High Caliber AI
    Two communities. One double exit.

    Community strategy
    from the rare CMO + Chief Community Officer

    I built Serial Marketers and the AI Marketers Guild over a decade — and sold them together to Marketecture Media in 2025. Now, as a fractional CMO and Chief Community Officer (CCO), I teach founders, B2B teams, and media companies how to build durable, monetizable, eventually-acquirable communities — without making the expensive mistakes I already made.

    Teach you to fish. Not run your community for you. The fastest way to kill a community is to make it depend on an outsider.

    Featured / cited in

    Marketecture Media · Serial Marketers · AI Marketers Guild · Adweek · HubSpot · Unita

    "Serial Marketers is by far one of the most valuable marketing communities I've been part of. Thank you for creating this epicenter of value!"
    Erik Harbison · Co-Founder, TheMarketingHelp.co
    "AI Marketers Guild has been impressive to watch and participate in. If you're a marketer or working in growth at a company, large or small, you should consider checking out this community."
    Darren Herman · Managing Director, Bain Capital

    Community work covered in

    The New York TimesThe Wall Street JournalAd AgeAdweekForbesDigidayFast CompanyVentureBeat

    The receipts

    A decade of operator scars — sold to a strategic acquirer

    Most community advisors talk theory. I'll show you what I built, what I broke, and what we sold.

    5,000+

    Members in Serial Marketers — built organically over ~10 years, no paid acquisition.

    1,000+

    Mid-senior marketing leaders in the AI Marketers Guild — Walmart, Snap, MLB, Pfizer, WMG, Amazon.

    Double exit

    Both communities acquired by Marketecture Media (May 2025). Now Chief Community Officer.

    "AIMG has the best approach to learning AI today."

    — Anthony D'Angelo, CX + Engagement Strategy Lead, Fingerpaint

    Community members & sponsors have included

    Walmart ConnectSnapchatMLBWarner MusicAmazonPfizerMediaoceanHubSpot

    The CMO + Chief Community Officer combo

    Most community pros can't connect community to revenue. Most CMOs don't actually understand community. I do both — and I've sold the work.

    Two communities. One double exit.

    Founded Serial Marketers (5,000+ members, ~10 years) and the AI Marketers Guild (1,000+ members, mid-senior marketing leaders). Acquired together by Marketecture Media in May 2025 — a rare community-led double exit.

    CMO + Chief Community Officer

    Most community pros can't tie community to revenue, brand, or GTM. I sit on both sides — currently Chief Community Officer at Marketecture and a fractional AI CMO. Community is a growth lever, not a cost center.

    Every mistake — already made

    Wrong platform. Wrong founding members. Wrong sponsor deal. Wrong pricing. Wrong programming cadence. A decade of operator scars means your team skips months of expensive trial and error.

    AI-native community ops

    Onboarding, programming, sponsor matchmaking, member intelligence — all designed with AI workflows from day one. Most community consultants are 12+ months behind on this.

    Three ways to work together

    All three teach you and your team to operate the community yourselves. None of them have me running it for you.

    Community Strategy Sprint

    4 weeks · fixed fee

    From $7,500

    A focused diagnostic + strategy doc. We pressure-test your premise, define the member you actually want, design the operating model, and hand you a 90-day launch plan. Best when you have an idea but haven't shipped it yet.

    Best for: Founders/teams pre-launch or stuck at <500 members

    MOST COMMON

    Build + Launch Engagement

    3 months · retainer

    $10K–$20K/mo

    Embedded with your in-house community lead. We pick the platform, design the rituals, recruit the founding 100, ship the first events, set up sponsor or membership monetization, and write the playbooks your team will run after I leave.

    Best for: Companies launching a community as a GTM moat or product line

    Ongoing Advisor

    2–4 hrs/month

    From $3K/mo

    Monthly working sessions + async access for your community lead or founder. We unblock decisions: programming pivots, pricing changes, sponsor packages, exit conversations, hiring. Pattern-matching from running two communities to acquisition.

    Best for: Existing communities at an inflection point

    What you (and your team) walk away knowing

    Every engagement transfers a decade of community operator know-how into your team. These are the muscles you build.

    How to define the member you actually want — and ruthlessly say no to the rest
    Platform selection: Slack vs. Circle vs. Discord vs. forum vs. hybrid (and why most teams pick wrong)
    The founding-100 playbook: how to recruit the members who set the culture for the next 5,000
    Programming rituals that compound — vs. one-off events that drain your team
    Monetization paths: sponsorship, paid membership, premium tiers, B2B services, exits — and which fits your stage
    Moderation + governance without becoming a 24/7 babysitter
    How to hire (and not hire) a community manager — JD, comp, KPIs, founding pitfalls
    Sponsor packages that actually sell — and the ones that look good on paper but never close
    AI workflows: onboarding bots, conversation summarization, member intelligence, content programming
    The exit conversation: when to sell, who buys community businesses, what they pay for, how to position

    Avoid these

    Mistakes I already made — so your team doesn't

    These five mistakes cost me real money, real members, and years of correction. Skip them.

    01

    Picking the wrong platform too early

    I migrated. Twice. Each migration cost real members and weeks of operator time. We'll pick once based on your members, your monetization, and your moderation capacity — not the latest hot tool.

    02

    Letting the wrong founding members set the culture

    The first 100 people define the next 10,000. I let some loud-but-low-fit members in early at Serial Marketers and spent years correcting it. We design a vetting model and cultural canary tests up front.

    03

    Monetizing before the community is sticky

    Sponsorships pitched too early signal desperation and erode trust. We sequence monetization so revenue accelerates the community instead of cannibalizing it.

    04

    Confusing audience with community

    A newsletter is not a community. A Slack with 4,000 lurkers is not a community. We design the rituals, peer interactions, and contribution surfaces that turn an audience into something acquirable.

    05

    Building dependency on the founder

    If the community dies when you leave, you don't have a community — you have a hobby. Every engagement focuses on systems, playbooks, and member-led leadership so your community survives (and is sellable) without you.

    Quick answer

    David Berkowitz is one of the only operators who is both a fractional CMO and a Chief Community Officer with a double community exit. He founded Serial Marketers (5,000+ members) and the AI Marketers Guild (1,000+ mid-senior marketing leaders), and both communities were acquired together by Marketecture Media in May 2025. He now advises founders, B2B teams, and media companies on community strategy, design, monetization, and exit — teaching them the playbook rather than running their community for them.

    • Founded Serial Marketers (~10 years, 5,000+ members) and AI Marketers Guild (1,000+ mid-senior marketing leaders)
    • Both communities acquired by Marketecture Media in May 2025 — a rare community-led double exit
    • Currently Chief Community Officer at Marketecture Media in addition to fractional AI CMO work
    • Three engagement formats: 4-week Strategy Sprint (from $7.5K), 3-month Build + Launch retainer ($10–20K/mo), Ongoing Advisor (from $3K/mo)
    • Focus is teaching teams to build the muscle in-house — not running the community as an outside operator
    • AI-native community ops baked into every engagement (onboarding, programming, member intelligence, sponsor matchmaking)

    What does a community strategy advisor actually do?

    I help founders, CMOs, and operators design, launch, and grow professional communities — and avoid the 5-figure mistakes I made building Serial Marketers (5,000+) and the AI Marketers Guild (1,000+) over a decade. We work on positioning, member acquisition, programming, monetization, governance, moderation, and the eventual exit story. I teach you to fish — I don't run your community for you.

    What makes you different from other community consultants?

    I've built two communities to a double exit (acquired by Marketecture Media in May 2025) and now serve as Chief Community Officer alongside being a fractional CMO. That CMO + CCO combo is rare — most community pros can't connect community work to revenue, brand, and GTM. I can. I've also lived through every mistake: the wrong platform, the wrong pricing, the wrong founding members, the wrong sponsor deals. You skip those.

    Will you run my community for me?

    No — and that's the point. The fastest way to kill a community is to make it depend on an outside operator. I help you and your in-house lead build the muscle to run it yourselves. Engagements are typically 3 to 6 months of intensive coaching plus systems setup, then a lighter-touch advisor cadence.

    What kinds of organizations hire you for community work?

    Three patterns: (1) B2B companies launching a customer or category community as a GTM moat; (2) media companies, associations, or VCs spinning up a community as a product line; (3) founders or solopreneurs trying to turn an audience into a paying, durable community. I don't work on consumer fan communities or moderation-heavy mass-scale forums.

    How do engagements work and what do they cost?

    Three formats: a one-time Community Strategy Sprint (4 weeks, fixed fee), a Build + Launch engagement (3 months, retainer), or an Ongoing Advisor relationship (monthly retainer). Pricing starts at $7,500 for the sprint. We scope on a 30-minute discovery call so the engagement matches your stage, team, and revenue model.

    What's the AI angle on community work?

    Communities are one of the highest-leverage places to deploy AI right now — for member onboarding, content programming, sponsor matchmaking, conversation summarization, and member intelligence. As founder of the AI Marketers Guild and a fractional AI CMO, I bake AI workflows into every community engagement. Most community consultants are 12 months behind on this.

    Free 2-minute diagnostic

    Where is your community actually stuck?

    Answer 7 questions. Get an honest read on your stage, the biggest risk in your way, and what to fix first. I'll personally review your responses and follow up with a deeper diagnosis if you leave your contact info.

    Question 1 of 7

    ~2 min total

    Where is your community today?

    Be honest — vague answers get vague advice.

    Pick one to continue

    Free guide · PDF

    5 Community Mistakes (and how to avoid them)

    The 5 most expensive mistakes I've made and seen across a decade of building Serial Marketers and the AI Marketers Guild — and the playbooks that turned them into a double exit. No fluff.

    One email with the PDF. Unsubscribe anytime. No spam — ever.

    Building (or fixing) a community? Let's talk.

    Submit an inquiry. I personally review every request and reply within 1 business day.

    Prefer to read more first? David's full background · All services