AI Leadership Talks and Working Sessions

AI is already in the room. Let's talk about who is leading it.

I help founders, leaders, and teams understand the decisions behind responsible AI use. My talks connect the leadership question to practical standards, useful systems, and the habits people need in real work.

I want the room to leave with clearer judgment and a next step it can use. The goal is not more excitement about another tool.

Jennifer Bennett, Fractional Chief AI Officer and AI leadership speaker
What I Bring to the Room

Leadership first, tools second.

I am a Fractional Chief AI Officer and the founder of Get Desky. I help businesses establish the leadership, standards, systems, and habits required to use AI well.

That work shapes how I teach. I connect the idea to the decision, the decision to the workflow, and the workflow to the people responsible for it.

Business context

Where AI belongs and what value the business is trying to create.

Practical responsibility

Standards, information boundaries, human review, and ownership.

Working application

Examples that make the role of leadership tangible.

Human perspective

Why judgment, relationships, and presence remain part of good design.

About Jennifer

Leading humans to lead AI well.

I am Jennifer Bennett, founder of Get Desky and a Fractional Chief AI Officer. I help businesses establish the leadership, standards, systems, and habits required to use AI well, before unmanaged adoption makes them slower, riskier, and less competitive.

My work connects business priorities to practical implementation and team adoption through The Human-Driven AI Integration Method. I bring that same approach to the stage: clear decisions, useful examples, and a human-centered way to lead the work.

Talk Directions

Talks that equip, not just inspire.

AI Is Already in Your Business. Who's Leading It?

I help leaders recognize the gap between scattered use and a led business capability. The room examines priorities, ownership, standards, and the next decisions that need a clear owner.

AI Is a Leadership Function Now.

I explain how to govern, prioritize, operationalize, and normalize AI. The focus is on practical responsibility rather than handing the future of the work to individual tool preferences.

From AI Experimentation to Business Capability.

I show the difference between a promising pilot and a repeatable way of working. The audience looks at workflows, documentation, review, team practice, and adoption.

Capture. Connect. Close.

I explore how AI can support relationship-centered work without outsourcing the human relationship. The focus is better preparation, context, and follow-through, with trust and meaningful conversations staying human.

The Format Follows the Purpose

Keynote, workshop, or working session.

I can shape a keynote, practical workshop, or facilitated leadership conversation around the audience and the decisions it needs to make. We agree the format, depth, and intended takeaways before the event.

A hands-on implementation Lab is a separately scoped working experience. If the goal is to build and test a specific use case, I will help distinguish that from a speaking engagement.

Speaking Experience

Where I've spoken.

Past Events

  • The Photo Managers — August 13, 2026
  • CONNECT Conference — Dallas, April 2026
  • Social Media Marketing World Meet Up — 2026
  • Host of a Virtual Summit — December 2025
  • Movement Maker Live — 2025
  • BCS Chamber of Commerce Workshop — 2025
  • Movement Maker Virtual — 2024
  • Master Networks Masterclass — 2023
  • Local workshops for business owners — ongoing
  • Monthly Local Connection + Give Back Events for BCS community
Endorsements

What event hosts say.

Master Networks | Speaker Recommendation

At Master Networks, we help entrepreneurs build sustainable, scalable businesses. At our CONNECT event April 2026, Jennifer Bennett delivered a session on "Capture, Connect, Close" tailored specifically for our learning-based, service-oriented audience.

Jennifer addressed something our community feels deeply — the tension between scaling a business and staying human in the process. She walked attendees through systems and simple processes for follow-up and relationship management using AI, without sacrificing the personal touch.

Attendees appreciated her depth of knowledge and recognized her genuine expertise in the space. The feedback she received not only from us but from many of the attendees reflected respect for her experience and the practical lens she brought to the topic.

Jennifer is knowledgeable, well-prepared, and passionate about helping business owners work smarter. If your audience is navigating the challenge of scaling without burning out, her frameworks offer real, actionable value.

Jordan Master Networks
Master Networks | CEO Recommendation

Recently, Jennifer Bennett delivered an exceptional session on "Capture, Connect, Close" for our learning-based, service-oriented entrepreneurs at our Master Networks CONNECT event.

She brought clarity, intentionality, and a relationship-first approach to the stage, teaching our attendees how to use AI to find the right people, build real relationships, and follow up without sounding robotic.

She delivered practical wisdom, life-changing insights, and emotional connection.

If you want a speaker who helps your attendees turn technology into real connection while building a legacy beyond the business, the next step is simple: start the conversation with Jennifer.

Chas Wilson CEO, Master Networks · "The Voice of the Entrepreneur" · Author of Five Plus One
THE HUMAN POINT OF VIEW STAYS IN THE ROOM

Leading AI, not handing it the wheel.

I do not ask an audience to choose between moving forward with AI and remaining human. I ask what leadership, standards, systems, and habits would make the progress worth having. The work is not to put AI in charge. It is to help humans lead AI well.

Questions Worth Answering

Before you book.

Can the talk fit our industry?

I adapt examples and emphasis to the agreed audience. Any specialized claims or requirements are discussed before the event.

Do you offer hands-on work?

Yes, when the format and scope support it. A Lab or working session needs different preparation from a keynote.

Can we record the session?

Recording and reuse permissions are agreed in the event terms. They are not assumed from a booking.

What is the fee?

I provide a proposal based on the format, preparation, delivery, travel, and usage requirements.

Can you speak with a team that is hesitant about AI?

The conversation can address real concerns without dismissing them. I focus on leadership, boundaries, and practical choices rather than pressure to adopt everything.

Give the room a clearer way to lead.

Tell me what the audience is navigating. I will help build a conversation that connects AI's possibilities to the responsibilities people actually carry.

Tell Me About Your Event

Let's talk about your event.

Share the room you are bringing together and what you want people to understand or do differently. I will help identify the right topic and format. An inquiry does not reserve a date — availability, fee, travel, recording permissions, and event requirements are confirmed separately.

Book a free 30-minute speaking call — we will talk through your audience, your event, and what you want people to walk away able to do.