Portfolio — updated 2026

// Jessi Jaramillo

Director of AI Programs, Upstate Caring Partners

Nearly a decade in marketing and program management. Now leading the policy, governance, and operational infrastructure for AI at the largest behavioral healthcare and human-services organization in Central NY.

Portrait of Jessi Jaramillo

The Roadmap

Since joining Upstate Caring Partners as Director of AI Programs, the first phase of work began by establishing a strategy. This three-stage roadmap provides a phased approach: measurable proof of value, establishing governance, infrastructure for scale. It mirrors the strategy leading health systems are converging on for responsible AI adoption.

Stage 1 — IN PROGRESS Stage 2 — IN PROGRESS Stage 3 — UP NEXT
01

Proof of value

Targeted pilots that validate efficiency gains and quality improvements before any wider rollout — the policy assistant, documentation quality, and incident review programs below.

Underway
02

Governance

A consistent, compliant, and transparent governance framework guiding secure, ethical, and responsible AI use across the organization. This includes user policies and operational procedures used to determine how AI projects get selected, evaluated and adhere to compliance.

Underway
03

Scale

The security infrastructure, processes, and data foundation required to move beyond isolated pilots into repeatable, scalable AI workflows.

Near-term goal

Ongoing across all stages

Education & training

Building staff fluency and role-specific development for responsible, effective AI use, drawing on case studies from active pilots.

Monitoring & evaluation

Tracking output quality and performance; findings feed directly into roadmap decisions.

Governance & policy

Maintaining an AI policy and process, anchored in a security and risk mitigation structure built with our cybersecurity team.


NoW in progress

Three pilot use cases are currently running. Rather than scale on early signal, a structured evaluation has been set up. This means observing real usage, regularly validating and collecting feedback and defining metrics that indicate value to establish a sound design of experiments.

01 · Policy
Assistant

Policy chat assistant

A chat-based tool for updating and generating agency policy. It surfaces any compliance gaps and cites appropriate guidelines and law.

Scope: all divisional & program policy, Community Health & Behavioral Services (CHBS)
Piloting. Actively being used by divisional management team.
02 · Documentation Quality

Documentation quality report

An agent that reviews service-note quality for every staff member and individual served, flagging notes that fall short of compliance standards.

Scope: 5 pilot residences, 42 individuals and management staff.
Piloting
03 · Incident Review

Incident review agent

Flags inconsistencies between incident reports and shift documentation, so gaps get caught before they become a safety risk.

Scope: 5 pilot residences, 42 individuals and management staff.
Piloting

Background

The program- and change-management track record this role was built on. A decade of leadership in CRM, lifecycle, and end-to-end campaign programs for consumer tech companies.

2024 — 2025

Research Assistant, AI Exploration Center, SUNY Poly

Built a RAG engine as an M.S. capstone, owning the full lifecycle from architecture to deployment, and acted as product owner across interdisciplinary AI research initiatives.

2022 — 2024

CRM Marketing Manager → Sr. Campaign Manager eBay

Owned 30+ quarterly campaigns as product owner across merchandising, marketing, and product; drove an 11% lift in clickthrough and a 12% lift in seller activation.

2019 — 2022

CRM Engagement Manager, Chegg

Owned retention-funnel optimization and A/B testing roadmap, increasing conversions by 3% and informing lifecycle strategy across product teams.

2016 — 2019

Email Marketing Lead / Sr. Marketing Coordinator, Open English · Online Vacation Center

Ran multilingual lifecycle programs across US and LATAM markets and scaled email production 600% while integrating CRM with sales operations.


Skills

AI & Governance

AI policy & governance RAG systems Prompt engineering LLM integration NLP Compliance review

Program & Ops

Product ownership Change management Agile / Scrum Stakeholder management Design of Experiments

Education & certifications

M.S. Data Science & Analytics
SUNY Polytechnic Institute
2025
B.A. Political Science
Binghamton University
A.S. Business Administration
Morrisville State College
  • Certified Scrum Product Owner®, Scrum Alliance
  • Certified Manufacturing Associate (CMfgA), SME
  • OSHA 10 Certification, RIT