How to RaidGuild - Field Experience from the Edge

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June Cohort Fireside Chats (Sara Brown)

Sara Brown joined the June cohort fireside to discuss how AI is being used in digital advertising and programmatic campaign work. The conversation covered AI-assisted targeting, reporting, and cost-efficiency tools across DSPs such as The Trade Desk and Amazon, along with day-to-day uses of Claude and Microsoft Copilot. Sara and Dekan also discussed barriers to broader automation, including first-party data security, walled-garden ad platforms, and the need for human oversight in campaign quality assurance and brand storytelling.

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June Cohort Fireside Chats (Travis McCutcheon)

Travis McCutcheon joined the June cohort fireside to discuss AI workflows, forward-deployed development, and team coordination around agentic tools. The session covered his work with Syncrobe and a recent client engagement that connected an MCP server to Microsoft 365 systems such as OneDrive, Outlook, and SharePoint to support custom workflows and skills. The group also discussed why companies need cleaner data, files, processes, usage cycles, and success metrics before AI agents can reliably improve day-to-day work.

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June Cohort Fireside Chats (Graven Prest)

Graven Prest joined the June cohort fireside to discuss how AI is changing product management, builder relations, and public-goods software work. The conversation covered his work around public goods, open source, radical markets, Superfluid-powered funding flows, Flow State, and an Octant protocol-focused role supporting builders. Graven described AI as increasing the speed and ambition of small teams, while shifting bottlenecks toward testing, documentation, business-logic validation, scope control, product judgment, and production readiness.

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June Cohort Fireside Chats (Jake Winckowski)

Jake Winckowski joined the June cohort fireside to discuss AI-augmented customer experience work at HackerOne. The conversation covered how increased AI-driven activity has changed support ticket volume, and how Jake built an internal Slack-based workflow with Claude Code to pull in tickets, suggest responses from historical context, and let support agents approve, edit, escalate, or resolve them. The group also discussed keeping humans in the loop for trust, security, payment, mediation, and technical troubleshooting while the team improves confidence scoring, data access, reporting, and agent-assisted support workflows.

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June Cohort Fireside Chats (0xHunter)

0xHunter joined the June cohort fireside to discuss AI-enabled consulting workflows, self-hosted software strategy, and context sharing across teams and clients. He described Datalist Consulting's work building custom software, training, integrations, and technical consulting for medium-sized businesses, with a thesis that cheaper custom software can let smaller companies own more of their infrastructure. The conversation also covered Hunter's Codex-heavy workflow, build-versus-open-source decisions for internal tools, frontend QA concerns, and the still-unsolved challenge of sharing scoped AI context without copying isolated agent chats by hand.

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June Cohort Fireside Chats (Victor Ginelli)

Victor Ginelli joined the June cohort fireside to discuss how AI-assisted development is changing developer workflows and team collaboration. The conversation covered his move from skepticism to daily use of tools such as Codex, Claude, Cursor-style workflows, terminal tooling, and mobile prompting, with developers shifting toward specifying work, managing AI agents, reviewing output, and building CLIs or wrappers for repeatable tasks. The group also discussed limits around planning, infrastructure, deployment, maintenance, governance, and human review, plus how small teams may collaborate more through shared specs, internal tools, and agent-ready interfaces.

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When Execution Gets Cheap, Taste Gets Expensive

A field note from Kerp’s cohort fireside on how cheap prototypes, decks, apps, and workflows move scarce work toward taste, sequencing, judgment, and distribution.

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Proxy Collapse Came For The Reflection Paper

A field note from Kerp’s cohort fireside on how AI weakens reflection papers as a proxy for understanding, and why assessment has to move closer to live explanation.

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Open Source Security After the Bug-Finding Boom

A short fireside-derived opinion piece on why AI-assisted vulnerability discovery may strengthen open source security when paired with shared review, repair, and verification loops.

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Agentic Coding Works Better as a Doer/Reviewer Pipeline

In Spencer Graham's fireside, the practical AI takeaway was not a magic prompt or a single all-purpose coding agent. It was a process: coordinate, plan, review, implement, review again, then run final checks.

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The Atomized Developer

Spencer Graham joined RaidGuild for a fireside on personal CRM systems, agentic coding workflows, and the risk that private agent loops can thin shared context.

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Kicking Off Fireside Chat Month: Field Notes From The Edge

Field Notes From The Edge