AI Enablement · Product Operations · AI Governance · Systems Design

My craft is building the systems that give people agency over their best work; AI is the latest tool in the kit.

I'm Jennifer, an AI enablement and product operations professional with over 20 years of experience building the systems, standards, and coaching structures that make good practice repeatable, independent of any one person in the room. I measure my own success by when the people I enable no longer need me in the loop to get the work done.

20+
Years of product operations and AI enablement experience
50%
Less admin time for hiring managers, from a self-serve onboarding system I built for both sides of the process
180
Development teams empowered to experiment on an agentic AI platform

Why this work—the belief behind the practice

I help others discover and protect their own agency: the confidence and capability to make good decisions and create their own success.

AI adoption doesn't happen because leadership mandates it. It happens when people have enough agency over the tool to trust it, question it, and use it well. Every program, framework, or piece of training I build is aimed at that gap. I want people to own the tool themselves, not depend on me to run it for them.

This didn't start with AI. Early in my career, I built a shared quality standard and coaching model into a call center that didn't have one. Later, on an agile team, I quantified a gap and got a role funded to close it. AI is just the latest place the pattern showed up.

Featured work—projects that demonstrate the work

01
Enterprise GenAI platform pilot
One of three high-stakes GenAI pilots executed under an approved AI Product Manager mandate, part of a coordinated early-adopter effort reaching 1,800 senior leaders
Built with: Gemini models · OpenAI models · Meta-prompting

This was one of three high-stakes GenAI pilots I ran as part of my AI Product Manager scope, within a broader early-adopter effort that reached 1,800 senior leaders. No standard existed for how employees should approach the AI tools they'd been given. Rather than teaching prompting theory, I designed a practical tool that integrated directly into existing daily workflows. It solved the blank-page problem and the inconsistent-quality problem at the same time. The strategy had to scale horizontally across the organization while remaining deeply customizable for each individual contributor.

Custom instructions preset generator
A prompt-for-a-prompt meta-template: employees input their role, department, goals, and communication preferences. The AI outputs a tailored system prompt saved as a reusable preset, giving every user an owned, personalized AI assistant without requiring any prompting expertise.
Operating constraints
Regulated enterprise environment, diverse non-technical users across multiple business units. Enablement had to work at scale without creating dependency on a central trainer or ongoing facilitation.
Enabling independence
Once a user has their preset, they own it. The tool was designed so that the first conversation with the AI is the last conversation they need to have with me about how to set it up.
Concepts: Meta-prompting · Reusable system prompt presets · Persona-based customization · Horizontal enterprise scaling · Workflow-integrated deployment · Zero-theory onboarding design
02
AI career market-fit analysis tool
GenAI-powered career analysis tool for former colleagues impacted by layoffs, built end-to-end and quality-gated before opening self-service access
Built with: Claude API · Claude Projects · React/JSX · Web search grounding

Former colleagues facing layoffs needed a consistent, structured way to assess their market position, not one-off advice that varied by who they happened to ask. I designed a six-step analysis workflow producing a structured, citable PDF report for each candidate: market fit scoring, adjacent title mapping, live-searched skill demand ranking, cited learning paths, and line-level resume rewrites. A governing system prompt enforces tone, citation requirements, and output format across every analysis, functioning as the operational playbook for the program.

Read the full case study
Governed analysis pipeline
Six discrete steps with a consistent scoring rubric, comparable across candidates over time and not re-calibrated per session.
React/JSX app with Claude API integration
Live web search for current job market data, .docx resume parsing, and self-contained PDF export. Built and iterated entirely solo (Just kidding. I prompted and Claude delivered.).
Judgment calls under real constraints
Cut a paid, search-verified company-name check once its cost outpaced the value it added. The in-app dark theme proved unreadable in common print/PDF viewers, so the PDF export got rebuilt from scratch instead of recolored.
Quality-gated rollout
Operator-run at launch to validate output quality. A candidate feedback rubric drives the go/no-go decision for self-service deployment.
Operating constraints
Candidates in active financial stress, so outputs had to be immediately actionable. Operator-run at launch because quality had to be validated before candidates were handed a raw tool.
Enabling independence
Success means a candidate who reads the report, acts on it, and makes job search decisions without a follow-up conversation with me. Self-service deployment is the finish line, not a feature.
Concepts: System prompts as playbooks · Claude Projects governance · API + tool use integration · Web search grounding · Multi-step agent workflow · Deployment gating
03
Personal GenAI operating system
Daily AI use to plan and execute a 12-week professional transition: sprint planning, coaching, and quality assurance
Built with: Gemini · NotebookLM · Multi-turn prompting

A 12-week career transition with no team, no manager, and no built-in structure needed the same rigor I'd apply to any ambiguous initiative. I structured it into six consecutive 2-week agile sprints, capped at 25–30 hours per week, governed by a 6-dimension personal rubric. Gemini served three distinct roles: structural planner, interactive learning coach, and deliverable auditor. NotebookLM organized large documentation volumes into queryable reference tools.

Strategic roadmap and boundary scorecard
A 12-week agile roadmap paired with a Family Decision Scorecard. Quantitative thresholds filtered out unsustainable opportunities before investing time in them.
Interactive learning coach and talk-track development
Configured Gemini via multi-turn prompting to act as a mock stakeholder, critiquing reasoning and roleplaying as a skeptical enterprise executive.
Automated quality assurance workspace
Custom instructions directed Gemini to audit drafts against lean process efficiency, hard metrics enforcement, and NIST AI RMF alignment.
Operating constraints
No team, no manager, real financial stakes. Every framework had to function without external validation, built to work under ambiguity, not ideal conditions.
Enabling independence
Every artifact, the roadmap, the scorecard, the talk-track library, is transferable. Another professional in a similar transition could pick up these tools and run them without me.
Concepts: Multi-turn adversarial prompting · AI as interactive learning coach · Custom workspace instructions · Tool selection by task depth · Rubric-governed decision making · NIST AI RMF alignment
04
A Claude Skill that automates the mechanics, not the judgment calls
Resume tailoring system for a high-volume, deliberately targeted job search, redesigned from a conversational workflow into a governed Claude Skill
Built with: Claude Skills · Claude Projects · Progressive disclosure architecture

My resume tailoring process had settled into a reliable conversational pattern: classify the role, audit for real gaps before drafting anything, build the document, QA it. The question wasn't whether more of that could be automated. It was how much automation was appropriate, given that the entire premise rests on not fabricating or inflating anything. So before touching any tooling, I split the workflow into judgment steps that need a human in the loop by design, and mechanical steps that don't. That split became the constraint for everything after it: automate the mechanics, keep the judgment conversational.

Judgment/mechanics split before any build
Tier classification and the accuracy audit stay conversational. Formatting, document builds, and file placement got packaged. A fully autonomous pipeline was considered and rejected, since removing the checkpoint between audit and delivery would undo the reason the process exists.
A Skill, chosen for what it structurally changes
Project instructions load in full on every turn. A Skill loads only its name and description by default, and the full procedure only when a request actually matches it. That reframed the real cost to eliminate: a procedure that didn't need to be always-on, running always-on anyway.
Strict separation of facts from procedure
The base resume lives in Project knowledge. The Skill holds zero resume content, only tiering rules and build steps. Updating the resume never touches the Skill, and updating the Skill never risks touching a fact.
Operating constraints
A live test surfaced a second-order bug: the tailoring procedure was loading twice, once from old Project instructions and once from the new Skill. Fixed by stripping the Project down to only the base resume and letting the Skill own the procedure exclusively.
Where I kept the boundary manual
A separate market-fit analysis tool I built produces a PDF report on target roles and skill gaps. I carry that PDF into the tailoring Skill by hand. The two tools aren't integrated, and that's deliberate: it keeps the handoff a checkpoint I actually look at, not a connection I have to maintain.

Why it matters: The Skill cut average time per resume from about 45 minutes to about 8, which is what made it realistic to tailor 27 resumes in three weeks without shortcutting the audit step. That volume ran alongside a separate shift, from spray-and-pray applications to deliberate, JD-matched targeting.

Concepts: Skill design and trigger specificity · Progressive disclosure · Judgment vs. mechanics separation · Human-in-the-loop automation boundaries · Deterministic build procedures

Systems thinking—how the work actually gets built

I can stand outside a process and see what's costing everyone time and energy. Naming it is the easy part. Quantifying it, building the case, and executing the solution is the real work.

The friction is rarely hidden. It's inconsistency nobody's tracking, a workaround everyone's stopped mentioning, a judgment call standing in for a standard. So I built a habit around it: name the waste, quantify what it's actually costing, bring a plan instead of a complaint, execute once it's approved. This is the same instinct that later shaped how I approached AI adoption. The tool changed. The method didn't.

01
A quality standard adopted company-wide
First manager hired into a new call center leadership team, telecom industry
Built: Call scoring rubric · 1:1 coaching model · Company-wide adoption

As the first manager hired after an acquisition, I managed up to 22 reps. Calls were being monitored sporadically and scored inconsistently, manager to manager, classic variation waste hiding behind "it depends who grades you." I built a rubric that defined what a "good" call actually looked like and used it as the basis for regular 1:1 coaching, starting with my own team. Reps began requesting transfers to my team "because you always know what's expected with her." The results were visible enough that leadership created a standalone call-quality role off the back of it, and the model was eventually adopted across the company's other call centers.

A shared quality standard
Replaced manager-by-manager judgment calls with one rubric, applied consistently to every rep on my team first.
Structured 1:1 coaching
Every sub-par call became a documented, actionable conversation. A repeatable development loop, not a one-off correction.
A standalone quality role
The rubric's measured results made the case for leadership to fund a dedicated call-monitoring function, decoupling quality assurance from managers so they could focus on team-level performance.

Why it matters: Give me a team with no shared standard and I'll build one fast enough that the results make the case for scaling it.

02
A skills matrix that replaced avoided conversations
Service Delivery Manager, Mindex (Paychex contract), five direct-report BAs supporting 12 cross-functional teams
Built with: IIBA skills framework · Self/peer assessment design · 30/60/90 growth planning

My BAs reported to me but worked day-to-day on agile teams I wasn't part of. When performance issues came up, their team leads defaulted to working around a struggling BA rather than raising it, which left me without the specifics I needed for a real coaching conversation. I built a self- and peer-assessment matrix, adapted from the IIBA skills standard, that surfaced objective gaps between how a BA saw their own performance and how their team actually experienced it.

Self/peer assessment matrix
Turned vague complaints into structured, comparable data. Most useful where self-perception and peer perception diverged.
Individualized 30/60/90 growth plans
Assessment data translated directly into specific coaching and advancement plans tied to real career trajectories.
A Center of Excellence, still running today
Strengths surfaced by the matrix became peer-coaching opportunities. The CoE now spans Mindex, Paychex, and Paychex's other contract partners.

Why it matters: I build tools that outlast my presence in the room. This one's still shaping professional development, hiring and coaching decisions.

03
A role, proposed before it was funded
Process Improvement Manager, Paychex, built from an observed gap between Product and IT
Built: Intake & prioritization system · Onboarding redesign · Agile adoption for an existing team

Leaders across Product and IT kept pulling me in informally to solve process and performance gaps that neither org owned, with no budget and no standing process behind the work. At the same time I was standing in as scrum master for a struggling UX content design team that couldn't reliably prioritize or estimate incoming work. I used that engagement as a live pilot: moved the team from kanban to scrum and out of email and spreadsheets into Jira, then tracked the outcome. Once the results were demonstrable, I built the business case and brought it to leadership. They funded a permanent Process Improvement Manager role, and I executed against that mandate from there.

Pilot, then the business case
Ran the scrum transition as a contained pilot on one team. The measured outcome, not the anecdote, became the evidence base for a funded role. The entire UX org eventually adopted the same model.
A process intake and prioritization system
Built within the first 90 days of the approved role. A funnel for evaluating and prioritizing process requests, replacing ad hoc, relationship-driven asks.

Why it matters: I can see the gap before anyone's named it. But I'd rather quantify it and get it funded than freelance a fix without a mandate. That's the version that scales past me.

04
A shared onboarding system, not a manager's checklist
Process Improvement Manager, Paychex, new leader onboarding redesigned as a self-serve wayfinder for both sides of the process
Built: IT provisioning timeline · Shared wayfinding artifact · Self-directed shadowing model

New hires, mostly incoming Product Owners and Business Analysts, were showing up without a laptop or system access because IT requests went untracked until someone remembered to follow up. Meanwhile hiring managers, some brand new to managing, were burning hours repeating the same live walkthrough for every incoming hire: where to find the holiday schedule, which sites to bookmark, how the team actually worked. I built one shared artifact that both people used instead of two separate, disconnected processes.

IT provisioning timeline
Backward-planned from the new hire's start date, so every access request and equipment order reached IT with enough lead time. No new hire arriving to an empty desk.
A shared wayfinding artifact
One tool, not two competing checklists. Hiring managers and new hires used the same artifact to see what stage onboarding was in and what came next.
Self-directed shadowing, not live hand-holding
Replaced hours of live walkthroughs with structured, self-service material the new hire could work through on their own timeline.

Why it matters: Cut hiring managers' admin time by roughly half and gave new hires the structure to ramp up on their own terms, less oversight, more ownership from day one.

Capabilities—what I bring to the table

Strategy & governance

AI governance
Ethical AI frameworks
AI policy drafting
AI risk self-evaluation
Center of Excellence design
Executive alignment

Enablement & upskilling

AI literacy programs
Prompt engineering
Conversation design
Coaching & mentoring
Zero-theory onboarding

Platforms & tools

Claude
Gemini
NotebookLM
LibreChat
Jira & Jira Automations
Confluence
Miro
Heap
Google Analytics
Google DialogFlow CX

Ops & methodology

PMI-CPMAI Certified Professional (AI Project Management)
Lean Six Sigma (Black Belt)
Agile / Scrum (CSPO)
Business analysis
Process optimization
SDLC
User-centered design

Career—20+ years, summarized

Sep 2025 – May 2026
Paychex Inc
Senior Product Operations Manager — AI, Analytics & Platform
  • Strategic enablement: Led Product Operations for Paychex’s #1 strategic priority, aligning GTM resources including Commercialization, Product Marketing, Sales Enablement and Customer Support across 4 portfolios for customer-facing delivery.
  • Multi-portfolio scope: Directed operational enablement across a 3-pillar portfolio spanning AI, Reporting & Analytics, and Platforms.
  • AI leadership: Bridged technical execution and operational strategy, fostering alignment with AI leadership on user-facing AI solutions.
Apr 2023 – Sep 2025
Paychex Inc
AI Product Manager
  • Developer Platform Enablement: Served as liaison between the internal AI developer platform team and ~180 development teams, translating experimentation needs into platform, infrastructure, and model-access requirements that informed the platform roadmap; orchestrated the build team's backlog and cleared blockers across CI/CD and model-evaluation workstreams.
  • Intake & Prioritization: Designed the model-access intake process and playbooks for the developer platform, which remain in use. Request data helped surface strong demand for Gemini models, later made available on the developer platform and to the enterprise LibreChat user community.
  • Conversational AI Enablement: Coached line-of-business leaders on chatbot use-case selection, structuring knowledge content for first-level resolution, and defining success measures; built the intake framework and backlog for the enterprise migration to Google Dialogflow CX, subsequently released to production.
  • Governance & Policy: Researched and drafted the corporate AI Acceptable Use Policy, adopted by Legal into the employee handbook largely as written; secured AI Ethics Committee approval 1 month ahead of schedule for the company's first client-facing GenAI features.
  • Upskilling: Executed 3 high-stakes GenAI pilots; coordinated early-adopter activities for 1,800 senior leaders with custom prompt libraries and learning materials, laying groundwork for a 10,000-user rollout.
Jul 2020 – Apr 2023
Paychex Inc
Process Improvement Manager
  • Process improvement: Drove process improvements and automation across an 80-person product team.
  • Onboarding: Redesigned new leader onboarding into a shared, self-serve wayfinding system for hiring managers and new hires. This reduced hiring managers' admin time by ~50% and cut new-hire ramp time from weeks to days.
  • Coaching: Coached product owners and product managers on Google Analytics and Heap to support data-driven decision-making and clearer understanding of customer impact.
Jun 2017 – Jul 2020
Mindex at Paychex, Inc.
Service Delivery Manager (Contractor) — Acting Product Owner
  • Product ownership: Served as acting Product Owner for the client engagement, owning backlog prioritization and stakeholder alignment across multiple SOW teams.
  • Team leadership: Managed and coached contract Business Analysts and Product Leaders while leading enterprise consulting engagements focused on delivery excellence and operational rigor.
  • Capability building: Developed a Business Analyst Skills Maturity Matrix built from self- and peer-assessment data to standardize expectations and guide professional development.
  • Community & CoE: Established a Product Owner & Business Analyst Center of Excellence to provide peer coaching, upskilling and networking opportunities for Paychex, Mindex and other contract partner resources. Established consistent ways of working.
  • Knowledge systems: Created onboarding frameworks and Communities of Practice to institutionalize knowledge and reduce delivery risk.
2008 – 2017
Earlier roles
Product Manager / Product Owner
  • Soleo Communications — Product Manager (2016–2017)
  • Paychex Inc — Product Owner (2015–2016)
  • IDI Billing Solutions — Product Manager (2008–2015)

Credentials—certifications and recognition

PMI-CPMAI Certified Professional
AI Project Management · 2023
Lean Six Sigma Black Belt
Advanced Innovation Group · 2022
Certified Scrum Product Owner
CSPO · 2017

Recommendations—from the people who saw the work firsthand

"

"She has a real grasp of the technical tradeoffs behind AI products, not just the buzzwords, which means she asks the right questions early and saves teams from chasing dead ends. Engineers trust her because she understands what's actually hard to build and why."

Chris McCann ↗
Head of Platform Engineering · Paychex
Partnered cross-functionally on AI product roadmap execution.
"

"She helped connect product strategy, governance, legal partnership, organizational readiness, and AI education so teams could approach AI in a more thoughtful and practical way. What stands out most about Jen is her ability to connect product thinking with engineering realities — she understood how AI could show up in customer-facing products, while also recognizing what engineering, legal, and governance teams needed in order to move forward with confidence."

Visweshwar Ganesh ↗
Enterprise AI Platform Leader · Paychex
Worked together through Paychex's early AI adoption, including governance and AI platform buildout.
"

"She made connections for me, drew lines between things I was already exploring, and helped me see a path I wouldn't have found as quickly on my own. I'm now a Product Owner in the AI space, and that trajectory has Jen's fingerprints on it."

Brenton Dalgliesh ↗
AI Product Owner · Paychex
Mentored his transition from an HR background into an AI Product Owner role.
"

"Jen has a unique ability to bring diverse stakeholders together to solve complex challenges. Whether working through content governance, knowledge strategy, AI-enabled experiences, or project planning, Jen is always focused on delivering solutions that are both impactful and sustainable."

Ashley (Emig) Battaglia ↗
Senior Project Manager, 401k · Paychex
Collaborated cross-functionally during GenAI chatbot platform migration.
"

"She was a trusted partner who navigated complex cross-functional work with ease. As her work expanded into AI enablement, governance, and Product Operations, it was clear she had a talent for balancing innovation with thoughtful operational discipline and stakeholder alignment."

Julie Caron-Ulgen ↗
Service Readiness Manager · Paychex
Partnered across Operational Readiness and Product Operations.
"

"What Jen loves most is process improvement, and she has a remarkable gift for transforming complex concepts into digestible insights. She makes people feel comfortable while learning, creating an environment where knowledge-sharing is both effective and enjoyable."

Gabriella Mantrow ↗
Product Operations Manager · Paychex
Partnered on an early chatbot assistant build, later joined the same Product Operations team.

Contact—let's talk about your next AI initiative

Connect on LinkedIn
linkedin.com/in/jenniferfeiock
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