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Flip The Script Series – Gap Sell Keenan Live Pitches

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Single red firework burst beside “The Peacock Sales Org,” representing impressive training programs that leave business results unchanged.

The Peacock Sales Org: Great Training, Flat Numbers

Quick answer: A peacock sales org produces genuinely high-quality enablement work that does not change business outcomes. The program is well designed, well delivered, and well received, scoring highly on...

Black spinning top with red motion blur beside “The Random Sales Org,” representing busy enablement activity that produces no cumulative business progress.

The Random Sales Org: Busy Enablement, Flat Numbers

Quick answer: A random sales org runs a high volume of enablement work that is not connected to any business number. New messaging, a workshop, a certification, two tools, an AI pilot, a battlecard project,...

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Illustration of a sales funnel filtering many leads into a few qualified prospects—visual representation of lead qualification criteria in B2B sales.

Simple Lead Qualification Criteria

Everyone wants more leads. But without clear lead qualification criteria, more leads just means more waste (only 39% of sales orgs apply lead criteria). Reps chase deals that won’t close, pipelines get...

Illustration of a buyer and seller in a tug-of-war over a price tag, representing the tension in price negotiations—visual metaphor for how to handle price objections in B2B sales.

How to Handle Price Objections

Ah, the dreaded price objection. What many think is a sign the price is too high is actually a sign the deal was handled wrong. It usually means the rep skipped steps, rushed to pitch, or failed to connect the...

Illustration of a frustrated buyer at a desk with a thought bubble, while a seller shouts product-related icons through a megaphone, symbolizing a flawed sales process focused on features instead of buyer problems.

The Sales Processes Hurting Your Close Rate

Eighty-six percent of B2B sales fall apart before they close. Only 10% of sellers put the buyer first. That’s not a coincidence. Most sellers still lead with what they want to say, rather than what the buyer...

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Books Every Sales Manager Should Read

Sales performance starts with leadership. These books give managers clear systems for improving coaching, running pipeline reviews, and building high-output teams. Each one focuses on execution: what to...

Bright red arrow breaking through a dark barrier, with glowing fragments around the impact point.

Top Sales Books for Handling Objections

Objections stall deals. Indecision kills them. These books give salespeople practical tools to navigate both. Whether you’re hearing “I need to think about it,” or dealing with buyers who seem interested...

Silhouette of a person standing in front of multiple arrows, with one red arrow pointing straight ahead.

Best Sales Discovery Books in 2025

Most deals fall apart during discovery. Reps ask vague questions, get vague answers, and build proposals on guesswork. These books change that. Each title on this list improves how you run discovery. From how...

Person holding a flashlight over a single user icon in a grid, highlighting one prospect among many.

Top Prospecting Books for Sales Reps in 2025

Prospecting drives every part of the sales process. Without it, there’s no pipeline. This list highlights the most recommended books on prospecting published in the last decade. These titles have been...

Hand pressing a “scale” button with connected icons of people, representing how to scale a sales team with structure.

How to Scale a Sales Team in 2025

Before scaling a sales team, sales leaders need to confirm the organization is ready to support more people, more process, and more pipeline. Hiring too early, without structure or visibility, creates...

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The AI SDR Productivity Problem — dark background with red accent, bar chart showing AI agents 10x outnumbering human sellers, with headline text overlay

The AI SDR Productivity Problem

Gartner’s November 2025 report on AI in sales is cited most often for one number: AI agents will outnumber human sellers 10 to 1 by 2028. That ratio explains why AI SDR tools are finding budget in...

Balance Sheets Exploring their Hidden Sales Secrets

Balance Sheets: Exploring their Hidden Sales Secrets

Decoding Balance Sheets for Sales Growth Last week, we went through the Profit and Loss Statement.  This week we’re going to tackle the balance sheet.  The balance sheet and the profit and loss statement go...

Social Selling - How To Use LinkedIn Properly

Social Selling – How To Use LinkedIn Properly

Last week we talked about why it’s vital to not use LinkedIn as a cold selling platform. A bunch of you didn’t agree and wanted more on the right way to use LinkedIn and social selling to further your sales....

What a Killer Deal Strategy Looks Like

What Your Deal Strategy Must Include

Getting your prospect engaged, getting them on the proverbial hook is critical to selling. Prospecting is the holy grail of sales and it get’s a lot of attention as it should. To most of us, finding and...

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MEDDPICC vs Gap Selling

Comparison: MEDD(P)ICC and Gap Selling

Put yourself in the shoes of a buyer. You’re looking to buy some new software. One of the potential vendors subscribes to the MEDDIC sales methodology. You schedule a call, and during the call, the sellers...

Keenan and a salesperson engaged in a conversation about active listening and consultative selling as they discuss the principles of Gap Selling.

Gap Sell Keenan 63: Stop Selling and Listen

We can’t say this loud enough, B2B sales is changing. Relentlessly pushing products and hammering prospects with your rehearsed sales pitch is dead. Developing a successful sales approach needs to focus on...

Risk to Reward A Sales Case Study

Risk to Reward: A Sales Case Study

How a Calculated Sales Risk Paid Off One of the top selling Tequilas in the world doesn’t allow the word tequila to be used when referring to it’s product. Yes, it’s on the bottle, but that’s pretty much the...

Sales Strategy Lessons From My 14 Year Old Self

Sales Strategy Lessons From My 14 Year Old Self

The Sales Strategy that Made a Skatepark a Reality This is how my feisty 14 year old self accidentally Gap Sold my town into building a skatepark. Buckle up! Because I’m going to walk you through my...

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Single red firework burst beside “The Peacock Sales Org,” representing impressive training programs that leave business results unchanged.

The Peacock Sales Org: Great Training, Flat Numbers

Quick answer: A peacock sales org produces genuinely high-quality enablement work that does not change business outcomes. The program is well designed, well delivered, and well received, scoring highly on...

Black spinning top with red motion blur beside “The Random Sales Org,” representing busy enablement activity that produces no cumulative business progress.

The Random Sales Org: Busy Enablement, Flat Numbers

Quick answer: A random sales org runs a high volume of enablement work that is not connected to any business number. New messaging, a workshop, a certification, two tools, an AI pilot, a battlecard project,...

Videos