Pre-meeting brief · prepared for Chris Maccaro

May 1, 2026 · 11:00 AM ET

A short brief on you, on JWX, and on why we're talking.

Chris — instead of showing up to a 30-minute intro and explaining what I do, I built you the kind of pre-meeting brief I teach sales teams to produce in under an hour with AI. The subject of the brief is the meeting itself. Read it before we hop on, or skim during. It's the demo.

You took the JWX CRO seat ten months ago, post-merger, after running and selling Beachfront. You inherited two sales motions — JW Player's publisher-tech sellers and Connatix's ad-tech sellers — and a product surface that has roughly doubled in twelve months between Vertical Video, JWX Studio (the Augie acquisition), and True Anthem. You've been publicly bullish on automation and AI as the future of TV ad-sales for years.

Your sellers are now selling the most complex independent video + ad-tech stack in the market into buyers who are getting more sophisticated every quarter. I sit on the buyer side of those conversations — I train the CTV and programmatic teams at Disney, NBCUniversal, Fox, Paramount, and Warner Bros. Discovery, and across the major holding companies. That's an unusual seat, and the reason this 30 minutes is probably worth it for both of us.

👤 About you, briefly (just to make sure I'm not wrong)

Chris Maccaro
Chief Revenue Officer, JWX
📍 NYC — 530 7th Ave
🔗 linkedin.com/in/chrismaccaro

🏢 About JWX, in case any of this is wrong

1B+ MAU ~30B plays/mo CEO: Dave Otten Chairman: David Kashak "Independent" positioning

🧭 Why this conversation matters

  1. You're 10 months into a CRO seat at a company whose product surface roughly doubled in the same window. Sellers now have to articulate video infra, monetization, vertical video, AI reformatting, and social distribution in one breath. That's a lot of surface, and most sellers default to the sub-story they came in with.
  2. You inherited two sales motions that don't naturally talk to each other. JW Player sold publisher tech to dev/product/ops. Connatix sold publisher ad inventory to ad ops, agency, and brand. Now they're one team — with a lot of nuance to learn from each other.
  3. You've been publicly bullish on AI and automation in TV ad-sales for years. The interesting internal question for a CRO who says that publicly is: are my sellers actually using AI in their workflow, and can they articulate AI in our stack credibly to buyers?
  4. Buyers are getting sharper faster than sellers in most ad-tech orgs. The CTV and programmatic teams I train at the major broadcasters and holding companies are absorbing curation, attention measurement, ID, and AI faster than the sales orgs selling into them. I have a lot of data on where that gap shows up.
  5. "Independent" is JWX's lead. Defending that against scaled walled-garden adjacencies — Trade Desk, Roku, Amazon, FreeWheel — is a sharper-pencil argument. Sellers who can make it crisply close more.

📋 What I'd suggest we cover in 30 minutes

🤔 A few questions I'm hoping to ask

💬 The opening I'm planning

"Chris — really appreciate you carving out the time. Yarayah speaks the world of you, and I've watched the JW Player / Connatix merger with real interest, having spent the last few years training the CTV and programmatic teams on the buyer side at Disney, NBCU, Fox, Paramount, WBD. Before I tell you anything about what I do, I'd love to hear what's keeping you up at night ten months into the seat — and especially how the integration of the two sales motions is landing internally."

Steven Golus · stevengolus.com
Looking forward to today.

Brief auto-assembled from public sources, the intro from Yarayah, and our scheduling thread. Last updated May 1, 2026.