Founding Strategy and Operations Generalist

Jobtailor; San Francisco (CA); On-site; USD 120,000 - 180,000; Full time

Job summary

Jobtailor in San Francisco is seeking its first strategy and operations hire to report to the CEO. You will own hiring strategy, attract and close top talent, and build AI tools to automate the recruiting process as the company scales.

The role requires 2–4 years from elite consulting, finance, or fast‑paced startups, high agency, curiosity, and exceptional people skills. You’ll expand into sales, product, finance, and pricing over time to meet evolving business needs.

Qualifications

• 2–4 years out of school in consulting, finance, or operating role at a fast-paced startup.
• High agency: able to act independently and drive outcomes.
• Curiosity: quick learner and able to understand business dynamics.
• Exceptional interpersonal skills and ability to leave positive impressions.
• Fluent with AI tools and demonstrated AI use.
• Willing to work four days a week in San Francisco office.

Responsibilities

• Serve as the company's first strategy and operations hire, reporting to the CEO.
• Own hiring strategy, including targeting, attracting, evaluating, and closing top talent.
• Build AI tools and agents to automate as much of the hiring process as possible.
• Expand into sales, product, finance, people, and pricing models over time based on business needs and candidate interests.
• Tackle the company's most critical challenges as they emerge.

Skills

Hiring strategy

AI tools

Consulting experience

Interpersonal skills

Curiosity

On-site SF four days

Tools

AI Tools

Recruitment Automation Tools

Job description

• Serve as the company's first strategy and operations hire, reporting to the CEO
• Own hiring strategy, including targeting, attracting, evaluating, and closing top talent
• Build AI tools and agents to automate as much of the hiring process as possible
• Expand over time into sales, product, finance, people, new revenue motions, and pricing models based on business needs and candidate interests
• Tackle the company's most critical challenges as they emerge

Requirements

• 2-4 years out of school, spent at a top consulting firm, in finance, or in an operating role at a fast-paced, venture-backed startup
• Hungry and high-agency: candidates who don't wait for instructions, see what needs to happen, figure out how to do it, and make it happen
• Intellectually curious and fast to learn: candidates want to understand how a business works and can pick up new domains quickly
• Exceptional with people: every interaction should leave others thinking favorably about the company, whether they are hired or not
• Genuinely fluent with AI tools: not just enthusiastic, but using them daily and having built something with AI yourself
• Excited about working four days a week in office in San Francisco

Core Competencies

Demonstrates expertise in hiring strategy and operations, with a strong focus on leveraging AI tools to enhance recruitment processes. Capable of addressing critical business challenges and adapting to evolving company needs across various functions.

Highest-signal resume keywords

• Hiring Strategy Development
• AI Tools Proficiency
• Consulting Experience
• Fast-Paced Startup Experience
• Exceptional Interpersonal Skills

Soft Skills

• Intellectual Curiosity
• High Agency
• Adaptability

Industry Keywords

• Venture-Backed Startup
• Consulting
• Finance
• Operations

Tools & Technologies

• AI Tools
• Recruitment Automation Tools