Field Notes

Sales Enablement, Onboarding, and AI for Sales

Practical, first-hand writing for sales leaders and the people who sell. Enablement, ramp, playbooks, MEDDICC, and using AI without the hype.

May 27, 2026

How to Improve Sales Onboarding and Training

Getting a new rep started the right way drives ramp speed, retention, and quota attainment. A structured, personalized onboarding system beats the firehose.

May 15, 2026

Debunking Sales Enablement Myths: What Software Companies Need to Know

Four myths about sales enablement that cost software companies real money, and what enablement actually is once you cut through them.

Apr 14, 2026

What Your Cold Emails Are Missing

A cold email that actually landed, and the four reasons it worked. Most cold emails fail because they try to sound impressive instead of believable.

Apr 6, 2026

Your Onboarding Checklist Is Costing You Reps

Most onboarding is a checklist: read this, watch that, good luck. That's abdication, and it's quietly costing you reps.

Mar 31, 2026

The Issue Isn't the People. It's the System.

The classic buddy program fails because of the system, not the people. Here's a card game that turns buddy time into real tribal-knowledge transfer.

Mar 23, 2026

How to Build Real Sales Confidence

Sales confidence isn't a personality trait, it's preparation. Train reps like pilots: reps and simulations before the live call.

Sep 25, 2025

The Sales Leader's Dilemma

Don't wish it were easier. Wish you were better. The only sustainable advantage for a sales leader is a team that keeps leveling up.

Jul 15, 2025

Why Sales Teams Stall, and What to Do About It

Missing quota? More pipeline usually isn't the fix. The three real reasons teams stall: an outdated motion, a conversion gap, and AI outpacing your reps.

Jun 23, 2025

Starting Strong: The Case for Fractional Sales Enablement in Your New Role

New VP of Sales or CRO? A fractional enablement leader gives you speed to impact, objective clarity, and senior expertise without the full-time cost.

Dec 9, 2024

Sales 101: Essential Tips for Solo Entrepreneurs

The sales essentials for going it alone: know your product and customer, build relationships, follow up, and track what works.

Sep 26, 2024

Mastering the Competition Element in MEDDICC

Your biggest competitor is often 'do nothing.' How to position against every option, from direct rivals to the status quo.

Sep 25, 2024

Cultivating Champions in MEDDICC

A champion sells for you when you're not in the room. How to spot a real one, develop them, and avoid mistaking a fan for a champion.

Sep 24, 2024

Leveraging Identified Pain in MEDDICC

Identified Pain is the foundation of the sale. How to uncover it, quantify it, and use it to create urgency, without overdoing it.

Sep 20, 2024

Mastering the Decision Process in MEDDICC

The Decision Process in MEDDICC: validation, approval, and how to map a prospect's buying journey before it stalls your deal.

Sep 19, 2024

Mastering Decision Criteria in MEDDICC

How to uncover and shape the criteria your prospect uses to decide, including the informal ones they never write down.

Sep 18, 2024

MEDDICC: Navigating the Economic Buyer

How to find and engage the economic buyer, the person who actually controls the budget, and the deal.

Sep 16, 2024

Mastering MEDDICC: Metrics

The Metrics element of MEDDICC: how to quantify your impact in terms buyers care about, and build a metrics-driven sales motion.

Sep 12, 2024

Implementing MEDDICC: A Guide for Sales Leaders

A high-level guide to the MEDDICC qualification framework, and six practical steps to roll it out across your sales organization.

Jul 8, 2024

The Power and Pitfalls of Mirroring in Sales

Mirroring builds rapport when it's subtle and backfires when it's not. How to match a prospect naturally, and where the line is.

Jul 3, 2024

Harnessing Neuroscience to Boost Sales Strategies

People decide on emotion and justify with logic. Four brain-based principles you can use ethically.

Jul 2, 2024

When to Use Your Sales Pitch Deck

Showing your deck on the first call is a mistake. Discovery comes first; the deck belongs on call two, tailored to what you learned.

Jun 24, 2024

The Power of Highlighting Inaction in Sales

Most reps sell the upside. Showing the cost of doing nothing taps loss aversion and creates real urgency.

Jun 20, 2024

Why Open-Ended Questions Matter in Discovery Calls

Open-ended questions are how you actually learn what a prospect needs. The three types to use, and how to run a discovery call around them.

Jun 19, 2024

The Power of Storytelling in Sales

Facts are forgotten; stories stick. The three story types every seller should have ready, and how to tell them.

Want Help Putting This Into Practice?

Whether you run a SaaS sales team or a small business, a quick call is the fastest way to find the one or two changes worth making first.