🇯🇴 What OpenAI’s New CRO Means for Your Workday - Jordan

AI & Technology•١٤ كانون الأول ٢٠٢٥•By 3L3C

OpenAI hiring Slack’s former CEO as CRO is more than tech drama. It’s a clear signal: AI is becoming the backbone of work. Here’s how to use that shift to your advantage.

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Why OpenAI Hiring Slack’s CEO Should Matter to You

Three numbers tell the story: $1.4 trillion, 800 million, and 10 hours.

OpenAI has committed around $1.4 trillion to AI infrastructure over the next eight years. ChatGPT now serves over 800 million weekly users. And heavy workplace users of AI report saving upwards of 10 hours a week.

Now OpenAI has hired Denise Dresser, the former CEO of Slack and a 14-year Salesforce veteran, as its first Chief Revenue Officer. Most headlines treat this as Silicon Valley gossip. It’s not. It’s a signal: AI isn’t a side project anymore. It’s moving to the center of how businesses work and make money.

This matters if you care about your work, productivity, and career in a world where AI and technology are colliding with every workflow. When a company burning billions brings in a leader who helped sell Slack for $27.7 billion, it’s not about PR. It’s about turning AI into consistent, repeatable business value.

In this article, we’ll unpack what this executive move really means, why “AI for work” is accelerating, and how you can position yourself on the right side of that shift—working smarter, not harder, with the same tools leaders like Dresser are betting their careers on.

1. The Real Story Behind OpenAI’s New Revenue Chief

OpenAI didn’t hire just any exec. They hired someone who:

Spent 14 years at Salesforce, the enterprise software sales machine.
Led Slack through its $27.7 billion acquisition and integration.
Knows exactly how to sell productivity software into complex organizations.

Here’s the thing about this move: it’s not about hype; it’s about discipline.

OpenAI generated $4.3 billion in revenue in the first half of 2025, already above all of 2024. But it also reportedly burned $2.5 billion in that same period and faces tens of billions in projected operating losses over the next few years.

You don’t fix that with another viral demo. You fix it by:

Making AI tools indispensable to daily work
Standardizing how businesses adopt and scale them
Turning that into predictable, recurring revenue

That’s exactly what CROs are hired to do.

When AI companies hire serious revenue leaders, it’s a clear signal: the experimentation phase is ending; the operational phase is starting.

For you, that means this: AI at work is about to get more structured, more integrated, and a lot harder to ignore.

2. The “AI Wars” Aren’t About Models Anymore – They’re About Workflows

On paper, the AI race looks like a model competition: OpenAI vs Google vs Anthropic vs Microsoft.

In reality, we’re shifting from model performance to workflow dominance.

OpenAI is under pressure from:

Google, which launched Gemini 3 and is baking AI into everything from search to workspace tools
Microsoft, deeply integrating AI into Office, Teams, and Windows
Anthropic and others, targeting safer, more reliable enterprise AI

The differentiator now isn’t “who has the smartest model?” It’s:

Who replaces the most repetitive work?
Who saves the most time per employee?
Who integrates most cleanly with existing tools and systems?

That’s why hiring someone from Slack + Salesforce is so strategic:

Slack is where conversations and work happen
Salesforce is where revenue operations and enterprise sales happen
OpenAI wants to be where thinking, drafting, planning, and deciding happen

In other words, the AI wars are becoming productivity wars.

If your day is full of:

Writing emails and reports
Preparing slides and briefs
Sifting through data to make decisions
Updating systems and documentation

…you’re no longer a bystander. You’re the battlefield. The tools you choose—and how fast you adapt—will directly affect your personal productivity and long-term value in your company.

3. The Enterprise AI Gold Rush: Why Your Job Is in the Crosshairs

OpenAI’s enterprise footprint already looks like this:

1+ million organizations use OpenAI technology
Enterprise customers include Walmart, Morgan Stanley, Target, and other global giants
ChatGPT Enterprise has seen an 8x increase in weekly interactions

Those aren’t hobbyist numbers. That’s a transformation of how knowledge work happens.

Surveys show:

Around 75% of workers say AI improves their speed or quality of work
Many save 40–60 minutes per day
Heavy users save 10+ hours per week

Let’s translate that into something practical.

What 60 Saved Minutes a Day Actually Looks Like

If you use AI well at work, those 40–60 minutes a day might come from:

Drafting a full email response from bullet notes
Turning a messy meeting transcript into clear action items
Summarizing a 20-page report into one page with key decisions
Generating a first version of a slide deck or proposal
Asking an AI assistant to explain a technical topic in plain language

Now zoom out:

1 hour/day × 5 days = 5 hours/week
5 hours/week × ~48 working weeks = 240+ hours/year

That’s six workweeks a year reclaimed—per person.

Companies notice this. Some use those hours to:

Move faster than their competition
Ship more features or run more campaigns
Improve quality and decision-making

Others, frankly, use it to cut headcount.

Both realities are happening. That’s why “learn AI or be replaced by someone who has” isn’t scare-mongering anymore; it’s a sober reading of the incentives.

If your company is buying enterprise AI:

Your workflows will change
Your manager will expect higher output
The baseline for “average performance” will rise

The safest place in that environment is clear: become the person who knows how to use AI to get more done with less friction.

4. What This Means for How You Structure Your Workday

This executive move is really a signal about the future of work and productivity:

AI is moving from “sidekick” to “standard tool,” like email or spreadsheets.

So how do you adjust your own workflows before your company forces the issue?

Step 1: Treat AI as Part of Your Core Tool Stack

If you’re still only opening AI tools when you’re stuck, you’re underusing them. Instead, build them into your routine:

Morning planning: Ask AI to turn your messy to-do list into a prioritized plan
Writing tasks: Use AI to draft first versions of emails, briefs, posts, or documentation
Meetings: Feed notes or transcripts into AI and generate summaries, risks, and follow-ups
Learning: Ask AI to explain new concepts, regulations, or technologies in your industry

The goal isn’t to outsource thinking. It’s to outsource the grunt work around thinking.

Step 2: Design Reusable AI Workflows, Not One-Off Prompts

The people who get the biggest productivity gains don’t just type random questions into a chat box. They create repeatable workflows.

For example:

Weekly report workflow
1. Paste metrics or link to your data export
2. Ask AI to detect trends, risks, and anomalies
3. Have it generate a one-page narrative + bullet highlights
4. Refine tone and structure for your stakeholders
Client email workflow
1. Paste the last 2–3 email exchanges
2. State your goal (renewal, upsell, unblock, clarify)
3. Ask AI to propose 2–3 email versions
4. Edit for nuance and send

Once you’ve refined these flows, save your prompts and patterns. That’s what “working smarter with AI” actually looks like.

Step 3: Use AI to Think Better, Not Just Faster

Dresser’s background at Slack and Salesforce isn’t just about revenue—it’s about how teams coordinate and make decisions.

You can use AI the same way:

Challenge your assumptions: “Here’s my plan. What could go wrong?”
Stress-test strategies: “If I were my competitor, how would I respond to this?”
Clarify messy thinking: “Turn this brain dump into a clear decision memo.”

People underestimate this. The value of AI in work isn’t only time saved; it’s quality of judgment improved.

5. How to Future‑Proof Your Career in an AI‑First Enterprise World

OpenAI bringing in a CRO like Dresser is a bet that enterprise AI will pay the bills. If that bet pays off across the industry, the winners at the individual level will share three traits.

1. They’re Fluent in AI, Not Just Users of It

You don’t need to be a machine learning engineer. But you should be able to:

Choose the right AI tool for the task
Frame good prompts for clear outcomes
Know when AI is confident but wrong—and correct it

That fluency is quickly becoming table stakes in knowledge work.

2. They Redefine Their Role Around Outcomes, Not Tasks

If parts of your job are:

Copy-paste work
Simple summarization
Repetitive drafting

…those are exactly the pieces AI will absorb first.

The smart move is to shift how you describe your value:

From: “I write reports”
To: “I surface the right insights and drive decisions”
From: “I build slide decks”
To: “I craft narratives that align stakeholders and move projects forward”

You still might use AI for half the work. But you own the outcome.

3. They Become the “AI Person” Their Team Relies On

Every team has someone who:

Knows how to make the CRM behave
Understands the project management tool better than anyone

The same thing is starting to happen with AI.

You can position yourself as that person by:

Sharing simple AI workflows with your team
Offering to turn a repetitive team task into an AI-assisted process
Documenting “how we use AI here” in a shared playbook

Executives like Denise Dresser are building AI revenue engines at the macro level. You can build micro-revenue engines in your own role—saving time, increasing throughput, and quietly becoming indispensable.

Where This Is Going Next – And What You Should Do This Month

AI infrastructure is scaling to wild levels. There’s talk of AI data centers in orbit, powered by near-limitless solar energy. Chat-based assistants are moving from side windows into core productivity suites. Companies are rewriting budgets around AI instead of treating it as experimental spend.

That might feel abstract, but the practical translation is very grounded: the way you use AI in your daily work by the end of 2026 will likely define your career trajectory for the next decade.

Over the next month, you can put yourself on the right path by:

Picking one core part of your job (reports, planning, communication) and committing to using AI on it every day for 30 days.
Documenting one repeatable AI workflow you can share with your team.
Tracking the time you save each week and how you reinvest it (learning, strategy, relationship-building).

Work isn’t going back to “pre-AI.” Leaders at the top of companies like OpenAI are reorganizing entire business models around AI‑powered productivity. The question for you is simple:

Will you be the person struggling to keep up with the new expectations—or the person who shows what’s possible when AI and technology are used thoughtfully to do better work in less time?

The earlier you choose, the more options you’ll have.