How to Pitch SideHustle LIVE Internally to Your CMO

How do I get my CMO to approve booking SideHustle LIVE?

Lead with the audience demographics (approximately 70% business decision-makers per real data over 5 events), the comparison to traditional alternatives (keynote / panel / DJ all score lower on engagement), and propose a single-show pilot as the de-risk on-ramp.

The story

You watched the sizzle. You saw the testimonials. You're convinced SideHustle LIVE is right for your event. Now you have to sell it to someone who hasn't seen it. Here's the 4-line summary you put in Slack first:

"Found a comedy game show built for founders called SideHustle LIVE. Audience pitches business ideas alongside improv comedians. 100% audience participation, 75-90 min, built for corporate. Want me to set up a 15-min call?"

If the response is curious, send the 1-pager case: Audience that shows up (per our data over 5 events: 70-100 paid attendees, ~40% Founder/Owner, approximately 70% confirmed business decision-makers when you combine Founder + Revenue + Product + Operator). Proof: Founded in Austin in 2019, 5 prior paid shows in Austin and Asheville (recap of the first filmed show) with consistent capacity audiences. Investment range: Pricing scales by partnership shape — most conversations start with a single-show pilot to test the format before scaling.

What it means

The three objections you'll hear: (1) Is this actually professional or amateur improv? Cast is 3-4 professional improv performers + host + co-host + 1-2 audience facilitators. Production is fully resourced with professional A/V, mics, mixing, PA, and live audio engineering. (2) Will our audience engage or sit there with arms crossed? Format is structurally designed for participation. By round 2 every table has its own running joke. (3) How does this connect to our brand goals? We custom-craft against your brand. Branded visuals, custom prompts featuring your products, lead capture, networking activation built around your booth. For the full primer to share with your team, read what is SideHustle LIVE: the complete guide.

Try it

• Show your CMO the format: playsidehustle.com
• Catch the live show: Sept 25 at Pershing Hall in Austin. luma.com/playsidehustle
• Book the 15-min call: team@playsidehustle.com