Chief of Staff
About The Position
The company builds Virtual Bid Assistants for commercial glazing and architectural metals contractors. Their software plus services pulls scope out of RFPs, manages RFIs, and generates proposals so estimators stop missing deadlines and start winning the work they actually want. The business is currently at roughly $2M ARR, targeting $5M by the end of 2026 and $30M by the end of 2027. Backed by leading early-stage investors and headquartered in Philadelphia. The company is on the path from ~$2M to $30M ARR over the next twenty-four months. That kind of growth requires a real operating system underneath it. The Chief of Staff will serve as the CEO's partner in building and running that system: the cadence, the back-office, the recruiting pipeline, the investor reporting, and the connective tissue across engineering, sales, and customer success. This is the operator who turns founder velocity into company velocity.
Requirements
- 4 to 8 years of experience with a strong track record of execution
- Exceptional organizational skills with the ability to manage multiple priorities simultaneously
- Builder mentality — focused on creating systems and executing, not over-planning
- Comfortable owning broad operational scope end-to-end in a highly hands-on environment
- Strong written and verbal communication skills with the ability to represent the CEO and company externally
- Fluency with modern AI tooling including Claude, Claude Code, agents, and AI-native workflows
Nice To Haves
- Veteran or prior service background
- Operating experience at an early-stage startup, especially in vertical SaaS or AEC-tech
- MBA from a top-tier program such as Wharton, HBS, or similar institutions
Responsibilities
- Run the operating cadence. Weekly staff meetings, agendas, action tracking, dashboards, and OKRs
- Own the finance and compliance stack. QuickBooks cleanup, payroll, state filings, and coordination with state agencies to ensure proper filings and compliance
- Build SOPs that allow future hires to operate systems independently
- Hire and manage an Executive Assistant and additional administrative support as the company scales
- Design and document the operating system that takes the company from startup stage to a scalable organization
- Codify successful workflows into repeatable processes across the business
- Partner with the CEO on fundraising preparation, including investor updates, KPI tracking, data room management, and Series A narrative development
- Quarterback hiring efforts across the company in partnership with external recruiting firms
- Coordinate candidate screening, scheduling, interview prep, and debrief processes
- Stand up internal tooling, including AI-native operations tooling, dashboards, and internal systems hygiene
- Serve as the connective tissue between engineering, sales, customer success, and the executive team
Benefits
- Base Salary: $150K–$200K
- Equity: early-employee equity grant with significant upside tied to company growth trajectory
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What This Job Offers
Job Type
Full-time
Career Level
Entry Level
Education Level
No Education Listed
