OpsMill - Chief of Staff
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Requirements
• 2+ years in Chief of Staff, strategy & operations, biz ops, founder associate, consulting, investing, or operational leadership in a high‑growth environment. • Demonstrated ability to structure ambiguous problems and drive execution across product, engineering, GTM, finance, and operations. • Excellent written and verbal communication; able to produce crisp briefs, memos, and executive‑ready materials. • Strong judgment and maturity—knowing when to push, when to facilitate, and when to operate behind the scenes. • Comfort partnering with founders and senior leaders on sensitive, high‑stakes topics; high trust, discretion, and reliability. • Ability to oscillate between strategic thinking and hands‑on execution; exceptional organization and follow‑through. • Business acumen with the ability to quickly grasp technical, product, operational, and commercial topics. • Thrives in a fast‑moving, remote‑first startup environment. • Nice‑to‑Haves • Experience in B2B SaaS, enterprise software, infrastructure, developer tools, or open‑source companies. • Experience running OKRs, operating cadences, and planning cycles. • Exposure to investor relations, board processes, or fundraising. • Direct experience working with founders or senior executives. • Strong analytical and financial fluency; cross‑functional operator in a scaling startup.
Responsibilities
• Operating Rhythm and Execution • Run and improve the operating cadence: leadership meetings, business reviews, planning forums, and follow‑through - ensuring momentum doesn’t stall between teams. • Own OKR discipline across the company: definition, alignment, tracking, review, and escalation; build lightweight systems that surface progress and risks early. • Drive quarterly/annual planning cycles; translate strategy into measurable priorities, sequencing, and execution plans; highlight gaps in ownership or org design. • Strategic Support • Work with the founders on high‑priority strategic initiatives; structuring ambiguous goals into clear plans, milestones, owners and decision points. You will be doing a lot of the analytical and drafting work, the Founders will be providing the judgement and direction. • Prepare concise decision memos, briefings and research summaries; frame options, trade offs and risks clearly so decisions can be made quickly • Own special projects that do not fit neatly into a single function; step into the undefined spaces with speed, structure and follow-through. • Board, Investor and Fundraising • Support board and investor processes; board prep and materials, meeting follow-ups and investors updates • Build and maintain the operational infrastructure of fundraising workstreams; data room management, investor update cadence, and overall process coordination. Whilst this will not be the mainstay of the role initially this will become significant when the time comes relevant • Internal Communication & Culture • Support internal leadership communications and all-hands preparation; clarifying priorities, progress and major decisions to improve alignment without making noise • Help maintain a coherent, high-trust remote culture as the team scales from 25 to 40+ people across multiple time zones. Owning the rituals, rhythms and communications that keep the company aligned and energised.
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