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practical tips

AI efficiency

+4

$750M Speech AI Company’s Marketing Head on How to Kill AI Slop

Sep 24, 2026

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10 min read

$750M Speech AI Company’s Marketing Head on How to Kill AI Slop

Content is now the cheapest thing a marketing team makes. Knowing how a customer actually feels is still the most expensive, and plenty of teams have quietly stopped paying for it.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

How to audit event attribution before somebody cuts the budget

Sep 17, 2026

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8 min read

How to audit event attribution before somebody cuts the budget

Event attribution is wrong at most companies, and when we mapped it across different organizations we work with in the last 4 years - there were three common problems. And each problem can be detected and requires a specific fix. In this newsletter I am sharing an AI prompt to audit all these three problems using two Salesforce exports.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

How to report marketing contribution so finance can trust the number

Sep 11, 2026

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8 min read

How to report marketing contribution so finance can trust the number

Two reports that tell you whether your number is real, the sheet that fixes it, and an honest account of where this method stops.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

Doing Marketing Correctly Will Cost You Your Job

Sep 3, 2026

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9 min read

Doing Marketing Correctly Will Cost You Your Job

The marketing that wins deals makes your numbers look worse first. Allison Snow on why that is a comp plan problem, not a measurement problem, and what to negotiate before you spend.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

I Told a Customer She Could Replace Us With Claude Code. Here's Why She Didn't.

Aug 27, 2026

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6 min read

I Told a Customer She Could Replace Us With Claude Code. Here's Why She Didn't.

An Ops leader looked at a dashboard we built in 15 minutes and asked why she couldn't just build it herself with Claude Code, and I told her she could. This newsletter argues that AI made the interface free, so software value (and a marketing team's value) now collapses to the two things claude can't replicate overnight: the governed context underneath and the harness around it. It closes on her five words, "the insight's great, but what do I do with it now?" - as the real bottleneck of this era.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

Your AI SDR works perfectly, on 45% of the facts

Aug 20, 2026

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6 min read

Your AI SDR works perfectly, on 45% of the facts

84% of revenue teams use AI at the top of funnel. Most are not getting the meetings they were promised. The problem is not the emails- it is everything the agent cannot see before it sends them.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

She built an "AI ops detective" to catch what her team forgets

Aug 13, 2026

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7 min read

She built an "AI ops detective" to catch what her team forgets

Weisi Kang from Glean on the agent that fixes her pipeline in minutes, and why the next great CMO comes from ops.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

From "AI Said So" to AI Is Spreading the Wrong Answers

Aug 6, 2026

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4 min read

From "AI Said So" to AI Is Spreading the Wrong Answers

Shadow AI is already standard practice: people and agents are querying company data outside governance. The harm isn’t in “AI” , but on confident answers without shared context. Durable fix is a governed context layer that encodes real definitions and data access so every agent (and person) answers from the same truth.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

We Found Almost $5 Million in a Reconciliation Everyone Missed

Jul 30, 2026

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5 min read

We Found Almost $5 Million in a Reconciliation Everyone Missed

This story uncovers $4.4M in missing marketing spend and $5M CRM error, showing why poor data is one of the biggest obstacles to using AI agents effectively in revenue teams.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

AI Is Making You Sound Like Everyone Else

Jul 23, 2026

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8 min read

AI Is Making You Sound Like Everyone Else

Everyone has the same models and tools that use the same infra underneath them. Similar prompts and almost look alike content or campaigns. Mari Strom, an advisor to RevSure and Growth & Integrated Marketing Head for HP believes that the CMOs who will win the next three years are the ones who refuse to sound like everyone else.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

More Agents Made Your GTM Worse

Jul 16, 2026

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4 min read

More Agents Made Your GTM Worse

The teams that moved fastest on AI agents last year are now the most confused about why their pipeline is a mess.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

AI Agents

+3

AI Said the Quiet Part Loud. A Team Freaked Out. But It Was Right.

Jul 2, 2026

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5 min read

AI Said the Quiet Part Loud. A Team Freaked Out. But It Was Right.

The moment your team pushes back on an AI recommendation is the most valuable moment in the room. Don't waste it.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

practical tips

How to Find the Questions Your Buyers Actually Type

May 15, 2026

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1 min read

How to Find the Questions Your Buyers Actually Type

A practical guide to sourcing the real queries shaping your shortlist - from a quick 30-minute session to purpose-built tooling.

Deepinder Singh Dhingra
Deepinder Singh Dhingra

The Moneyball CMO

The best CMOs today are not just running campaigns, they are driving revenue as well. Here I share modern marketing tactics and conversations from seasoned leaders - backed by real data. Read by teams at Zscaler, Glean, Abnormal Security, Agent.ai, Ncontracts & more. Subscribe for weekly insights.

© 2026 The Moneyball CMO.
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