Surrounded by People Who Don't Fear The Ask #entrepreneurship #businesstips #shorts

6 Jul 2026 · 1 min

Watch on YouTube

0:57

In this brief YouTube short, a coach (Speaker A) asks an entrepreneur (Speaker B) about their biggest business fear, which is fear of conflict and rejection. The entrepreneur explains that they avoid hard conversations and fear upsetting others. To overcome this, they deliberately surround themselves with confident, assertive people—citing Andrea and Pete—as role models who demonstrate that asking bold questions leads to success. The discussion then shifts to the potential upside of breaking through this fear: expanding one’s vision and scaling the business. The entrepreneur articulates a concrete future goal: delivering a TED Talk on "messy action and consistency" in Sydney, Australia, indicating a desire for high‑visibility impact. The exchange highlights the strategy of using supportive, fearless peers to expand vision, confront conflict, and set ambitious public‑speaking milestones.

So what is your biggest fear in business?
I am terrified of conflict and being rejected. So anything that feels like it's gonna be a hard conversation or I'm risking someone like saying something that upsets me, like I really, really struggle at.
And what's your approach for kind of getting through that fear?
I try and surround myself with people that do that and see success from it. Andrea and Pete, I think very good example of people that aren't afraid to ask the ask and you see what it gets them. So try and see people that are proof it's okay and it works.
What do you think the potential upside is if you bust through that fear, if you work with other people, have them in your corner? Where do you think you're going to get to in the future?
I feel like I'm playing it a little bit small, if I'm being honest with myself, and people that expand my vision and push me to push the vision bigger, I think is going to help the business get to that next point.
Be specific. What does that future vision look like?
I'd love to do a TED Talk, really just spreading the message of messy action and consistency.
Where in the world? Where would you love to do that TED Talk?
I'll take Sydney, Australia.
Sydney. So when are we going to see you there?
2027. Let's do next year.