
Jerome Stewart
Marketing executive and author; CMO (formerly VP, Head of Marketing) at AI analytics company Conviva, previously VP Marketing at Dynatrace and head of cloud marketing at Splunk.
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Sep 14, 2026
Trust at the Core of Leadership in the Age of AI with Jerome Stewart
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10:24
10:31
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11:00

Jessie JamesHOST
Can you share about a time when you realized that your way of leading or living no longer met the demands of your work and life and growth was needed, like personal growth was needed?

Jerome StewartGUEST
That's a good question and a tough reflection because I think inherent to the question is just a recognition.

Jerome StewartGUEST
Again, as I said, sometimes despite all planning and hope and expectation, things don't work out exactly as I have wanted them to.

Jerome StewartGUEST
I think a lot of people are thinking and working through what AI means for them at work and elsewhere.

Jerome StewartGUEST
And in my case, I've been embracing artificial intelligence to help augment my skills and my team skills for several years.
12 MINS LATER
How AI shrank one marketing team from twelve to four
7:40
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7:11BenHOST
Going and doing this transition and relying so heavily on AI, where were the cracks? Where did they start to form? Where did you notice that? And how did you start to maybe shore up some of those deficiencies using that system?

Jerome StewartGUEST
If I ask myself or I ask you or any of the listeners, how many emails are you receiving? how many LinkedIn outreach requests are you receiving? And how many of those do you think are AI generated? And then if we were to ask this question again in three months, I think the numbers are going to change and they're going to increase, their percentages are going to increase.
12 MINS LATER
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19:39BenHOST
For marketing leaders who are building their team, building out their tech stack, how should they be setting this up? What should they keep in mind? What should their human AI split look like? What would your advice be as marketers are trying to adapt to this new system? And honestly, this new way of performing marketing activities and ultimately achieving our marketing goals?
433 | Why No-Code Automation Beats Traditional Software in 2026
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3:05
3:19
M
2:50MattHOST
Give us a chronological look at the last couple years of AI and then the miracle of 2026.

Jerome StewartGUEST
Yeah, so what was it, Darius, when ChatGPT came out? It was 2023, right? Yep, 2023.

Jerome StewartGUEST
For me, those first two years up until December of 2025, so just this past December, I was digging in and I was using AI as an assistant to help round out my skills.

Jerome StewartGUEST
I would say a 2x, maybe pushing 3x productivity improvement for me and my teams.
6 MINS LATER
M
9:56MattHOST
So what do you do if you're 21 in college and looking at going to law school, Jerome? Or what do you do if you just graduated with a marketing degree? What do you do if you're studying to be an engineer?
192: Jerome Stewart & Darius Mirshahzadeh - How To Navigate AI
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4:06Matt StewartHOST
Give us a chronological look at the last couple of years of AI and then the miracle of 2026.

Jerome StewartGUEST
Yeah, so what was it, Darius, when ChatGPT came out? It was 2023, right? Yep, yeah, 2023.

Jerome StewartGUEST
For me, those first two years up until December of 2025, so just this past December, I was digging in and I was using AI as an assistant to help round out my skills.

Jerome StewartGUEST
I would say a 2X, maybe pushing 3X productivity improvement for me and my teams.
6 MINS LATER
M
11:13Matt StewartHOST
So what do you do if you're 21 in college and looking at going to law school, Jerome, or what do you do if you just graduated with a marketing degree? What do you do if you're studying to be an engineer?