The Plan Was to Wing It
Speaking on the theme Reinvention at Speaker Slam® in Toronto on Sep 15, 2026 — Upcoming, Gillian Nycum delivered “The Plan Was to Wing It”.
Transcript
I shouldn't be here, but it's not what you might think. I haven't survived some plane crash or lion attack, although that might have been a better story. Three weeks ago, I'm in my little home office. I'm fairly recently self-employed following a reinvention, and I'm anxiously trying to reconnect with what exactly it is I've reinvented myself into. I'm rewriting a chapter of my book for like the third time, and I think, "Hmm, this could be a keynote." So, impulsively, I write to Rina, the mother hen of Speaker Slam, to see if she's had any last-minute openings.
Within an hour, I am signed up. And within 3 days, that keynote idea feels really boring. Then, one night just over 2 weeks ago, I wake up with an idea. I record it into my phone all slurry and yawning, and go back to sleep. I dream I am standing right here telling you this exact story, except I hadn't written a single word. The plan was to wing it. It sounds like a nightmare, but it had all the ambiguity of a dream where it was at least as likely that my slam would slay as it would suck.
The next day, I waited through my recordings to remind myself of that midnight stroke of genius. Do you guys want to hear it? Yes. The brilliant idea is writing this story about writing this story. What? It's so random. But something held me there. It was the first four words of that otherwise unwritten story. I shouldn't be here. And then, the most amazing thing happened. The story wrote itself while I sat there and let it become. We tend to think of reinvention as something we author or effort.
Get clear on what you want and then make it happen. But we don't always make change. Sometimes we discover it. And it's right there in the word. The Latin invenire means to come upon, to find, to discover. Reinvention then may be finding yourself again. Now, finding requires us to notice. And nothing quite gets our attention like a crisis, does it? A loss, a layoff, a near-death. Something loud enough to stop us in our tracks and maybe even justify the strange things that we do next.
But life doesn't always speak loudly. Nothing was wrong. I had simply outgrown what was right. A burning fire up against a pretty high glass ceiling. And oh, the guilt for not being grateful. My inspiration to grow too big for the place I was in. Which brings me, well, obviously, to snakes. Before a snake sheds its skin, a new skin has already formed underneath. The old skin dulls, its eyes cloud over. It actually sees less clearly right before it molts. And then it seeks out friction.
Rocks, branches, rough ground, and it moves with it until the old skin peels away. It doesn't escape the friction the way we do with our busyness and our scrolling. It uses it. The danger with me wasn't that I couldn't see who I was becoming. Maybe I wasn't even supposed to yet. The danger was that I would drown out or jump out of the friction. That I'd wait for clarity or worse, crisis, to give me permission to listen. Maybe we don't need to figure things out.
Maybe we need to stay what's here long enough to find out, especially when it sucks or doesn't make sense. I woke up in the middle of the night with four words. I shouldn't be here. I didn't know what they meant, but I stayed with them and they brought me here. Thank you.
Transcript generated from the recording and lightly cleaned. Some names and wording may differ from the spoken speech.


