Doug Collins
AI Consulting · Coaching · Workshops

Your team doesn't need more AI hype. It needs a working system.

I'm Doug Collins. Former Big Five consulting manager, and 3x SaaS founder. I speak business and technology, and I help teams understand & implement AI

Start a conversation See the workshop
Doug's workshop didn't just teach me tools. It rewired how I think about what's possible.
Brett DesmondStrategic Advisor, Zillow
Real, measurable productivity gains in my day-to-day M&A activities.
John VujovichVP Corporate Development/M&A, Point C Health
We went from experimenting to running a real system our whole team uses.
Thomas BurrisPresident, Simple IT
Arthur Andersen - Manager, Strategic IT Services 3 SaaS companies founded VP / Head of Product Indianapolis, Indiana
Flagship workshop

From AI Buzz to Business Impact

A practical Claude Cowork workshop. Most professionals are talking about AI; few are using it in a way that changes how they work. This closes that gap, live, with your industry's examples, and no technical background required.

Two sessions · 2.5 hours each · Day 1 available standalone

Participants leave with a working system

Not a plan to set one up later. Every concept is demonstrated live using workflows that relate specifically to the attendees, not generic templates.

Day One

The configured system

Move from one-off prompting to a Claude setup that remembers your role and clients, outputs documents to your standard every time, and runs multi-step research and writing on its own.

  • Set up Cowork and configure user instructions
  • Build a CLAUDE.md that gives Claude persistent context
  • Organize project folders and use @-references
  • Create writing-style templates for consistent output
  • Power techniques: Plan Mode, parallel agents, think harder
  • Understand skills, connectors and plugins
Day Two

Build it yourself

Participants take the wheel: their own configuration, their own tools, their own real work, with guidance in the room while they do it.

  • Install and configure plugins for their role
  • Manage tasks and working memory with the Productivity plugin
  • Work across PDFs, spreadsheets, images, decks and screenshots
  • Set up scheduled tasks to automate recurring workflows
  • Create a custom skill for a task specific to their job
  • Complete real multi-step workflows end to end

Delivered on consecutive days or 1-2 weeks apart. The gap is valuable, since people arrive at Day 2 with real questions from their own attempts. Prerequisite for Day 2: a paid Claude plan.

Bring this to my team
Consulting

Three ways I work with people

Scoped engagements with something real at the end of them.

Group training for business leaders

The Claude Cowork workshop, delivered to your team. Two sessions that take a room of non-technical professionals from talking about AI to running a configured system.

  • Live demonstration using your industry's work
  • Everyone builds their own CLAUDE.md and custom skill
  • Day 1 standalone or the full two-day program
  • On-site or remote, no technical background needed

See the full workshop →

AI for product teams

Where AI genuinely belongs in your product and your process, from someone who has owned the roadmap, not just read about it.

  • Opportunity & feasibility assessment
  • Discovery, research and PRD workflows
  • Build-vs-buy and model selection
  • Team enablement and working norms

1:1 AI coaching

For leaders who need to be genuinely fluent, quickly. Working sessions built around your real files and real decisions.

  • Personalized setup and configuration
  • Your workflows, rebuilt around AI
  • Judgment: what to trust, what to verify
  • Ongoing cadence or one-time intensive
About

Fluent in both languages

"The gap between what a business needs and what technology can actually do is where most AI projects quietly die. I've spent my career standing in that gap."

I started at Arthur Andersen as a manager in Strategic Information Technology Services, working with executives to make IT serve the business instead of hindering it. Then I went and built the software myself, founding AppealTrack, a SaaS platform for property tax professionals, and later ProductLight, a tool that strips bias out of feature prioritization.

Since then I've led product at venture-backed companies as VP of Product and Head of Product, taking platforms from MVP to enterprise-grade and aligning engineering, design, sales and customer success around the same goal.

That combination is the point. I can talk margin with your CFO, architecture with your engineers, and translate honestly in both directions.

  • 2025 - present
    AI Workshops & ConsultingIndependent
  • 2022 - 2025
    VP of ProductYour Money Line
  • 2020 - 2022
    FounderProductLight
  • 2016 - 2022
    Director of Product DevelopmentTax Compliance, Inc.
  • 2010 - 2022
    FounderAppealTrack (acquired 2016)
  • 1996 - 2002
    Manager, Strategic IT ServicesArthur Andersen
At DREAM Alive, our team is small but our workload isn’t - board reports, internal/external communications, program documentation and impact reports all land on the same few people. Doug’s help and introduction to AI and Claude for our organization has been deeply meaningful. This has helped us keep up with all of our work, helping us get drafts of our work out faster, tighten up our program materials, and turn data into reports that we can get done better and quicker. It’s honestly given us the capacity of a much larger organization without asking us to become one.
Eric MüllerPresident & CEO, DREAM Alive
Contact

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Based in Indianapolis, working with teams anywhere.