Leland+ for AI for Data & Analytics

Analyzing Your Robinhood Investments with AI [6/2/2026] (Recording)

In this session, you will learn how to use AI tools to interpret your Robinhood portfolio data, identify patterns in your trading behavior, and surface insights that are difficult to spot through manual review. We will walk through how to prompt AI models to analyze your holdings, evaluate risk concentration, and translate raw transaction history into actionable observations about your investment habits. This coach works with data and investment analysis daily, and this session reflects how they actually approach using AI as a practical tool, not a theoretical one.

Claude Essentials for Engineers [5/19/2026] (Recording)

Most engineers use Claude like a smarter autocomplete. Type a prompt, read the answer, type again. That's not a workflow — that's just waiting. In this 45-minute live session, I'll show you exactly how I've configured Claude to work in the background while I keep shipping. You'll see my real setup: Git worktrees running parallel agents on separate branches, async notifications that ping me when Claude's done, skills that produce production-quality output every time, and a CLAUDE.md that gives Claude deep context on my codebase without me repeating myself. WHAT YOU'LL WALK AWAY WITH → Git worktrees set up so you can run multiple Claude agents simultaneously without branch chaos → An async notification workflow that frees you from watching progress bars → A reusable skill you can use to get consistent, high-quality output on repeat tasks → A CLAUDE.md file structure that makes Claude immediately useful in any project WHO THIS IS FOR This session is built for engineers at all levels — whether you've never heard of CLAUDE.md or you're already using Claude daily and want to go deeper. Non-technical founders who work alongside engineering teams will also find the workflow principles directly applicable. WHAT MAKES THIS DIFFERENT Everything in this session comes from shipping real projects with Claude. No theory, no slides full of bullet points. I'll be live in my actual environment, showing the tools and configs I use every day. You'll leave with things you can set up in under 30 minutes — and that will still be working for you months from now.

Home for Ambition #2 — Weekly Live Show [3/25/2026] (Recording)

Home for Ambition is a weekly live show, by Leland, for people trying to stay ahead as work, learning, and opportunity keep changing. Each episode tackles a handful of timely, high-signal topics across AI, careers, education, and the future of work. We expect thoughtful debate, unique perspectives, and practical takeaways you can actually use. It is not a typical interview show or a generic news recap. It is a live roundtable built to help ambitious people make sense of what is changing, understand what matters, and leave with a sharper point of view on how to navigate what comes next.

Identifying Key Metrics using AI for Data and Analytics [4/30/2026] (Recording)

Identifying the right metrics is one of the hardest parts of data and analytics, and AI is starting to change how quickly and effectively teams can do it. This session is for professionals who want to use AI to surface, prioritize, and refine the metrics that actually drive decisions. You’ll learn how to leverage AI to identify high-impact KPIs, connect metrics to business outcomes, and avoid common pitfalls that lead to noisy or misleading analysis. Join live to ask questions about your own data challenges and see how an experienced data scientist approaches metric selection in real workflows. The speaker is a current data scientist and engineer at Accenture who regularly works with teams on analytics and AI implementation. They’ll share the patterns they see across strong metric frameworks and the kinds of insights typically discussed in 1:1 working sessions.