Chief of Staff, Office of CTO

Beacon Software • San Francisco, CA

3d

About The Position

Beacon is unlike most product companies. Where others start with a single core product and expand into adjacencies over time, portfolio diversity is a Day 0 reality for the organization. Every product and team across the portfolio operates differently. The CTO’s internal "customers" range from portfolio company (portco) engineering teams and pod leaders to the deal team. Because of this multi-faceted structure, there is a constant stream of deeply technical, high-impact work that no single pod or portco owns. The complexity lies in the sheer heterogeneity: no two problems are the same, and they compound rapidly as new businesses are acquired and integrated. Today, this work either lands directly on the CTO or does not happen. A technical Chief of Staff who can jump seamlessly in and out of unfamiliar codebases, architectures, and cross-functional teams closes that gap. The right candidate will increase overall leverage by an order of magnitude which is the baseline expectation for this role.

Requirements

• Ideally a former founder (3–4 years out of school, YC or equivalent accelerator background preferred).
• AI-Native Builder: Builds with agents and modern AI-assisted tools by default, not as an afterthought.
• Hands-On & Versatile: Proven track record of building and shipping full-stack products end-to-end.
• Comfortable diving into unfamiliar stacks and reading code quickly.
• Exceptional written and verbal communication skills; capable of writing technical blogs and communicating complex systems to non-technical stakeholders.
• Extreme hustle, high adaptability, and strong systems thinking.
• This is an elite technical execution role, not a project management or administrative EA position.

Responsibilities

• Work directly with the CTO and embed with portcos during critical inflection points, serving as the eyes, ears, and hands on the ground to ensure critical launches and migrations land smoothly.
• Scale modern AI workflows (agentic coding, support deflection, inline AI features) across 30+ small, lean engineering teams.
• Help evaluate which portfolio products are durable vs. exposed to AI disruption.
• Own the technical workstream post-LOI for tech M&A diligence, including running tech overview sessions, auditing target architectures, reviewing codebases, analyzing infrastructure costs, and writing the technical debt POV.
• Carry diligence findings post-close to ensure remediation actually happens.
• Act as the connective tissue between engineering and deal, ops, finance, and pod leaders.
• Serve as a face for Beacon in the San Francisco tech and founder scene through technical blog posts, architectural deep dives, and meetup talks.
• Parachute into stalled migrations, outages, unexpected departures, or vendor renegotiations.
• Keep the CTO's operating cadence tight by prepping and following through for pod tech reviews, IC materials, key tech KPIs (uptime, infra costs, velocity), and senior hiring loops.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed