A coaching client just told me they were offered the position of: "Enterprise Account Executive - SMB" Huh, how does that work?

FIDEL CACHE FLOW A lot of truth here and of the 10-15y, you may only have a 3-5y run with outsized earnings. Just like NFL, as you approach 40, you’ll need to start planning your exit. If not leadership or strat role, you’ll want to start building toward WiFi $.

10+ years selling software, some ways I've personally developed this skill: -Take the time to read the documentation and understand how it works. -Map product features to business outcomes, i.e. why should a budget holder give a shit about your tech? -Use stories to

My career journey in software sales: Inside Sales Rep (Transactional) > ENT SDR > ENT SDR Leader > ENT AE > ???

If you commit to getting just 1% better at your craft every single day, it won't be long before that effort compounds and you'll find yourself playing the game of sales/business on easy mode.

Learn skills: sales, marketing, negotiation, exec presence etc. Have an employer fund this for you. Study the best players and focus on growing W2 earnings. Close largest deals you can, use proceeds to invest and design exit plan. Use above skills to create your own

Hard to top the dopamine hit you get from: Stripe notification. Signed ENT order form comes close, but there's something about getting paid for a product or service YOU created that hits different.

Work for both large, established tech brands and growth stage startups throughout your career. A good way to balance learnings and earnings.

I've left roles/companies to later find out deals I was working on closed and paid big commissions to the person who inherited the account after I left. No regrets, but the lesson here is to run the numbers and try to stick it out just a little bit longer...

I’m building a Tech Sales, Fantasy Football Team GM, The Deal Director Head Coach, Kyle Asay Assistant Head Coach, Chris Orlob Offensive Coordinator, BowTiedSystems | Sales + AI Systems Defensive Coordinator, Dingo - Sales Reality Check Special Teams Coordinator, Morgan J Ingram Recruiting