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How AI is changing Software Engineering: A Conversation with Gergely Orosz, @pragmaticengineer
Apr 21, 2026 · 26:42
Gergely Orosz explains how AI is reshaping software engineering, from token maxing at Meta, Microsoft, and Salesforce—where engineers use AI tools to inflate token counts out of fear of layoffs and performance reviews—to the broader shift in the engineer's role toward orchestrating agents rather than managing people. He notes that big tech companies like Uber, Airbnb, and Shopify are building custom internal AI infra (MCP gateways, coding agents) to stay ahead, even tolerating high churn for a six-month competitive edge. Shopify secured GitHub Copilot a year early by offering feedback from 3,000 engineers. Gergely also shares how The Pragmatic Engineer hit product-market fit: 100 paid subscribers before publishing, reaching 1,000 in six weeks, and becoming the #1 paid tech newsletter by focusing on two deep-dive articles per week for two years.

Taste & Craft: A Conversation with Tuomas Artman, CTO Linear & Gergely Orosz, @pragmaticengineer
Apr 21, 2026 · 29:17
Tuomas Artman, CTO of Linear, warns that AI's ability to instantly ship features risks creating convoluted, low-quality software, arguing that taste and design must guide development. He explains Linear's culture of deliberate product decisions, including a 'zero bug policy' where bugs are fixed within hours, and 'Quality Wednesdays' where engineers find and fix one minute detail each week—resulting in over 2,500 quality fixes. Artman notes that AI lacks human 'taste' and cannot feel user experience nuances like animation timing. He predicts all software engineers will become product engineers, needing to focus on customer needs and UX, and advises aspiring product engineers to build for themselves, talk to customers, and study Apple's Human Interface Guidelines.

Shipping AI That Works: An Evaluation Framework for PMs – Aman Khan, Arize
Dec 26, 2025 · 1:26:16
Aman Khan, AI PM at Arize, presents a framework for product managers to evaluate LLM-powered products beyond gut-feel 'vibe checks.' He demonstrates building an AI trip planner with multi-agent LangGraph, then using Arize's tracing and prompt playground to iterate on prompts. Khan shows how to create datasets from production traces, run A/B experiments on prompts, and use LLM-as-a-judge evals for friendliness and discount offers, comparing against human labels to refine evaluators. He argues evals are the new requirements docs, enabling PMs to own the product experience by writing acceptance criteria as eval datasets. The talk covers building eval teams, handling variance with temperature settings, and continuously improving golden datasets with hard examples, citing real-world analogies from self-driving cars at Cruise.

Insights on Building AI Teams — Heath Black, SignalFire
Apr 15, 2025 · 20:30
Heath Black, Managing Director of Product at SignalFire, uses Beacon platform data to guide AI team building, arguing that credentialism is declining—only 7% of AI engineers had PhDs in 2023 versus 16% in 2015—and that work experience now outweighs education. He shows AI talent concentrates in San Francisco (35% of AI engineers), Seattle (22%), and New York (10%), and that tracking retention rates (e.g., Anthropic at 66% four-year retention vs. Perplexity at 43%) helps time outreach. Black advises hiring based on a candidate's body of work, removing academic requirements from postings, and understanding generational job-hopping (27% of Gen Z left jobs in 2023). He warns against relying solely on salary and equity, as AI engineers command 5% salary and 10–20% equity premiums, and recommends narratives centered on mission, speed, and collaborative teams. The talk emphasizes using data to filter, locate, time, and close hires effectively.
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