Chief of Staff to the CTO

About Blitzy Blitzy is a Cambridge, MA based AI software development platform on a mission to revolutionize the software development life cycle by autonomously building custom software to unlock the next industrial revolution. We're transforming how enterprises build software, turning enterprise requirements into production-ready code with an agentic software development platform that can autonomously execute 80% of the quantum of software development work. We're backed by multiple tier 1 investors, and have proven success as founders of previous start-ups. Location: 1 Kendall Square, Cambridge, MA (In-person) Compensation: $150,000 – $350,000 + bonus + equity, commensurate with experience   THE ROLE We're looking for a Chief of Staff to the CTO to serve as the strategic operating backbone of our Technology organization. You'll work directly with our CTO to drive clarity, execution, and accountability across engineering and the broader technology function. This role sits at the intersection of strategy, operations, and execution — translating vision into reality through structured thinking, data-driven decision-making, and relentless follow-through. This is not a purely operational role, and it is not a role where technical depth is a nice-to-have. We're specifically looking for engineering leaders — people who have run engineering teams, owned architecture and roadmap decisions, and shipped product — who now want to apply that judgment to company-wide strategy and operations rather than day-to-day team management. You should be able to walk into an architecture review or a technical roadmap debate and hold your own as a peer, not just translate what others decide. If you're not technical enough to do that, this isn't the right seat. You'll own the CTO's operating rhythm, lead cross-functional strategic initiatives, and tackle the most complex, ambiguous problems that don't have clear owners. This isn't a traditional Chief of Staff role focused on calendar management — you'll be a strategic operator who builds systems, drives decisions, and accelerates the CTO's impact as we scale from Series A toward Series B and beyond. This role is ideal for a technical leader — someone who has spent several years running engineering teams as a Director of Engineering, Senior Engineering Manager, or similar — who is looking to move from managing a single function to operating across the whole business. You'll thrive here if you want less time in 1:1s and sprint planning and more time on strategy, structure, and cross-functional execution, without giving up the technical credibility that got you here. You should also thrive at creating structure, excel at communication, and be able to navigate the controlled chaos of hypergrowth. WHAT SUCCESS LOOKS LIKE - You establish and run the CTO's operating rhythm including leadership meetings, quarterly planning, goal tracking, and cross-team alignment run like clockwork. - You create visibility into the business through dashboards and metrics that drive better, faster decisions. - You eliminate friction between teams, ensuring GTM and Engineering are coordinated with clear reporting and workstreams. - You execute high-stakes strategic projects — market analysis, pricing strategy, investor materials, operational improvements — at both high quality and high speed. - You multiply the CTO's effectiveness by managing cross-functional complexity and removing blockers. - You make the technology organization more process oriented, data-driven, and scalable as we grow. - You serve as a real technical sounding board for the CTO — fluent in architecture, engineering tradeoffs, and technical roadmaps because you've owned them yourself, not just studied them — able to translate them for the business and hold your own in technical conversations. - You become the CTO's go-to person for “how do we actually get this done?” across the company. - Build formal KPIs for the teams and proliferate positive work culture. AREAS OF OWNERSHIP STRATEGIC OPERATIONS & CTO CADENCE - Design and run the CTO's operating rhythm: weekly exec meetings, quarterly business reviews, OKR planning cycles. - Build dashboards and reporting frameworks that give the CTO real-time visibility into engineering and business performance. - Identify process gaps, remove bottlenecks and operational inefficiencies, implementing improvements that drive clarity and speed. - Own the CTO's project tracking and decision-making infrastructure. - Oversee recruiting efforts and define roles and clear objectives. TECHNICAL PARTNERSHIP & ENGINEERING FLUENCY - Partner directly with engineering leads to understand system architecture, technical roadmaps, and key technical tradeoffs — as someone who has done this work, not someone learning it on the job. - Participate in technical planning and review sessions as a substantive contributor, not just an observer, to stay fluent in the CTO's technical priorities and decisions. - Translate complex technical concepts into clear business narratives for investors, customers, and leadership. - Support evaluation of technical hires, vendors, and tools from an informed, technically credible perspective. CROSS-FUNCTIONAL PROGRAM MANAGEMENT - Lead complex, multi-stakeholder initiatives that span departments and require tight coordination with the CTO's office. - Manage major internal projects from conception through execution and measurement. - Track and communicate progress, risks, blockers, and key decisions across the organization. - Ensure nothing critical falls through the cracks. GTM & REVENUE OPERATIONS SUPPORT - Partner with revenue leadership on pipeline analysis, forecasting, and performance metrics on the CTO's behalf. - Support creation of enterprise proposals, commercial packages, and strategic sales collateral. - Coordinate customer-facing strategic initiatives including POCs, pilots, and enterprise expansions. - Help translate the CTO's technical vision into compelling business value for enterprise buyers. - Communicate the ongoing and future plans for product development and introducing competitive features. BUSINESS INSIGHTS & STRATEGIC ANALYSIS - Conduct operational, financial, market, and competitive analyses to inform the CTO's strategy. - Build structured memos, decision documents, and frameworks for CTO and leadership discussions. - Prepare Board-level materials and investor updates alongside the CTO, Finance, and Operations. - Synthesize complex information into clear recommendations for the CTO. SPECIAL PROJECTS & STRATEGIC INITIATIVES - Own time-sensitive, strategically critical workstreams as the company scales. - Lead ambiguous, undefined projects that need structure and execution. - Stand up new workflows, systems or processes where gaps exist. REQUIRED EXPERIENCE - 5+ years in engineering leadership — e.g., Director of Engineering, Senior Engineering Manager, or VP of Engineering — with direct ownership of architecture decisions, technical roadmaps, and engineering teams. - A genuine, deliberate move toward strategy and operations — you're looking to trade a portion of people-management scope for broader, company-level impact. This is a career pivot, not a lateral move into a familiar Chief-of-Staff track. - Degree in Computer Science, Engineering, or equivalent hands-on technical background — enough to run a substantive technical conversation, not just follow one. - Comfort reading and reasoning about system architecture, technical documentation, and engineering roadmaps. - Exceptional analytical skills with ability to structure complex problems and synthesize insights. - Outstanding written and verbal communication — you can distill complex topics for any audience. - Proven track record of managing cross-functional projects in fast-moving environments. - Strong business acumen with understanding of SaaS business models and enterprise sales. - Demonstrated ability to create structure and clarity in high-ambiguity situations. - Comfortable with data analysis and building dashboards/reporting frameworks. - Experience working directly with C-level executives and Board members. WHAT MAKES YOU STAND OUT - MBA from a top-tier program. - Former Director of Engineering, VP of Engineering, or Senior Engineering Manager looking to broaden your scope beyond team management into company-wide strategy and operations — this is the profile we're most excited about. - Experience at a Series A–C stage company during hypergrowth in AI/ML. - Deep understanding of enterprise software end-to-end development, solving customer facing issues, sales cycles and go-to-market strategy. - Track record of driving operational improvements that resulted in measurable business impact. - Experience building and scaling operating systems from the ground up. - Previous Chief of Staff or similar strategic operating role at a startup, ideally supporting a CTO or engineering leader — a plus, but secondary to hands-on engineering leadership experience. WHAT MAKES THIS ROLE DIFFERENT Unlike traditional Chief of Staff roles that focus on executive support, you'll be: - Building systems: Creating the operating infrastructure that enables the CTO's organization to scale. - Driving strategy: Leading critical strategic initiatives, not just tracking others' work. - Partnering technically: Bringing real hands-on engineering leadership experience — not depth you're building on the job — to be a true thought partner to the CTO on engineering strategy and hard technical tradeoffs. - Access to the most innovative culture and venture partners. - Operating cross-functionally: Working directly with GTM, Product, Engineering, and Finance leaders on the CTO's behalf. - Solving ambiguity: Tackling the hardest, most undefined problems in the company. - Influencing direction: Your analyses and recommendations directly shape the CTO's strategy. - Scaling with us: Clear path to VP of Strategy & Operations or similar leadership role. OUR CULTURE Who we are: Led by two pioneering co-founders we are one of the fastest growing companies in the U.S., creating our own category of enterprise autonomous software development. We automate thousands of hours of software development for our customers, which includes strong representation within the Fortune 500. How we work: - We move Blitzy Fast: Time is both our company's and our clients' most precious asset. We move quickly and decisively to innovate internally and deliver exceptional software externally. - Championship Mindset: We operate like a professional sports team. We win as a team by holding ourselves and each other to high standards, collaborating in-person, and remaining focused on the mission. - Passion for Invention: We're pushing the frontier of what's possible, requiring constant innovation and iteration. - We Work for the Customer: We focus on delivering outsized value to the customers we work with and expanding those relationships into deep, meaningful partnerships. - We believe in being 'everyday athletes'—taking care of ourselves so we can bring our best minds to work. We promote great sleep, movement, and restorative activities for optimal mental performance. It makes for a happier and more productive team. Blitzy is an equal opportunity employer committed to building a diverse and inclusive team. We believe different perspectives make us stronger.