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  1. The Dave Gerhardt Show (from Exit Five)
  2. How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)
How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five) · Apr 3, 2026

Stop losing deals to the status quo. Reframe your messaging to highlight the hidden costs of inaction and create true buyer urgency.

Spark "Perceptual Curiosity" by Contradicting a Prospect's Beliefs

The most effective messages don't pitch a product; they introduce a novel insight that challenges what a prospect thinks is true. This creates a psychological "itch to be scratched," compelling them to seek more information and engage with your idea.

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen) thumbnail

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five)·2 months ago

Buyers Rank Charisma Last, Prioritizing Trustworthiness and Problem-Solving Instead

Contrary to sales stereotypes, modern buyers don't value charisma. LinkedIn data shows that qualities like trustworthiness, transparency, and industry knowledge are at the top of their list. This means pipeline generation requires substance, not slickness.

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen) thumbnail

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five)·2 months ago

Reveal Messaging Flaws by Having Reps Read Cold Emails Aloud to Peers

A simple, effective exercise to improve outbound messaging is to have salespeople read their cold emails to the team. Then, ask the audience to identify the exact moment they "checked out." This provides immediate, visceral feedback on what's not working.

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen) thumbnail

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five)·2 months ago

Standard CRM "Closed Lost" Reasons Mask Failure to Overcome Status Quo

Reasons like "budget," "timing," or "went cold" are self-serving excuses. They hide the salesperson's failure to build a compelling case for change, leading marketing to solve the wrong problems like pricing instead of messaging.

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen) thumbnail

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five)·2 months ago

Most Outbound Messaging Fails Due to the Self-Centered "Wee-Wee Problem"

Outreach dominated by "we," "our," and "I" immediately alienates prospects. This self-centered approach focuses on your solution's features instead of the prospect's unrecognized problem, making it ineffective against the real competitor: status quo.

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen) thumbnail

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five)·2 months ago

A "$0 Close Loss Audit" Unifies Sales and Marketing Against Buyer Inertia

Analyze your CRM for deals lost to reasons like "budget" or "unresponsive." Sum the pipeline value to quantify the cost of status quo. This data-driven exercise creates a shared goal for sales and marketing, shifting focus from "more leads" to "better conversion."

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen) thumbnail

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five)·2 months ago

Frame Your Product's Value Against Hidden Costs, Not Direct Alternatives

Don't sell a $100 raincoat against a $10 umbrella. Instead, sell it against the $200/month in surge-priced Ubers ordered when an umbrella is forgotten. Effective messaging exposes the expensive, unintended consequences of the customer's "good enough" status quo.

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen) thumbnail

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five)·2 months ago

Build Status-Quo-Busting Messages With a Four-Question Framework

Effective outbound messaging can be built by answering four questions: 1) Who has the problem? 2) How do they solve it now? 3) What's the hidden negative consequence? 4) Who else took a different approach? This focuses the message on the prospect's problem, not your product.

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen) thumbnail

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five)·2 months ago

Your Biggest Competitor Isn't Another Vendor, It's the Buyer's Status Quo

In today's noisy market, the primary obstacle to closing deals is not a rival company but the customer's decision to stick with their current, "good enough" solution. Sales and marketing must unite against this common enemy of buyer inertia, which wins 38% of forecasted deals.

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen) thumbnail

How to Make Outbound Work and Build Pipeline in 2026 (with Jen Allen-Knuth, Founder of DemandJen)

The Dave Gerhardt Show (from Exit Five)·2 months ago