Jess Ingrassellino

Engineering Leader

Educator

Musician

Writer

Jess Ingrassellino
Jess Ingrassellino
Jess Ingrassellino
Jess Ingrassellino
Jess Ingrassellino

Engineering Leader

Educator

Musician

Writer

Generative AI / Prompt Engineering Projects

I am fascinated by the potential of AI, and have been since it first became available to the public (more of my thoughts on that here). I enjoy having AI tools to help me refine research problems, investigate technical solutions, and organize project implementations. The projects here showcase some of the ways I’ve used generative AI (chatGPT, Claude) to:

  • Streamline product ideation and development

  • Enhance and document engineering leadership practices

  • Create engaging educational and artistic content

Practice Tracker

Product Development 

AI-assisted Product Development & Technical Architecture
For this project (in progress), I generated prompts in ChatGPT to co-author the full product requirements, technical design, and documentation for a music practice tracking app deployed in the cloud.

  • Suggested the tech stack (Backend: Python/Django, MongoDB + AWS S3 | Frontend: HTML/CSS/JS) and developed success metrics and roadmap for multiple phases of product development.

  • Generated chat prompts to simulate user personas and surface potential gaps in the MVP of the app, based on the potential users and their needs.

  • Project summary & github coming soon!

Masqued Violin

Creative Scripting, Historical Research, & Music Integration
As a violinist and performing artist working solo, I generate chat prompts to assist with research on musicians and artists. I frequently ask for reflection questions and suggestions to guide further research, which I conduct both with, and independently of, AI. 

  • Historical research on figures like Lili Boulanger and Franz Schubert

  • Organizing educational materials in a logical manner

  • Artistic improvisation prompts for mask and music creation

  • TikTok | Youtube

Engineering Leadership

Technical Writing & Management Frameworks with AI Assistance
Created a 12-part blog series for engineering managers with AI support for:

  • Grammar, usage, and mechanics editing

  • Generate reflection questions to inspire my writing and thinking
  • Refine course offerings and use prompts to frame critical questions in the Jazz Leadership Framework

ADHD-Friendly Personal Productivity System

Workflow Design Using AI, Zapier, and Notion
I have struggled with defining useful work organization as someone with ADHD. ChatGPT helped me develop personalized systems of organization for my iPad, as well as automations to streamline my workflow and assist me in completing tasks.

  • Combined AI + automation to reduce overwhelm and increase follow-through

  • Integrated calendar, reminder, and visual planning tools

  • Explore my system: walkthrough coming soon!

Tools & Techniques

  • ChatGPT / GPT-4 / Claude – Research, ideation, scripting, documentation
  • Zapier + Notion AI – Workflow automation, visual planning
  • Google Workspace + WordPress – Integration for content publishing and collaboration 
  • Python + AWS – Used in tandem with AI to scope and simulate real-world builds