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Big Five Questions

The Guru’s Big Five Questions – Oscar Santolalla

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Oscar Santolalla has spent more than three years as a Product Manager in the software industry. Either onstage or on blogs, he advocates making technical presentations and product demos that engage and inspire. In his podcast, Time to Shine, he interviews successful public speakers who share their best stories and secrets. 

We want to help our readers build their skills as presentation designers, speakers and coaches, learning from a wide range of our colleagues from across the world. In this unique series, The Guru’s Big Five Questions, we ask the same five questions about inspiration, hopes and role models in the ever-changing arena of world-class presenting. Here’s what Oscar thinks:


What’s the greatest speech in history and why?

The greatest speech in history has been lost in history, I am sure of that. I am also sure that it was not spoken in English either. However, from our most recent times, I can’t imagine anything more remarkable than “I have a dream” by Martin Luther King Jr.

The speech was an amalgam of poetry, storytelling, rhetorical mastery, that expressed the speaker’s vision with courage, and that leaves the listeners with a taste of hope. We should never lose hope, no matter how hard times are.

“I have a dream” is also a great example of how a speaker can improvise according to the moment. In the manuscript that King had in his hands, there was no mention of the phrase “I have a dream” at all. These words were internalized in him and ready to be paraphrased at the right time. The speech was reaching its end when Mahalia Jackson cried out “Tell them about the dream.” The rest is history.

Ultimately, this speech is an inspiration for anybody who wants to mobilize people for noble causes. This speech and its significance must be widely and continuously taught so it will ignite leaders anywhere, anytime.



What’s the greatest business presentation / sales pitch and why?

Imagine that your job is to pitch a product that is overwhelmingly perceived as boring, very techie, and even dirty. Your product is an electric battery. Can you imagine an inspiring keynote about a new battery? Elon Musk made it happen.

By 2015 the general opinion was still very sceptical about solar energy products. In May 2015 Elon Musk brought this to the spotlight and announced that Tesla would start shipping energy products.

The main reasons why Elon Musk’s Tesla Powerwall Keynote is worth analyzing and using as a benchmark for business presentations are:

1. Great structure – Starts with the problem followed by a solution. Then the product comes, the benefits, and finally a call to action.
2. Great use of words – “Cell phones leapfrogged the landlines and there wasn’t a need to put landlines in a lot of countries or in remote locations” was a spot-on phrase. With this analogy, Musk showed that deploying electrical grid infrastructure in many places in the world would not be needed at all.
3. Great use of visuals – Among other gems, Musk showed that a tiny blue square within the map of USA was the area needed to power the entire country with solar electricity.
4. Great demo – Towards the end of the presentation, when Musk had already won his audience, he went beyond words and slides to show a demo. With this magic trick, he showed that the product already was solving a real problem.


Who’s the best political / cause orator today and why?

Politicians come and go, and often the most outspoken aren’t the ones who make the biggest impact. Instead, causes’ spokespeople ignite flames that go beyond countries, political affiliation and anything else that divide us. Today, Malala Yousazfai deserves a special recognition for her still short career as an orator. When I hear more of her speeches I always get impressed not only with her words but with her conviction and courage.

Already at her 16 she showed proficiency in a skill that many mature speakers still struggle: reading a speech while looking at the audience. Yes, the skill that Cockran taught Churchill one century earlier. Watch her 2013’s address to the United Nations and you will get impressed too. She wants to bring education to all children in the world, and she needs all countries to help on this cause.
Malala just gained admission to study a bachelor’s degree in philosophy, politics in Oxford. This seems to ensure that we will have in Malala an even stronger orator in the years to come.



What’s the one most important thing that anyone making a speech should do more than anything else?

For speeches, find the best possible personal stories that match the situation and your audience. No matter if you talk in a political context, business, non-profit or just in a social event, you need personal stories.

Once you have identified your best stories, work on finding the most effective narrative. Iterate until the flow is easy to follow and the main point of the story is crystal clear. And remember to write them for the ear, not for the eye.


Who inspired you when starting out in the business? Who inspires you now?

A few years ago I got my first inspiration from the greatest speakers in the technology arena: Jeff Bezos, Mikko Hyppönen, Steve Jobs, Guy Kawasaki. I also found Jack Dorsey’s story of how his imagination gradually conceived Twitter truly fascinating.

Today, Elon Musk, Jane Marie Chen, Gerd Leonhard, Dananjaya Hettiaracchi and Hans Rosling (died last February) are some of my favourite speakers. I’m not only inspired by their communication skills but by the inspiring work they do and spread to the world.

Where writing is concerned, reading William Zinsser’s “On Writing Well” completely changed the way I see non-fiction writing. Some truly inspiring authors today are Diana Booher and Carmine Gallo.

Oscar Santolalla

Oscar Santolalla

Host and producer at Time to Shine
Oscar Santolalla is a communication expert whose mission is to help technology companies present better, inspire people, and sell more. With over a decade of experience in the technology arena, he regularly writes for international blogs and gives talks and workshops worldwide. He works as a sales engineer at Ubisecure and has previously spent years in product management and sales roles in the tech industry. Since 2014, Oscar has been hosting the public speaking podcast Time to Shine, for which he has interviewed more than 100 communication professionals. He lives in Helsinki, Finland.His latest book Create and Deliver a Killer Product Demo will be released shortly.
Oscar Santolalla


  1. Jim Harvey

    4th October 2017 at 7:17 pm

    Lovely article Oscar. Broad and deep. I loved reading it.

  2. Kin Tue-Fee

    1st June 2020 at 7:02 am

    Great article Oscar. Sharing your experience as a speaker, as well as from other speakers from your podcast,Time to share, is very insightful and useful for others aspiring speakers. Keep up the good job!

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