Two decades making emerging tech land in marketing — before everyone else called it AI.
Fractional AI CMO. Chief Community Officer at Marketecture Media. Author of The Non-Obvious Guide to Using AI for Marketing (Ideapress, March 2025).
Helped position 360i for its acquisition by Dentsu and Sysomos for its acquisition by Meltwater. Then engineered his own double exit, selling Serial Marketers and the AI Marketers Guild to Marketecture in May 2025.
20+
Years in marketing
1,000+
Published bylines
400+
Talks worldwide
2
Community exits in 2025
David's work & commentary featured in
An operator who has already done the work
Positioned two firms for acquisition
Helped shape the public narrative that took 360i to Dentsu and Sysomos to Meltwater — then engineered his own double exit, selling Serial Marketers and the AI Marketers Guild to Marketecture Media in May 2025.
Operator, not just a talking head
Has actually run the function: CMO at MRY, Chief Strategy Officer at Sysomos, SVP Corporate Marketing & Comms at Mediaocean (1,700-person ad-tech firm), first CMO at Athena Solutions (built a 2,000+ MQL pipeline).
AI-fluent since before ChatGPT
Spearheaded AI research at Sysomos in 2017. Founded the AI Marketers Guild in 2023. Author of The Non-Obvious Guide to Using AI for Marketing (Ideapress, March 2025). Has shipped 60+ live AI products solo in the last year.
A connector who actually connects
Runs two of the most active marketing communities in the world. When David joins your board or advisory, you're not getting one operator — you're getting a Rolodex that picks up the phone.
400+ talks. A handful that move the needle.
Below are the marquee moments. See the full speaking history →
SXSW
Multiple years — speaker & moderator
Cannes Lions
Festival of Creativity — talks & panels
CES
Las Vegas — emerging media & AI
Binghamton University
Fall Commencement Keynote, 2013
INBOUND
Speaker on community & AI
Google, Adobe & Fortune 500 brands
Private trainings & keynotes
David Berkowitz is the Founder & CEO of High Caliber AI, Chief Community Officer at Marketecture, and author of The Non-Obvious Guide to Using AI for Marketing (Ideapress, March 2025). He has held CMO and SVP roles at Mediaocean, MRY, and Sysomos, helped position 360i for its Dentsu acquisition, and exited two communities to Marketecture in 2025.
- •Founder & CEO, High Caliber AI (2018–2021, 2023–Present)
- •Chief Community Officer, Marketecture Media (2025–Present)
- •Author, 'The Non-Obvious Guide to Using AI for Marketing' (Ideapress, March 2025)
- •1,000+ bylines in Forbes, Ad Age, Business Insider, EMARKETER, and more
- •400+ speaking engagements including SXSW, Cannes Lions, CES, INBOUND
- •Binghamton University Fall Commencement Keynote Speaker (2013)
- •Helped position 360i (acquired by Dentsu) and Sysomos (acquired by Meltwater)
- •Sold Serial Marketers and AI Marketers Guild to Marketecture (May 2025)
- •Based in New York, NY — works globally
Who is David Berkowitz?
David Berkowitz is the Founder and CEO of High Caliber AI, a Fractional AI CMO and Chief Community Officer with a double community exit. He founded Serial Marketers and the AI Marketers Guild, both acquired by Marketecture Media in May 2025, where he now serves as Chief Community Officer. He is the author of 'The Non-Obvious Guide to Using AI for Marketing,' has published 1,000+ articles, delivered 400+ speaking engagements worldwide including SXSW, Cannes Lions, and CES, and educated tens of thousands of marketers on AI.
What makes David a strong advisor?
David has helped position two firms for acquisition (360i to Dentsu, Sysomos to Meltwater) and personally exited two communities to Marketecture in 2025. He has held CMO and SVP roles at Mediaocean, MRY, and Sysomos, built an Emerging Media practice at 360i in 2006 that became a category, and has been a public voice on AI in marketing since well before ChatGPT.
Where has David spoken?
400+ engagements including SXSW (multiple years), Cannes Lions, CES, INBOUND, Google, Adobe, and the Binghamton University Fall Commencement (2013) as keynote speaker.
Where is David based?
New York, NY. Works with clients worldwide.
The Non-Obvious Guide to Using AI for Marketing
The book Fortune 500 CMOs and Series-A founders both quote back to me. No hype, no doom — just the operator's playbook for actually putting AI to work in marketing.
- A pragmatic operator's playbook — not vendor hype
- Frameworks for prompts, workflows, and team adoption
- Real campaigns, real prompts, real results
"A must-read for anyone looking to future-proof their career and embrace AI as an opportunity, not a threat."
Two decades. Three acquisitions touched.
From scaling Emerging Media at 360i in 2006 to running a 1,700-person ad-tech firm's comms to building communities that exited together.
Chief Community Officer
CurrentMarketecture Media
Joined as CCO after Marketecture acquired Serial Marketers and the AI Marketers Guild. Runs both communities and shapes Marketecture's community strategy.
Founder & Principal (Fractional AI CMO)
CurrentHigh Caliber AI
Rebranded from Serial Marketer. Generates demand for technology startups and agencies. First CMO at Athena Solutions (2,000+ MQL pipeline). Built ABM-led marketing team for WITHIN. AI training for Institute of Culinary Education, AARP, and others. Founded Serial Marketers (4,000+ members) and AI Marketers Guild — both sold to Marketecture in 2025.
SVP Corporate Marketing & Comms
Mediaocean
Led PR, AR, content, and event marketing for a 1,700-person ad-tech firm. Ran programs at Cannes and CES. Grew average social engagement 50–100% in a year. Led the submission that won Ad Age Best Place to Work 2023.
Head of Marketing
Storyhunter
Doubled MQLs quarter over quarter. Ran logo redesign and brand refresh. Sourced BD deals including Huge and Solve Innovation.
Chief Strategy Officer
ExitSysomos
Built and led a 10-person strategy practice on $15M in accounts (UPS, First Republic, W2O, Yamaha, Porsche). Drove a 50% lift in media placements in six months. Spearheaded AI research that positioned Sysomos as a category leader — acquired by Meltwater shortly after.
Chief Marketing Officer
MRY
Ran brand, comms, and partnerships for the Publicis-owned creative agency. Brokered startup partnerships for J&J, Visa, and MegaRed. Produced the Future of Mobility research featured on Fox.
Vice President, Emerging Media
Exit360i
Created the agency's Emerging Media Practice — one of the earliest social/mobile shops inside a major digital agency. Strategy for Coca-Cola, Bravo, HGTV, and Oreo. Founded Startup Outlook and the Emerging Media Lab. 360i was later acquired by Dentsu.
Director of Marketing
iCrossing
B2B marketing for the search agency later acquired by Hearst. Launched a long-running MediaPost byline through Search Insider.
Director of Media Relations / Editor
eMarketer
Press relations with 1,000+ journalists; landed coverage in NYT, WSJ, CNBC, and AP. Wrote and edited daily research dispatches.
Earlier: Binghamton University, BA Psychology (2000) · Board of Directors, BU Alumni Association (2001–2005)
"A smart, practical, and refreshingly honest guide, full of real-world applications without the hype. Very on-brand for David Berkowitz, who always simplifies the complex."Sarah Hofstetter · Board Member, Campbell Soup Company
What David ships when he's not in client calls
A working network of live AI products, sister properties, and side projects — not a portfolio of decks.
PanelSynth
AI research panels — brief to insight in under 60 seconds.
Brand Receipts
Audit what ChatGPT, Gemini & Perplexity say about your brand.
The Glance
AI Summary Optimization — win the 1-sentence preview, not just the open.
The AI Press Release
Manifesto, schema spec, and grader for PR written for AI agents.
We've Got Receipts
Public archive of marketing predictions — and what actually happened.
Marketing Hacked
The teardown network: ads, landing pages, and emails hacked open trick by trick.
Sales / AIO / PR / SEO Hacked
Four sister teardown sites — same DNA, aimed at revenue, AI engines, comms, and SERPs.
ExtraLovable
Fleet control plane for Lovable apps — one snippet, whole network.
BD Gator
AI BD copilot — warm intros from your existing relationships in 3 hops.
High Caliber Ads
Autonomous B2B campaign engine — URL to live Reddit Ads in 60 seconds.
I'm Findable
Be found by AI when recruiters ask who to hire — free for job seekers.
The Marcade
80s-arcade hub for marketing-themed games that teach by making you lose.
Get David's next move by email.
Occasional notes on new projects across the High Caliber AI network, fresh writing, and what's actually working in AI marketing.