😎 Ex-enterprise rep sells laughter to F100 companies, the sales elephant in the room, and the best sales pitch ever

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SELLER’S SECRETS

Who is Kevin Hubschmann, and what is Laugh.Events?

Kevin Hubschmann is a New York–based comedian and ex–enterprise SaaS seller who now runs Laugh.Events, a thriving company delivering “Laughter as a Service” to boost team performance and brand memorability across industries. When he’s not making career pros laugh, he rubbing shoulders with the best comedians in the world.

Check out Kevin’s full interview on Youtube, Spotify, or Apple Podcasts.

Kevin’s come up (in 10 bullet points)

• Began career as marketing intern at early‑stage tech startup

• First sales “real job” at that startup, selling small $50–$100 email credits

• Cold‑called and closed first $20 K deal after product pivoted to SaaS model

• Progressed from small deals to consistent six‑figure enterprise contracts

• Simultaneously pursued improv and stand‑up comedy after work with friends

• Attended formal training at UCB (comedy/improv) while slinging SaaS full-time

• Realized his improv skills were making him way better at his sales job.

• Decided to quit corporate SaaS job once growth plateaued and passions shifted

• Launched Laugh.Events, combining corp. sales skills and comedic training

• Coined “laughing and development”, now working with F100 companies

Kevin’s sales alpha and best practices

“Stop being so salesman”

The moment Kevin noticed his personality was constrained at work, was when a manager told him: “stop being so salesman, start being more Hubschmann.” That insight triggered a huge pivot where he merged his after-hours comedy persona with his day‑job self.

This became a powerful differentiator selling. Rather than delivering cookie-cutter pitches, he led with curiosity, humor, and genuine conversation. The human-to-human connection built instant rapport and dramatically improved sales metrics.

Simple reframe to sign larger accounts

Kevin treats corporate comedy not as “entertainment” but as a measurable soft‑skills investment. By positioning “laugh breaks” and “applied improv workshops” as health and wellness or team‑development perks (with scientific backing on stress reduction and bonding), he makes the value crystal-clear for decision‑makers.

This reframing flips the sale: it becomes less about fun, and more about retention, morale, and team productivity AKA outcomes that justify corporate budgets.

Sell outside of your CRM

Kevin treats his business like he did his pipeline when selling enterprise SaaS, but with a little more creative experimentation. He leverages sales fundamentals like proper CRM hygiene, outreach, and follow-up while continuously testing new demand channels: LinkedIn outreach, social proof via testimonials, memes and viral content, and after-work drop‑in classes.

This hybrid strategy consisting of disciplined sales process + creative marketing experiments creates diversified demand, stabilizing growth beyond traditional outbound efforts.

4 things to steal, 4 tips to implement

#1: Less salesperson, more you

• On your next call, abandon the “script” once rapport is warm

• Ask genuine questions about their personal life or hobbies

• Humanizing your pitch/process through stories and thoughtful connections

• Watch your sales convos become both laid back and more effective

#2: Sell the long-term team investment

• Identify a psychological or emotional benefit your offering provides

• Frame that benefit as a “team/company investment,” not just a product

• Document past success (quotes, feedback, small wins) as proof

• Pitch to stakeholders responsible for culture, wellness, or retention

#3: Use improv to get better at sales

• Practice a “yes‑and” conversation exercise with a teammate regularly

• Run a 3‑minute storytelling drill (like selling to a friend)

• Record and review your delivery; refine wording, pacing, tone

• Use this to stay agile, responsive, and more human on real sales calls

#4: Find the right solution/positioning before you sell hard

• Early on, Kevin didn’t prioritize profit, he optimized for product quality

• Run “beta” tests/events that trade $$$ for testimonials and honest feedback

• Use short surveys post-test to score and iterate on delivery

• Once people consistently ask for referrals, you’ve hit product-market fit

Connect with Kevin

• LinkedIn: https://www.linkedin.com/in/kevin-hubschmannn/

• Instagram: https://www.instagram.com/laugh.events/

• X: https://x.com/laughdotevents

• TikTok: https://www.tiktok.com/@laugh.events

• Youtube: https://www.youtube.com/channel/UCSG2eJEwRIySxS2-iQrfuNQ