The best way to learn sales has always been the same: sit next to someone good and watch how they actually do it. That's what I'm trying to build here. Real deals, real mistakes, real days. Follow along and take what's useful, or reach out if you want to go further.
Three lanes: how I broke into sales, tactical coaching for reps who are stuck, and where real deal breakdowns.
The gap between onboarding and actually knowing what you're doing.
Read post →Moving from telecom to SaaS meant relearning half of what I thought I knew.
Coming soonThe framework in plain English, no textbook jargon.
Coming soonWhat my UNM students get wrong the first time they try it live.
Coming soonHere's what I would have done differently along the way
Coming soonLessons learned from a closed won deal without early access to power.
Coming soonIn college, I took a sales class and told my mom there was no way I'd ever do sales. A few months later, I landed an AE role right out of school. Funny how that works.
I built my career at Comcast Business, turning a traditionally Door-to-Door B2B Sales role into an entirely remote outbound motion. Then I broke into SaaS through creative prospecting.
Now I'm an Account Executive at HubSpot, figuring out a whole new motion in real time, and writing down everything I'm learning along the way.
On the side, I coach the sales competition team at UNM's Center for Sales and Business Development. Same thing, just for people who haven't carried a quota yet.
“Simon taught me more about sales and being a professional in four weeks than I'd learned in the past two years.
“Simon is so generous with what he's learned, always giving real actionable advice rather than generic sales talk.
“Simon isn't just focused on his own goals. He's deeply invested in the success of his team and colleagues.
“Simon proved to be a role model early on, consistently overdriving his quota as a top performer nationwide.
“Simon finished in the top 5% of account executives nationwide, closing out 2024 as the #9 sales rep in the country.
“Simon is a multiple-year President's Club winner. Being around him made me better, professionally and personally.
“Simon spent countless hours showing me the ropes, coaching me on calls, and helping me build for the future.
“Simon coached me for the National Collegiate Sales Competition. An incredible, kind leader who I learned so much from.
“Simon taught us real-world sales and what it actually takes to succeed beyond the classroom.
Real sales breakdowns. Unsubscribe whenever.