Fractional Chief AI Officer for Founder-Led Companies

AI is already in your business. Let's decide what it needs next.

I'm Jennifer Bennett, founder of Get Desky and a Fractional Chief AI Officer based in Bryan–College Station.

I help you choose where AI can make work easier, lead the work we agree on, and help your team use it well. You keep the decisions and relationships; I bring clear priorities and help turn them into useful day-to-day work.

Jennifer Bennett, Fractional Chief AI Officer and Founder of Get Desky

Find your starting point.

If this is true right now…

You do not need to work through these offers in order. Start with the situation that best describes your business, and we'll point you to the right next step.

Ongoing leadership

AI is touching the business, and no one owns the decisions.

Fractional AI Leadership

For ongoing ownership of priorities, guardrails, implementation, and adoption.

  • Best for: AI is becoming a business responsibility and needs an owner.
  • Clear priorities, decision ownership, and an ongoing rhythm for implementation and team adoption.
  • Timeframe: Ongoing engagement · Three-month minimum.
  • A lighter weekly leadership scope that can grow as your needs grow. We agree in writing on priorities, how much work can be delivered, and the weekly leadership rhythm before work begins.

From $5,000/month

Private engagement

We have one clear problem and we are ready to solve it.

Custom AI Lab

For one approved business problem that needs a focused, working solution.

  • Best for: You have one approved business problem and want Jen to lead the build.
  • One approved AI-supported workflow, tested and handed off with usage guidance.
  • Timeframe: Private engagement · Timeline agreed after scope approval.
  • After a free 30-minute call, the paid 90-minute Scoping Deep Dive produces a written scope. The $500 is credited once toward the same-scoped build if you proceed within 90 days.

$500 upfront for scoping

Builds from $2,500

Working session

We want to apply AI, but we want guided practice first.

AI Integration Lab

For a hands-on implementation experience around one practical use case.

  • Best for: You have one practical challenge and want hands-on guidance.
  • A scoped use case, guided implementation, testing, and a practical next-step plan.
  • Timeframe: Four hours · In person in College Station · Maximum 10 participants.
  • Start with a free discovery call about your use case and fit. Registration with a $375 deposit follows, then a readiness review; the remaining $375 is collected separately only if you are accepted.

$750 per participant

Looking for something else? AI Readiness Assessment · 90-Day Sprint · AI Agent Build · Inner Circle

Compare the three starting points.

Different scopes of support, not steps you have to complete in order.

Comparison of Fractional AI Leadership, Custom AI Lab, and AI Integration Lab
Question Fractional AI Leadership Custom AI Lab AI Integration Lab
Best fit AI is becoming a business responsibility and needs an owner. You have one approved business problem and want Jen to lead the build. You have one practical challenge and want hands-on guidance.
Format Ongoing leadership rhythm with an agreed mandate. Private, defined-scope engagement. Focused, live implementation session, in person in College Station.
First outcome Clear priorities, decision ownership, and a rhythm for implementation and adoption. One approved AI-supported workflow, tested and handed off with usage guidance. A scoped use case, guided implementation, testing, and a practical next-step plan.
Timeframe Ongoing · Three-month minimum. Timeline agreed after scope approval. Four hours · Maximum 10 participants.
Starting investment From $5,000/month · Three-month minimum. $500 upfront for scoping · Builds from $2,500. $750 per participant ($375 deposit at application).
Next step

Fractional AI Leadership

Best fit
AI is becoming a business responsibility and needs an owner.
Format
Ongoing leadership rhythm with an agreed mandate.
First outcome
Clear priorities, decision ownership, and a rhythm for implementation and adoption.
Timeframe
Ongoing · Three-month minimum.
Starting investment
From $5,000/month · Three-month minimum.

Custom AI Lab

Best fit
You have one approved business problem and want Jen to lead the build.
Format
Private, defined-scope engagement.
First outcome
One approved AI-supported workflow, tested and handed off with usage guidance.
Timeframe
Timeline agreed after scope approval.
Starting investment
$500 upfront for scoping · Builds from $2,500.

AI Integration Lab

Best fit
You have one practical challenge and want hands-on guidance.
Format
Focused, live implementation session, in person in College Station.
First outcome
A scoped use case, guided implementation, testing, and a practical next-step plan.
Timeframe
Four hours · Maximum 10 participants.
Starting investment
$750 per participant ($375 deposit at application).
AI Integration Lab

Practical outcomes from the October 28 AI Integration Lab

Five builds addressing five specific business needs.

  • 1

    See scope gaps and differences between bids

    A workflow compares industrial takeoffs with competing bids and brings quantity differences, exclusions and missing scope into view for estimator review.

  • 2

    Know which jobs and follow-ups need attention

    Two dashboard views turn the same jobs data into an owner's view of job performance and cost visibility, and a team view of follow-ups, bookings and next actions.

  • 3

    Work through priorities with an AI assistant by voice

    A business owner began using an AI executive assistant and practicing voice chat to work through daily priorities and next actions.

  • 4

    Turn approved teaching material into a lesson ready for review

    An educational workflow produces an editable micro-lesson with a reflection exercise, review questions and source references for human review.

  • 5

    Review a professional note draft from fictional dictation

    A practice workflow turns fictional dictation into an editable professional note draft, preserving the original facts and showing missing information for clinician review.

AI Integration Lab: $750 per participant

What I help you establish

Leadership
Clear AI Priorities & Ownership
Standards
Approved Use & Human Review
Systems
Workflows That Fit the Business
Habits
Responsible Use Over Time

AI needs an owner, not another collection of tools.

One person is drafting with AI. Someone else is testing an automation. A new subscription appears, and a few useful experiments begin to spread. The team is moving. The business may still be missing the decisions that connect the work.

Those are leadership decisions. I help you make them and carry them into the business through four connected responsibilities.

Govern

I establish the standards and decision rights around how AI is used.

Prioritize

I help choose what is worth building, what needs preparation, and what should wait.

Operationalize

I turn approved priorities into workflows, systems, and working practices.

Normalize

I help the team practice, review, and improve until responsible use becomes part of the work.

I stay connected to implementation because a decision is only useful if people can act on it. I stay connected to the people because adoption is more than a launch.

What the work can look like.

Depending on the engagement, the work can include an approved AI-use standard, a prioritized use-case roadmap, a human-review process for client-facing outputs, or a workflow with named ownership and quality checks. Team practice and leadership review connect those pieces to what happens after launch.

I want you to be able to see what changed, who owns it, and how it is helping. A working capability should leave more evidence than a collection of tools.

Jennifer Bennett, Fractional Chief AI Officer

AI should strengthen your business. Not leave your people guessing.

As your Fractional Chief AI Officer, I help turn scattered AI use into clear direction and working practice. Your team gets the standards, systems, and habits to use it well, with human judgment and accountability intact.

  • Clear priorities: Know where AI belongs and who owns the decisions.
  • Practical guardrails: Protect quality, information, and client trust.
  • Capable teams: Build systems people understand, use, and improve.
Jennifer Bennett and her mom Darlene Greer, co-founders of Get Desky
Our Story

I'm Jen. The human part is the whole point.

I help leaders and teams responsibly integrate technology so it actually works inside the business. I care about the decisions, the systems, and what those systems ask of the people using them.

I co-founded Get Desky with my mom, Darlene Greer, on Christmas Day 2020. As a third-generation woman entrepreneur, wife, and homeschool mom, I want a business to create capacity and opportunity without consuming the people building it.

Get to Know Me
Jennifer Bennett speaking on stage
On Stage

Bring the conversation into your room.

I speak with founders, leaders, and teams about the responsibility behind AI adoption. I help the room move from scattered possibilities to clearer decisions about what to lead, protect, build, and practice.

Master Networks | Speaker Recommendation

"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."

Jordan Master Networks · CONNECT Event, April 2026
Master Networks | CEO Recommendation

"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."

Chas Wilson CEO, Master Networks · "The Voice of the Entrepreneur" · Author of Five Plus One

Explore Speaking

Trusted by

Bryan/College Station Chamber of Commerce logo

Proud member of the Bryan–College Station Chamber of Commerce

In Their Words

What people are saying.

Includes 12 excerpts from one anonymous client’s ongoing feedback.

★★★★★

"Joining the Work Smarter Inner Circle was one of the best decisions I have made. Jennifer Bennett has brought together the most amazing group of entrepreneurs intent on growing and building their businesses in smart and efficient ways."

Matthew Arau
Inner Circle Member
★★★★★

"As a busy social media professional, joining the Work Smarter Inner Circle has been a game-changer for my business. The connections I've made have led to valuable collaborations and even client referrals. Since joining, I've implemented strategies that allowed me to confidently raise my rates."

Stacey Watts
Social Media Professional
★★★★★

"You need someone who is willing to look at what you're doing and tell you what's not working. You need to be surrounded by people who will love you enough to tell you the truth and also help you fix what's broken. Jennifer has a knack for gathering them together."

Susan Anderson
Entrepreneur
★★★★★

"I love the Work Smarter Inner Circle. One of the most valuable things, thus far, is the relationships that I am building. I am finding that the people who are in this group are top-tier quality people."

Jim Burgoon
Inner Circle Member
★★★★★

"It's technically been one month. I wish I would've listened to you both sooner. You, Jen Bennett, and you, Darlene Greer, have changed my life."

Kimberly Stevens
Business Owner
★★★★★

"As someone with ADHD managing multiple businesses, it's been a lifesaver. They're not just efficient — they're also incredibly personal and understanding."

Julie Olson
Multi-Business Owner

"You're illuminating. You're not just teaching."

Client
Same anonymous client · Excerpt 1 of 12

"We're establishing, creating what process works for me and my own kind of like organic workflow, then kind of bringing awareness as to what my viable options are."

Client
Same anonymous client · Excerpt 2 of 12

"Right, but you're also kind of like advising because you're not going to tell me to use something that you know isn't going to work for me."

Client
Same anonymous client · Excerpt 3 of 12

"So you saw what I needed to do, then offered, well, this, this will help you do it with greater ease. Right. So that you can then move on to the next thing."

Client
Same anonymous client · Excerpt 4 of 12

"And then let me attack that step. And we've made this step small enough for me to be like, I cannot avoid it. And then we'll move on to the next thing."

Client
Same anonymous client · Excerpt 5 of 12

"So you're more than welcome to tell me what to do, because you can, like, you're probably seeing like, two, three ahead of where I'm going."

Client
Same anonymous client · Excerpt 6 of 12

"And I think what's helpful and as we're talking about processes is I'm at a place now where you can tell me what to do."

Client
Same anonymous client · Excerpt 7 of 12

"And I thank you for the extra insights and just kind of providing that clarity."

Client
Same anonymous client · Excerpt 8 of 12

"I'm excited to work with you."

Client
Same anonymous client · Excerpt 9 of 12

"And then I tell her what I did, and then she tells me what I need to do, and then I go do it."

Client
Same anonymous client · Excerpt 10 of 12

"And it helps to keep it top of mind, honestly. It's the accountability, in my opinion."

Client
Same anonymous client · Excerpt 11 of 12

"I have one person in mind and I actually walked her through kind of my new process based off of the work that we've done together."

Client
Same anonymous client · Excerpt 12 of 12

Jennifer Bennett

Ready to choose your starting point?

If AI is entering the work, the next step is to decide what it needs next. Pick the support that fits the work in front of you — leadership, one custom solution, or a guided working session.

Prefer a conversation? Get in touch.