. I worked tirelessly with my team for weeks to create what I considered a “flawless” proposal.

As I delivered my final slide with supreme smugness, one of the key decision makers (let’s call him Zack)) spoke up. He referenced other teams that had made almost identical presentations that day and explained that he could not possibly approve all these requests. I immediately got defensive and marked Zack as a detractor in my mental list of ‘supporters’ and ‘detractors.’ I pointed him to the deck and tried to answer his questions. I felt a familiar nervous energy rising through my body while a whiny, defensive tone started creeping into my voice. I could tell from his body language that no matter what I said or how hard I pushed, I was not going to persuade him. Luckily, my boss (let’s call her Maria) spoke up and asked Zack if there were any additional details that we could provide to help him make a decision.

My preconceived idea of success for this meeting had closed my mind to other potential outcomes. Once I stopped pushing and gave Zack some space, he went on to ask some very thoughtful questions and eventually suggested that we schedule a follow-up. After the meeting, Maria pulled me aside. I was expecting some strong feedback for my ‘excessive passion’ in the meeting. Instead, she acknowledged how I might be feeling and then gave me a life lesson that I will never forget. She said: “We are all people who are trying to do their best to make good decisions. Their job is to be objective and ask questions and oftentimes say no. It’s not personal. Similarly, your job is to not be ‘right’ or ‘wrong’ but instead to ask questions and do what is needed to get us to the finish line. So even though some meetings feel like personal rejection, they are actually an opportunity to make progress.”

For the next meeting, we went prepared with the answers to Zack’s questions and also shared alternative resourcing proposals. Most importantly, I went into the meeting with a learner’s mindset. We got our original proposal approved with some slight modifications and we also set up regular check-ins with Zack to provide progress updates. Zack ended up becoming one of the strongest advocates for our team and a valuable personal mentor to me.

Part 3: Preparation, Anticipation and Constant Optimization

In addition to the above, I advocate for extreme preparation and practice to set yourself up for meeting success. Other important tools include preemptive anticipation of questions and the desire to get better each time you present.

Preparation: Typically, I work with my team to iterate through multiple drafts until the narrative feels just right. I always leverage data to substantiate my proposals. I practice the narrative in my head constantly and often do rehearsals with trusted peers and colleagues to get feedback before the final meeting. Finally, I try to send a pre-read to give a chance for executives to ask their questions ahead of the meeting.

Anticipation: One of my favorite tactics is to anticipate as many questions as possible in advance of the meeting so that I can have the answers ready. Pre-meetings with some meeting attendees is a great way to get early buy-in and even better understand what may be top of mind for executives.

Constant Optimization: During my meetings, I watch every subtle nuance in people’s body language, expressions, reactions and listen intently to the things they say and do. What questions are they asking? Which parts did not seem clear to them? Which parts required multiple people to jump in and offer explanations? These observations yield fascinating insights into how executives think and make decisions during these meetings. I also directly ask meeting attendees for feedback to help make improvements for next time.

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CONCLUSION

I realized that we had almost finished our mentoring session and N was recapping her notes. “So, in summary: A) Have a learner’s mindset, B) Recognize that it is never personal, and C) Be extremely prepared and be open to improving more each time?” I smiled and said, “Yes! That’s it!” I wish I knew this earlier in my career but now that I am armed with this knowledge, I hope others can benefit as well.