From $15/hr to President's Club to SaaS AE.

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.

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Work with me

If you want more than the newsletter, this is where the 1:1 coaching lives.

Interview Prep

Get the offer.

Live mock cold calls and discovery calls, a resume walkthrough, and objection handling. Recording and transcript included.

From $200 per session

See interview prep →
AE Coaching

Sell like a top performer.

1:1 coaching for working AEs. Deal reviews, live call coaching, and async support between sessions.

From $1,200

See AE coaching →
Breakthrough

Make the jump from BDR to AE.

Discovery-focused coaching built for BDRs. Five sessions, or one at a time. No prior AE experience assumed.

From $200 per session

See Breakthrough →

Everything I've written, sorted for where you're at.

Three lanes: how I broke into sales, tactical coaching for reps who are stuck, and where real deal breakdowns.

Breaking in

How to Get a Job at HubSpot in 2026

What actually gets you noticed, hired, and through four rounds of interviews.

Read post →
Breaking in

How to Break Into Tech Sales in 2026

The real playbook: picking the right company, getting noticed, and winning the interview.

Read post →
Breaking in

What nobody tells you about your first 90 days in SaaS sales

The gap between onboarding and actually knowing what you're doing.

Read post →
Breaking in

Comcast to HubSpot: what actually transferred and what didn't

Moving from telecom to SaaS meant relearning half of what I thought I knew.

Coming soon
Tactical coaching

SPIN selling, translated for someone who's never sold anything

The framework in plain English, no textbook jargon.

Coming soon
Deal Breakdown

I lost a deal at the negotiation stage

Here's what I would have done differently along the way 

Coming soon

View all posts →

Where this comes from

In 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. 

Track record
2x President's Club winner
Months at quota
80.7% all-time
National ranking
#9 rep nationally in 2024
Activity leader
Led the company in activity, H2 2025
In their words

Simon taught me more about sales and being a professional in four weeks than I'd learned in the past two years.

Joe Webb Sales Competition Student, UNM

Simon is so generous with what he's learned, always giving real actionable advice rather than generic sales talk.

Mathew Flores Account Executive, HubSpot

Simon isn't just focused on his own goals. He's deeply invested in the success of his team and colleagues.

Wendy DeAgostine Director of Sales Strategy, Xfinity

Simon proved to be a role model early on, consistently overdriving his quota as a top performer nationwide.

Diego Flores Senior AE, Comcast Business

Simon finished in the top 5% of account executives nationwide, closing out 2024 as the #9 sales rep in the country.

Jason Ward Sales Leader, Comcast Business

Simon is a multiple-year President's Club winner. Being around him made me better, professionally and personally.

Nathan Berg Multi Family Growth Leader

Simon spent countless hours showing me the ropes, coaching me on calls, and helping me build for the future.

Justin Abel Senior AE, Comcast Business

Simon coached me for the National Collegiate Sales Competition. An incredible, kind leader who I learned so much from.

Tina Memarian National Collegiate Sales Competition

Simon taught us real-world sales and what it actually takes to succeed beyond the classroom.

Maya Uviña Sales Competition Student, UNM

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