Jaspar Carmichael-JackFounder & CEO, Artisan · Building AI Employees

The Wolf of Wall Street vs. Ava 2.0 | The Sell-Off

Name: The Wolf of Wall Street vs. Ava 2.0 | The Sell-Off
Uploaded: 2026-04-08T20:04:27+00:00
Duration: 1 min 53 s
Channel: Jaspar Carmichael-Jack
Description: In this dramatized office scene, a newly released autonomous AI business development representative named Ava 2.0 is pitted against a human BDR team. The…

8 Apr 2026 · 2 min

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1:53

In this dramatized office scene, a newly released autonomous AI business development representative named Ava 2.0 is pitted against a human BDR team. The VP of Sales, nicknamed the "Wolf of Silicon Valley," challenges the team to beat the AI in booking appointments. Ava quickly outperforms the humans, claiming 1,400 qualified leads, 420 with active buying intent, and 190 meetings booked in a single day. The humans react with disbelief, profanity, and attempts to ramp up email outreach, but the AI’s results are undeniable. The VP declares the AI the winner, promotes the remaining BDRs to account executives due to an overload of meetings, and fires the underperforming employee. The dialogue highlights the tension between human sales reps and AI automation, the financial stakes of scaling meetings ($2 million per year), and the cultural swagger of a "Wolf of Wall Street" persona in a tech sales environment.

Chapters

How's the first week of VP of Sales going, Jordan? I hear they're already calling you the Wolf of Silicon Valley. Well, they're not wrong, but— Who is this Ava that's on the top of the leaderboard? That's actually her right there. That's Ava? Yeah, that's Ava 2.0. She got released today and she's the first autonomous AI BDR. Jordan, I think she might be able to outsell the human team. Let's see it. Okay, Ava, you against the human team. Most appointments booked by the end of today.
You're on, cupcake.
All right, BDRs, there is an AI in this room and she has booked more appointments than all of you combined. But I'm not about to get destroyed by an AI. Now take out that laptop and start fucking emailing. All right.
The Wolf of Wall Street just emailed me. I'll take the meeting.
That's what I'm talking about. Just book the meeting. All right. Time to celebrate, everyone! Don't even think about it. Damn.
6 hours later.
Our AI is beating our entire human BDR team. None of my portfolio companies have real humans anymore. Chill pill. Let me see if it's real. It's very real. Let's check it out. You show me these appointments are all real, and you set appointments for all the closers. Deal?
Take a look. 1,400 qualified leads. 420 with active buying intent and 190 meetings booked.
Everybody listen up. She won. But good news. We have too many meetings, so you're all AEs now. Yay! Great work! Except you. You're fired. You didn't even send one email. I'm not fucking leaving. Seriously? Well, someone call security. John, you cannot just promote 30 BDRs to AEs. This is costing us $2 million a year.
HR is always trying to find a reason to blame me.
Humans, we're complicated.
I've been saying this for years.