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Sales Transformation

THE YEAR-END PUSH (PART 2): WHY BUYERS NEED CLARITY, NOT REMINDERS—AND HOW JANUARY 15 CHANGES EVERYTHING

In our first post on the Year-End Sales Push, we exposed why deals stall at year-end: the unquantified cost of delay.  In this week’s post, we reveal the second truth most sellers never confront. Buyers don’t go dark because they’re disinterested. They go dark because they’re overwhelmed. December is the single most cognitively overloaded month […]

THE YEAR-END PUSH (PART 1) – WHY MOST YEAR-END DEALS FAIL -AND WHAT ELITE SELLERS DO DIFFERENTLY

Every December, companies lose millions of dollars not because the market slows down, not because budgets dry up, and not because buyers “need more time.” Deals die because sellers push urgency when buyers desperately need clarity. Research from Gartner confirms that the #1 cause of stalled deals isn’t objection or price—it’s internal misalignment and buyer […]

HOW TO RUN A BETR SKO (WITH A REAL ROI)

Let’s assume you’ve read the other blogs in this series. You’ve realized your strategic plan is mostly budgeting in disguise. You’ve stopped rearranging your org chart like a game of corporate Rummikub. And you’ve come to terms with the fact that last year’s SKO was a PowerPoint-palooza with dry chicken and a team that remembered […]

SKO SEASON: POWERPOINT PALOOZA AND OTHER EXPENSIVE MISTAKES

It’s that time of year again: Flights are being booked. Ballrooms are being reserved. Executives are pretending they’re motivational speakers. Yes, it’s Sales Kickoff (SKO) planning season. SKOs should be the ignition point for the year’s go-to-market strategy. They should inspire, align, and sharpen execution. But too often, they deliver fatigue, confusion, and a branded […]

STRATEGY & EXECUTION: CONNECTING SOME DOTS

The connection between corporate strategy, sales strategy, and a Sales Kickoff (SKO) is both critical and often underleveraged. When aligned well, these three elements form a closed loop of strategic clarity, executional alignment, and frontline empowerment. When disconnected, they create confusion, misallocation of resources, and underperformance in the field. Let’s unpack the connection through a […]

YOUR ORG CHART IS NOT A STRATEGY: STOP REARRANGING DECK CHAIRS

There’s a strange ritual that happens in boardrooms every fall. Executives gather to review “next year’s plan,” and somewhere around slide 38, someone suggests that what the company really needs is… a new org structure. Cue the whiteboard marker. Circles. Boxes. Dotted lines. Innovation achieved! If you listen closely, you can hear Peter Drucker facepalming […]

STRATEGIC PLANNING SEASON: WHERE GOOD INTENTIONS MEET THE STATUS QUO

  Let’s just say it: most strategic planning processes are neither strategic nor particularly planned. They’re mostly budgeting exercises and wearing a strategy hat. They masquerade as thoughtful, future-focused sessions, but in practice, they resemble a mix of political theater, spreadsheet jockeying, and a PowerPoint rehash of last year with minor tweaks.  Welcome to Q3 […]

REAL TALK FROM A GEN Z IN THE SALES ENABLEMENT TRENCHES

Alright, let’s get into it. Consider this your unsugarcoated download from someone knee-deep in the world of B2B sales enablement. If you’re expecting a shiny LinkedIn-style pep talk, this isn’t that. I’m just here to tell the truth. The whole messy, glorious, frustrating truth Outdated Tech Is Slowing Us Down Why, in the year 2025 […]

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