AI Portfolio

Aaron Bleiweiss

Operations leader who builds AI systems. Career arc: touring musician turned operations leader turned AI builder. 6+ years at Shopify, now shipping production AI for clients and building my own products.

I sit with teams - engineering, product, ops, CS, wherever there's a workflow - understand what they actually do, and figure out where AI fits. Not advising from the outside. Building, shipping, and iterating on real systems I own.

Currently consulting on AI systems for mid-market brands. Open to full-time roles in AI enablement, transformation, and operations leadership.

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Chapter 01

Enabled AI across an enterprise

When Shopify's CEO mandated an AI-first operating model, I didn't wait for a playbook. I started small, proved value, and let adoption pull the work across the org. Each tool built on the last.

While YouWere AwayProof of conceptExecReviewsTeam adoptionProgramBriefsCross-orgMCPDashboardsSelf-serve dataPerfReviewsMulti-agent
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Shopify / Proof of Concept

"While You Were Away" Agent

Catch-up time cut from a full day to 30-60 minutes. Proactive risk follow-ups from day one back.
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Shopify / Team Adoption

Six-Week Executive Reviews

~80% reduction in manual reporting prep across all teams.
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Shopify / Cross-Org Adoption

Program Briefs Agent

Timeline cut from 6-8 weeks to 3-4 weeks.
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Shopify / Self-Serve Data

MCP-Powered Dashboards

Delivery time cut from 3-4 months to 1-2 weeks. Early data influenced roadmap decisions before priorities locked in.
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Shopify / Multi-Agent System

Performance Review Agent

30 hours per cycle down to 5-6 hours. Other leads adopted and customized it.
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The through-line: Start small, prove value, let adoption spread. Treat AI agents as internal products with teams as customers. Measure quality, feed corrections back, improve over time.
~80%
Manual reporting reduced
~50%
Review processes streamlined
5-6 hrs
Down from 30 per cycle
Chapter 02

Built AI for clients

After Shopify, I went independent. First real engagement: a skincare brand drowning in repetitive customer questions and manual clinic management.

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Client engagement / B2B skincare

Multi-Agent Customer Service System

~5 hours saved weekly at 98% lower cost. Non-technical staff run both agents themselves.
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Consulting — Construction Client

AI-Powered Bid Review Agent

15+ hours/week saved. Team shifted from doing analysis to validating it.
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Chapter 03

Built my own products

Client work proved I could ship production AI for someone else. Next: building products I own, where I'm the user, the designer, and the operator.

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Solo product / Music discovery SaaS

reDiscover

Live. Paying users.
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Solo product / AI-powered job search

Signal

Live. In beta with early users.
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Chapter 04

Went deeper

I'd shipped production AI across enterprise, client, and personal contexts. But I knew there were gaps. At Shopify, I'd consumed MCP servers (Looker, Salesforce, GitHub, Figma) but never built one. I'd built individual agents but never orchestrated multiple agents with genuinely different jobs working as a pipeline.

So I mapped the skills I wanted to develop and applied each one to real work. Not tutorials. Not demos. Real systems running in production right now.

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Skill: MCP Server as Producer

Foundation Server

Every session makes the next one better.
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Skill: Multi-Agent Orchestration

KB Quality Agent

Fully automated weekly scans. Staff review through the admin dashboard they already use.
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Skill: Adversarial Multi-Agent Code Review

Ralph-Lisa Loop

All 91 findings remediated across reDiscover and Signal. Both codebases production-hardened.
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Now it compounds
The Foundation Server isn't just another project. It's the layer underneath everything else. Lessons from one project surface when they're relevant in another. The KB Quality Agent proved the architecture is portable. One system. Every session makes it smarter. Every project feeds the next.
Teaching it: Delivered a session on context engineering for my Sidebar AI circle — walking through the evolution from ad-hoc copy-paste to structured context systems. The entire session prep was built in a single sitting from loaded foundation context. The system demonstrating itself.
Principles

What I've learned

Start small, prove value, let adoption spread.
Don't mandate AI adoption. Build one tool, show the results, let demand pull it across the org.
Bring the tool to the user.
If people have to learn your platform, you've already lost. Build around how they already work.
Human-in-the-loop by design.
The propose/review/approve pattern isn't a safety net. It's an architecture choice that builds trust and catches things AI misses.
Model selection by task.
Strongest model where reasoning quality matters. Cheapest model where the task is mechanical. Know which is which.
Not all AI is expensive.
Cheap models can produce high-quality output. Test and try before defaulting to the most powerful option. The right model for the task is often smaller and faster than you'd expect.
Agents that improve over time.
Track edit rates. Feed corrections back. If output quality isn't trending up, the system isn't learning.
The system should compound.
If every session starts from scratch, you're leaving value on the table. Capture what you learn. Make it accessible. Let it build.
Build the second opinion into the system.
Don't trust single-pass output at scale. The adversarial audit runs two AI reviewers against each codebase and surfaces findings neither catches alone. The conversation evaluator checks every chatbot response for grounding and flags issues before customers notice. The KB agent monitors the website and proposes updates when content drifts. The pattern is the same: automate the review, make it structural, don't rely on someone hopefully noticing.
Aaron Bleiweiss / 2026
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