The Digerati Group Edition 2026.06
Chicago / IL EST. 2012 Available for Booking
Keynotes · Workshops · Panels

Topics of Expertise.

Keynotes, workshops, and panels built for dealer operators, OEM teams, and the AI vendors selling into them. Each one scoped to the audience, the room, and the outcome.

01

AI Deployment for Dealer Operators

How to ship working AI inside the dealership in ninety days.

Formats
  • 45-min Keynote
  • Half-day Workshop
  • Full-day Intensive
Audience
  • Dealer Principals
  • GMs
  • Marketing Directors
  • CIOs
Sample subjects
  • Voice AI vs chat AI tradeoffs
  • Why most dealer AI pilots fail at month two
  • The agent-first content stack
  • Training BDC and sales teams to actually use AI
  • Building a vendor RACI

What attendees leave with

  • →A vendor vs. build framework operators can actually defend
  • →The 5-stage rollout sequence: audit, pilot, train, ship, measure
  • →Names of vendors that work and ones that burn budget
  • →A 90-day deployment plan to take back to the boardroom
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02

SEO & GEO: Winning the Next Search

Rank in Google. Get cited by ChatGPT, Claude, Perplexity, Gemini.

Formats
  • 30-min Keynote
  • 60-min Workshop
  • Half-day Intensive
Audience
  • Dealer Marketing Teams
  • CMOs
  • Agency Partners
  • OEM Tier 3
Sample subjects
  • Why GEO is not SEO 2.0
  • Schema as a citation accelerant
  • Conversational FAQ structure
  • The Jake Sweeney case: AI visibility 41 to 70
  • Brand mention tracking across four LLMs

What attendees leave with

  • →A single content system that wins both search engines and LLMs
  • →The schema markup baseline every dealership needs
  • →LLM citation tracking tools and the metrics that matter
  • →Templates for conversational data that LLMs actually cite
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03

Vendor Strategy & Stack Consolidation

Forty-plus vendors audited. What works and what burns. We only align with tech proven to last. Here now, and here in five years.

Formats
  • 45-min Keynote
  • Half-day Workshop
Audience
  • Dealer Principals
  • GMs
  • CFOs
  • CMOs
Sample subjects
  • The wrapper economy and how to spot one
  • Why most CDPs underperform their pitch deck
  • Reputation management vs operations
  • Integration costs vs sticker price
  • Renewal negotiation tactics that actually work

What attendees leave with

  • →The honest audit framework: eight criteria, no marketing spin
  • →A spend-redaction methodology that finds 30 to 40 percent wasted spend
  • →A vendor consolidation playbook
  • →Contract clauses that protect dealer outcomes vs vendor metrics
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04

The Operator-CMO Lens

Marketing leadership for dealer groups, by someone who has run the P&L.

Formats
  • 45-min Keynote
  • Half-day Workshop
Audience
  • Dealer Principals
  • GMs
  • OEM Regional Marketing
  • Group CMOs
Sample subjects
  • Variable vs fixed ops marketing strategy
  • Regional rollout playbooks
  • What the 22-store group taught me
  • How to read OEM tier 2 and tier 3 funding
  • When to insource vs outsource

What attendees leave with

  • →The Monday-morning test for any marketing decision
  • →A budget allocation framework across rooftops
  • →OEM co-op management and the compliance trap
  • →How to hire and fire agencies and vendors
  • →The CMO scorecard most dealers should be using
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05

Building Production AI Agents

The DMSC Agents framework. Agents that actually run in production.

Formats
  • 60-min Keynote
  • Half-day Workshop
  • Build-day Intensive
Audience
  • Marketing Teams
  • AI Builders
  • OEM Innovation Leads
Sample subjects
  • Why most agents are still demos
  • The 6-dimension dealer scoring rubric
  • Voice tuning per agent
  • Knowledge files vs system prompts
  • The fixed-ops correction every agent needs

What attendees leave with

  • →Agent design principles: knowledge files, scoring rubrics, guardrails
  • →Working examples from the DMSC Agents Kit
  • →How to write the prompt as a job description
  • →A scoring rubric for evaluating agent output
  • →A path from one agent to an agent team
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06

The Future of Dealer Marketing

A 24-month forecast. What to build, buy, kill, and ignore.

Formats
  • 45-min Keynote
  • Half-day Workshop
Audience
  • Dealer Principals
  • OEM Marketing Leadership
  • Vendor CEOs
Sample subjects
  • The death of inventory feeds
  • Why CRM is the next AI battleground
  • The shift from clicks to conversations
  • OEM moats and what dealers control
  • The dealer that wins the next decade

What attendees leave with

  • →A 24-month roadmap for AI adoption in retail
  • →A take on every major vendor category and who survives
  • →The kill list: investments to cut now
  • →The build list: capabilities to own internally
  • →An honest read on the OEM-dealer dynamic in the AI era
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