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  1. The Prompt
  2. > Did we make selling easier, and buying worse? — Jen Allen-Knuth
> Did we make selling easier, and buying worse? — Jen Allen-Knuth

> Did we make selling easier, and buying worse? — Jen Allen-Knuth

The Prompt · Aug 20, 2026

Decades of sales tech made selling easier but buying worse. Jen Allen-Knuth argues for a shift from superficial personalization to buyer-first relevance.

‘Personalization’ Has Failed Because Sellers Use Scraped Fun Facts to Check a Box

The term "personalization" has lost its meaning. AI makes it easy to scrape superficial facts (e.g., hobbies, city) to feign a connection, which buyers see through. True relevance comes from understanding a prospect's specific business challenges and context, not personal trivia.

> Did we make selling easier, and buying worse? — Jen Allen-Knuth thumbnail

> Did we make selling easier, and buying worse? — Jen Allen-Knuth

The Prompt·a day ago

Two Decades of Sales Tech Optimized Seller Ease, Degrading the Buyer Experience

Tools like CRMs, automation, and AI were built to optimize the seller's workflow and efficiency. This focus has led to high-volume, low-quality outreach that inundates and frustrates buyers, ultimately making the buying process more painful than it was a decade ago.

> Did we make selling easier, and buying worse? — Jen Allen-Knuth thumbnail

> Did we make selling easier, and buying worse? — Jen Allen-Knuth

The Prompt·a day ago

Sellers Default to Product-First Pitches Because It’s Cognitively Easier Than Buyer-Centric Research

Salespeople talk about their own product because it's familiar, static, and requires less prep work. Discussing a buyer's specific business challenges is harder and takes more time. This human tendency to choose the easy path over the effective one is why most outreach fails.

> Did we make selling easier, and buying worse? — Jen Allen-Knuth thumbnail

> Did we make selling easier, and buying worse? — Jen Allen-Knuth

The Prompt·a day ago

AI Answer Engines Allow Buyers to Conduct Deep Research and Exclude Sellers Entirely

Buyers now use AI tools like Claude as their first step for research, replacing what used to be a seller-led discovery call. They can identify options, compare pros and cons, and even decide against a purchase before a salesperson is ever aware of their interest.

> Did we make selling easier, and buying worse? — Jen Allen-Knuth thumbnail

> Did we make selling easier, and buying worse? — Jen Allen-Knuth

The Prompt·a day ago

Top Sellers Win By Storytelling With Customer Examples, Not Reciting Product Features

In an uncertain market, buyers trust other buyers more than vendors. The most powerful sales asset is a well-told customer story. Yet, companies often bury these stories in complex systems while equipping reps with self-serving, feature-focused slides that buyers ignore.

> Did we make selling easier, and buying worse? — Jen Allen-Knuth thumbnail

> Did we make selling easier, and buying worse? — Jen Allen-Knuth

The Prompt·a day ago

A Winning Cold Email Appeals to the Buyer's Ego Before Connecting to a Solution

An effective cold email praised by Demandbase's CMO started by referencing her public thought leadership, appealing to her ego. It then connected this insight to her recent product usage ('not waiting for the roadmap energy') before pitching a relevant next step, successfully earning a meeting.

> Did we make selling easier, and buying worse? — Jen Allen-Knuth thumbnail

> Did we make selling easier, and buying worse? — Jen Allen-Knuth

The Prompt·a day ago