Chief of Staff

🔥 12 minutes ago

🇺🇸 United States – Remote

💵 $3k - $5k / month

⏰ Full Time

🔴 Lead

👩🏽‍✈️ Chief of Staff

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InsideOut

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2015

🎯 Recruiter

🤝 B2B

Recruitment • B2B

InsideOut is a recruiting and placement service that sources, screens, and delivers pre-vetted virtual assistants (VAs) and specialists for small businesses and solopreneurs. They provide a done-for-you hiring process—booking a strategy call, sourcing candidates from strategic regions (Philippines, Latin America, South Africa, Egypt), delivering a curated shortlist within 5–7 business days, and supporting offer negotiations and onboarding. InsideOut emphasizes cost-effective global talent (hourly ranges listed by region), a six-month replacement guarantee, pay-only-when-you-hire pricing (no subscriptions), and ongoing post-hire support. Roles covered include general and executive assistants, sales, operations/HR, marketing and creative, and accounting/bookkeeping, targeting U. S. businesses that want to scale by outsourcing administrative and specialist tasks.

📋 Description

• Act as a proxy for the Owner in meetings • Prepare decision memos for leadership • Own the meeting cadence and filter what reaches the executive desk • Own the company operating rhythm • Build performance dashboards • Find and fix team friction • Systematize undocumented processes • Take end-to-end ownership of high-priority, cross-departmental initiatives • Build business cases for new product lines, tooling migrations, and market expansion • Translate leadership priorities to the team • Surface ground-level realities • Draft internal executive communications • Learn the business end to end and map how work flows and where it stalls • Take over leadership cadences and reporting • Deliver a written assessment of top bottlenecks with actionable recommendations • Own at least two cross-functional projects and show measurable movement

🎯 Requirements

• 3 to 5+ years in ops, consulting, program management, or a similar Chief of Staff/business operations role • Proven ability to finish ambiguous, cross-functional problems without being managed • Fluent English, written and spoken • Ability to turn a messy situation into a crisp, one-page memo • Comfortable building models, reading a P&L, and telling a story with numbers • Sound judgment with confidential executive information • Strongly preferred: experience with multiple business models, distributed teams, and rapid headcount growth • Strongly preferred: hands-on skills with modern operations tools, including CRMs, project management, and automation

🏖️ Benefits

• Direct exposure to executive decision making • A genuine path into senior leadership • High autonomy environment where your work visibly moves the business

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