AI efficiency

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

Sep 24, 2026

•

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

AI Agents

How to audit event attribution before somebody cuts the budget

Sep 17, 2026

•

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

AI Agents

How to report marketing contribution so finance can trust the number

Sep 11, 2026

•

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

AI Agents

Doing Marketing Correctly Will Cost You Your Job

Sep 3, 2026

•

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

AI Agents

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

Aug 27, 2026

•

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

AI Agents

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

Aug 20, 2026

•

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

AI Agents

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

Aug 13, 2026

•

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

AI Agents

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

Aug 6, 2026

•

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

AI Agents

We Found Almost $5 Million in a Reconciliation Everyone Missed

Jul 30, 2026

•

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

AI Agents

AI Is Making You Sound Like Everyone Else

Jul 23, 2026

•

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

AI Agents

Jul 16, 2026

•

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

AI Agents

Jul 9, 2026

•

4 min read

Stop Feeding Your Best Channel

Your best-performing channel looks great on paper because of what it earned in the past. But past returns and future returns are not the same number. This issue is about why your dashboard hides that difference, how saturation, lag, and one dead deal quietly distort your budget decisions, and the one rule that forces any recommendation to be honest.

Deepinder Singh Dhingra

AI Agents

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

Jul 2, 2026

•

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

AI Agents

Jun 25, 2026

•

7 min read

Your AI Agents Are Working From a Half-Built Map

Most GTM pipelines doesn't run on software. It runs on one person who knows how to connect it all. And when that person leaves, chaos breaks.

Deepinder Singh Dhingra

AI efficiency

Jun 18, 2026

•

5 min read

Top CMOs Are Becoming ICs now! Why Headcount Was Never the Flex.

The best marketing leaders I talk to are quietly walking back down the ladder and becoming ICs. They understand something the rest of the market is about to learn the hard way.

Deepinder Singh Dhingra

AI efficiency

GTM Amnesia: Why Your Buyers' AI Knows You Better Than Your Stack Does

Jun 12, 2026

•

5 min read

GTM Amnesia: Why Your Buyers' AI Knows You Better Than Your Stack Does

Your buyers now send a machine to research you before a human ever shows up. That single change breaks most of what marketing has measured for a decade, and it explains why I've bet my company on the context layer.

Deepinder Singh Dhingra

AI efficiency

Jun 5, 2026

•

3 min read

Your Board Doesn't Want the CMO It Hired Anymore

Every C-suite role is getting restructured around what AI now demands of the business. The CMO role is also one of them. While the role isn’t disappearing, the definition of the role is already changing.

Deepinder Singh Dhingra

AI efficiency

The CMO Role Is Consolidating. Decide Which Side You Land On.

May 8, 2026

•

4 min read

The CMO Role Is Consolidating. Decide Which Side You Land On.

This newsletter is for the CMOs watching colleagues get folded into CRO roles or opting for CGO roles elsewhere, watching board decks ask harder questions every quarter about marketing's contribution. Wondering, quietly, whether the next round of cuts lands on them.It is not a quiet trend anymore. UPS, Etsy, Walgreens, Starbucks, Johnson & Johnson - the CMO title got eliminated or restructured at all of them.

Deepinder Singh Dhingra

AI efficiency

Apr 30, 2026

•

5 min read

Brand Is Where Marketing Hides the Spending It Can't Justify

That's the boardroom skepticism. The irony is that most of the marketing dashboard built for itself was designed to make this exact accusation impossible to defeat.

Deepinder Singh Dhingra

AI efficiency

She Had the Data. She Hid It On Purpose.

Apr 2, 2026

•

9 min read

She Had the Data. She Hid It On Purpose.

One of our smartest customers deliberately hid her own data, which changed how her team allocated budget but chose to do so anyway. What she understood about data readiness is the same thing Billy Beane figured out about baseball scouts twenty years ago.

Deepinder Singh Dhingra

AI efficiency

A CMO had $2M in their pipeline, but nobody could see it.

Mar 26, 2026

•

12 min read

A CMO had $2M in their pipeline, but nobody could see it.

The story of how a CMO and her team discovered $2 million in their pipeline, which was hidden in plain sight. This was not new pipeline, but the data already hidden in multiple un-connected sources.

Deepinder Singh Dhingra

AI efficiency

Data Is Not Your Problem, But 5 Conflicting Versions Of It Is

Mar 13, 2026

•

12 min read

Data Is Not Your Problem, But 5 Conflicting Versions Of It Is

Marketing has their numbers, Sales has theirs and Finance has a third. Everyone walks into the same room with different data and nobody leaves with a decision. How to build one revenue truth?

Deepinder Singh Dhingra

AI efficiency

Feb 20, 2026

•

9 min read

Your Marketing Data Is Lying to You

Why most marketing teams optimize for channels that directly relate to conversion and kill the ones actually causing it.

Deepinder Singh Dhingra

AI efficiency

Your AI Marketing Stack Is Making You Worse

Feb 12, 2026

•

11 min read

Your AI Marketing Stack Is Making You Worse

Most CMOs are automating the exact things they shouldn't.

Deepinder Singh Dhingra

AI efficiency

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

How to audit event attribution before somebody cuts the budget

How to report marketing contribution so finance can trust the number

Doing Marketing Correctly Will Cost You Your Job

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

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

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

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

We Found Almost $5 Million in a Reconciliation Everyone Missed

AI Is Making You Sound Like Everyone Else

More Agents Made Your GTM Worse

Stop Feeding Your Best Channel

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

Your AI Agents Are Working From a Half-Built Map

Top CMOs Are Becoming ICs now! Why Headcount Was Never the Flex.

GTM Amnesia: Why Your Buyers' AI Knows You Better Than Your Stack Does

Your Board Doesn't Want the CMO It Hired Anymore

The CMO Role Is Consolidating. Decide Which Side You Land On.

Brand Is Where Marketing Hides the Spending It Can't Justify

She Had the Data. She Hid It On Purpose.

A CMO had $2M in their pipeline, but nobody could see it.

Data Is Not Your Problem, But 5 Conflicting Versions Of It Is

Your Marketing Data Is Lying to You

Your AI Marketing Stack Is Making You Worse

The Moneyball CMO