Togetherwork

SaaS

ChiefofStaff

$185–275k ~AI est. Austin, Texas, United States Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Director candidates.

The Brief

“Chief of Staff at Togetherwork. Skills: Accountability management, Executive operations, AI fluency. Design and own ELT meeting cadence. Drive CEO OKR execution”

Industry & Context.

SaaS

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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