IN THIS EDITION
Sometimes we try to think of funny intros for each newsletter edition.
But to be honest, this week’s guest feature would probably leave us in the dust on that.
In edition #32, we’re covering the intersection of comedy and top 1% selling, with the usual “what’s new” around the web.
The biggest companies in the world pay him to laugh - Kevin Hubschmann
Discussion: The “elephant in the room” across many sales orgs
The best sales pitch + battle-tested one-liners
And more…
LIVE FROM THE SALES FLOOR
Recent Events
He took 1,213 calls to learn “what’s going on in sales” (LinkedIn)
Monday CRM is now testing it’s beta sales agent (Monday)
Apple cuts sales staff to “connect with more customers” (TheHRDigest)
Reps discuss “the elephant in the room” at their org (Reddit)
Tips + Tricks
A ton of sales one-liners to close your next deal (IG)
20,000 cold calls deep, this opener has 90% success rate (LinkedIn)
Other Stuff
“The best sales pitch ever” from Don Draper (Youtube)
Sales people don’t carry themselves the same anymore. True? (Reddit)
4,000 deals closed. Here’s a method to close faster. (Youtube)
Daily News for Curious Minds
Be the smartest person in the room by reading 1440! Dive into 1440, where 4 million Americans find their daily, fact-based news fix. We navigate through 100+ sources to deliver a comprehensive roundup from every corner of the internet – politics, global events, business, and culture, all in a quick, 5-minute newsletter. It's completely free and devoid of bias or political influence, ensuring you get the facts straight. Subscribe to 1440 today.
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
Instagram: https://www.instagram.com/laugh.events/
Check out Kevin’s full interview on Youtube, Spotify, or Apple Podcasts.
BEFORE YOU GO
Want to tell your sales story? Become a guest!
Want to sponsor Because of Sales? Click here.
What did you think of this week's newsletter?
