Khalil Santiago | Product & Tech Strategy

Your friendly neighborhood AI strategist | Building winning AI systems that scale. Founder of

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@lennysan @FU_joehudson Love this framework for leaders!

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@boardyai @boardyai we help law firms retain more clients. Can you help with that?

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@pika_labs I’m about to test it out now. @pika_labs I’ll lyk how it goes

[Mnimiy @Mnilax]

https://t.co/4fy9RlQSGy

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@akshay_pachaar Have you used progressive context loading in other ways outside of skills? Like loading business context or personal context?

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@free_ai_guides Alex

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

One of the biggest reasons we consult businesses on AI adoption is because they are looking for a magic AI bullet. In reality, they don’t even know when or when NOT to use AI. Or they expect the same results as another company with “made up”metrics. But AI efficiency is possible

[Peter Girnus 🦅 @gothburz]

Last quarter I rolled out Microsoft Copilot to 4,000 employees.

$30 per seat per month.

$1.4 million annually.

I called it "digital transformation."

The board loved that phrase.

They approved it in eleven minutes.

No one asked what it would actually do.

Including me.

I told everyone it would "10x productivity."

That's not a real number.

But it sounds like one.

HR asked how we'd measure the 10x.

I said we'd "leverage analytics dashboards."

They stopped asking.

Three months later I checked the usage reports.

47 people had opened it.

12 had used it more than once.

One of them was me.

I used it to summarize an email I could have read in 30 seconds.

It took 45 seconds.

Plus the time it took to fix the hallucinations.

But I called it a "pilot success."

Success means the pilot didn't visibly fail.

The CFO asked about ROI.

I showed him a graph.

The graph went up and to the right.

It measured "AI enablement."

I made that metric up.

He nodded approvingly.

We're "AI-enabled" now.

I don't know what that means.

But it's in our investor deck.

A senior developer asked why we didn't use Claude or ChatGPT.

I said we needed "enterprise-grade security."

He asked what that meant.

I said "compliance."

He asked which compliance.

I said "all of them."

He looked skeptical.

I scheduled him for a "career development conversation."

He stopped asking questions.

Microsoft sent a case study team.

They wanted to feature us as a success story.

I told them we "saved 40,000 hours."

I calculated that number by multiplying employees by a number I made up.

They didn't verify it.

They never do.

Now we're on Microsoft's website.

"Global enterprise achieves 40,000 hours of productivity gains with Copilot."

The CEO shared it on LinkedIn.

He got 3,000 likes.

He's never used Copilot.

None of the executives have.

We have an exemption.

"Strategic focus requires minimal digital distraction."

I wrote that policy.

The licenses renew next month.

I'm requesting an expansion.

5,000 more seats.

We haven't used the first 4,000.

But this time we'll "drive adoption."

Adoption means mandatory training.

Training means a 45-minute webinar no one watches.

But completion will be tracked.

Completion is a metric.

Metrics go in dashboards.

Dashboards go in board presentations.

Board presentations get me promoted.

I'll be SVP by Q3.

I still don't know what Copilot does.

But I know what it's for.

It's for showing we're "investing in AI."

Investment means spending.

Spending means commitment.

Commitment means we're serious about the future.

The future is whatever I say it is.

As long as the graph goes up and to the right.

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@NoahEpstein_ Mcp

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

When is apple gonna use better ML/AI for typos? Thishitsuckz

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@lennysan From a product perspective, I find this hard to believe. As much as I love using Grammarly, I can’t justify paying for it. Don’t get me wrong, I want to pay for it, but the free tier gets me what I need and the advanced features aren’t worth the price…

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

It’s tech like this that gets me excited about the future of AI.

[Sesame @sesame]

At Sesame, we believe in a future where computers are lifelike. Today we are unveiling an early glimpse of our expressive voice technology, highlighting our focus on lifelike interactions and our vision for all-day wearable voice companions. https://t.co/Edp8V8urgC

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@sesame Someday soon we’re going to have Navis and live in the world very similar to MegaMan, including the heroes and super villains. Thanks for preparing us for the future and the incredible memories @CapcomUSA_

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

(A thread down memory lane)

One of my favorite memories was playing Mega Man on my gameboy as a kid.

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

It’s crazy and exciting how close we’re getting to experiencing a world like this with new wearable tech and mobile devices thanks to innovators like @sesame

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@AlexisMadeNew @garyvee Education and upskilling. And I’m not talking about college, I’m talking about learning as much as you can about the things that genuinely interest you. You can buy a book, a Udemy course, and a podcast subscription for less than $10. Best investment ever

[Khalil Santiago | Product & Tech Strategy @khalilsanti]

@garyvee I started my first marketing agency that provides SMM, social ads, plus a host of other things. We already have 1 client & I’ve built a lean team to handle future growth. I want to leave my day job & focus on this business full time. What should I be hyper focused on right now?

[Tym Switzer @TymSwitzer]

@thegarrettscott Budget version:

[Lex Fridman @lexfridman]

I need a neural net that generates my plan for the day, with one of three modes to choose from:
1. Maximize productivity
2. Maximize chill
3. Maximize weirdness & adventure