Builders are Evolving: Lessons from the AI Frontlines
- Jessica Hall

- Oct 2
- 3 min read
AI urgency, and economic uncertainty are making teams and leaders adapt fast. This talk for Agile New England explores how AI is reshaping not just our tools, but our teams, workflows, and what it means to lead. Thank you for having me.
What’s Changing
The macro environment is shifting. High interest rates, layoffs, and restructuring are putting pressure on teams to do more with less.Inside organizations, AI is becoming a teammate, not just a tool.
Roles are evolving, and what’s valuable is changing. It’s not just about building, but about defining, validating, and collaborating with machines.
The “ICEO” (AI-powered CEO) is emerging. Leaders are becoming more hands-on, often diving into the technical details to make sure AI work gets done right.
What Makes a Good AI Use Case
A strong use case delivers real value to the business and customer.
It uses unique data, starts with a measurable baseline, and solves problems that can only be addressed with AI.
If traditional software can do the job, or if the task requires absolute precision, it’s probably not a good fit.
How We Build at OpsCanvas
We use AI to eliminate cloud waste, improve visibility, and orchestrate smarter infrastructure decisions. Here’s what we’ve learned:
AI agents are powerful but need scoped, precise prompts
Productivity can jump 2–3x, but validation still takes time
Small, clear requests work better than broad prompts
Human-in-the-loop review is essential
The New Must Have for a PM: Evals
Product managers now need to be skilled in evaluating AI performance.
This means measuring outputs for bias, accuracy, and value. Monitoring and feedback loops are essential to ensure AI remains consistent, safe, and useful over time.
The AI Builder Playbook
Start with strategy. Define value clearly for both the business and the customer.
Validate the use case.
Make sure you have the data, a measurable baseline, and a clear picture of what success looks like.
Prototype and test. Use scrappy methods like mockups or light models to test quickly and learn fast.
Always keep humans in the loop and design for learning, not perfection.
Key takeaway
AI won’t replace your team. But teams that use AI well will replace those that don’t.
Email jess@hallwaystudio.com or book a call if you want me to talk to your team.
Slides
Worksheet
Citations
The future of Jobs Report 2025 (World Economic Forum)
How we restructured Airtable’s entire org for AI | Howie Liu (Lenny's Podcast)
LinkedIn posts on faster time to exploit
AI Assisted Coding Security Risks from Bay Tech Consulting
AI Fluency (Antropic)
AI for Everyone (Coursera)
AI Transformation Playbook (Andrew Ng)
Working Backwards: Insights, Stories, and Secrets from Inside Amazon (Colin Bryar and Bill Car)
The Flywheel Effect (Jim Collins)
Resources
Introduction to ML and AI - MFML Part 1 (Cassie Kozyrkov)
Advice for finding AI use cases (Cassie Kozyrkov)
7 Reasons Why Most AI Projects Never Make It to Production (Jan Van Looy)
Your AI Product Needs Evals (Hamel Husain)
LLM Evaluation: Everything You Need To Run, Benchmark LLM Evals (Aparana Dhinkakaran and Ilya Reznik on Arize)
All about LLM Evals (Christmas Carol on Medium)
The definitive guide to AI / ML monitoring (Mona Labs)
Tech at Work: What GenAI Means for Companies Right Now (HBR IdeaCast featuring Ethan Mollick)



