Togetherwork
SaaS
ChiefofStaff
Neural analysis suggests this role is
optimal for Director candidates.
“Chief of Staff at Togetherwork. Skills: Accountability management, Executive operations, AI fluency. Design and own ELT meeting cadence. Drive CEO OKR execution”
Industry & Context.
What They're Looking For.
Must Have
5+ years progressive experience, Held senior leaders accountable, Driven executive priorities autonomously, Applied AI tools in actual work, Speak to business financials with confidence, Demonstrated ability to influence
Nice to Have
Built board or investor materials, Operated in PE-backed environment, Built or deployed AI agent, Prior Chief of Staff experience, Prior BizOps lead experience, Prior Executive Operations role
What You'll Do.
Design and own ELT meeting cadence
Drive CEO OKR execution
Keep ELT aligned on priorities
Surface risk before it compounds
Own ELT OKR alignment
Hold senior leaders accountable
Drive pre-meeting alignment
Own the preparation calendar
Coordinate across functions
Ensure materials reflect narrative
Identify and resolve misalignment
Own the ELT decision log
Ensure decisions are communicated
Surface OKR conflicts
Apply AI tools and automation
Streamline executive operations
Streamline board prep
Streamline meeting synthesis
Streamline follow-through tracking
Bring relevant tools to ELT
Use AI to compress timelines
How You'll Work.
Team & Collaboration
Cross-functional coordination; ELT workstreams
Communication Scope
Executive-quality materials
Full Job Description
Chief of Staff Location: Austin, TX (Hybrid required 3 days per week) Reports To: CEO Compensation: Competitive base + bonus + benefits The Opportunity: Togetherwork is a 700-person, PE-backed vertical SaaS company running 30+ platforms across recreation, nonprofit, and community management markets. We are three years into a value creation cycle with a defined exit horizon - and we move fast. The leadership team is experienced and execution-oriented. What they need is a Director, Chief of Staff who will serve as the operating partner to the CEO: owning the executive rhythm, holding senior leaders accountable, and making sure the right decisions get made and followed through on. This is a high-access, high-accountability seat that is visible at the board level. For the right operator, it is one of the best roles in a PE-backed SaaS company. What This Role Is Not: We want to be direct. This is not: A transformation strategist A mini-COO A strategy consultant An executive assistant - even a highly capable one And critically: this is not a role that manages up only. Lateral accountability to ELT, SVPs, and VPs is core to the job. Who We're Looking For: You have driven accountability across senior leaders - not just flagged issues upward, but actually closed the loop. You set the agenda, track commitments, and ensure follow-through without needing the CEO to intervene. You have organizational presence, a low ego, and an instinct to make everyone around you more effective. You also build things. You don't wait to be handed an AI tool - you bring new capability to the team and actively use automation to compress timelines and eliminate manual work. You stay current, and it shows in the quality of your output. Must-Have Qualifications: Candidates who cannot demonstrate the following are screened out: 5+ years of progressive experience in Chief of Staff, BizOps, or executive operations roles Has held senior leaders accountable to commitments in a structured, visible way -
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