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Head of Business Operations and Strategy

New York, NY

About JobStream

JobStream is revolutionizing talent acquisition through AI-first innovation. Born out of the Innovation Lab and backed by industry experts at Hire Innovations with over 25 years of experience shaping the talent acquisition industry, we're creating an entirely new category in talent technology.

Why join us? We're not just another AI company—we're an AI-first organization with live clients and proven traction. As we enter our next phase of growth focused on go-to-market expansion, innovation remains at the core of everything we do. This is your opportunity to help build the future of talent acquisition from the ground up.

Job Summary

*This position can be hybrid remote in either New York, NY or in Norwalk, CT.*

We're seeking an experienced Head of Business Operations and Strategy to drive our operational excellence and strategic initiatives as we scale. This role is perfect for an industry professional who thrives in fast-paced, high-growth environments and wants to make a significant impact on the future of hiring technology.

You'll be responsible for optimizing our business operations, developing strategic frameworks, and ensuring we execute flawlessly as we accelerate our go-to-market efforts. You’ll be part of the co-founding team, and expected to build an exceptional team around the business. This is a hands-on leadership role where you'll work directly with our executive team to shape company direction and operational processes while maintaining our commitment to customer-centric problem solving and continuous innovation.

Key Responsibilities

Strategic Planning & Execution

  • Develop and execute comprehensive business strategies aligned with our AI-first mission
  • Lead strategic planning processes, including quarterly business reviews and annual planning
  • Identify and evaluate new market opportunities and expansion strategies
  • Partner with leadership to set and track key performance indicators

Customer-Centric Operations

  • Design and implement scalable operational processes that prioritize customer success
  • Establish feedback loops to ensure customer insights drive operational improvements
  • Lead cross-functional initiatives to solve complex customer challenges
  • Champion innovation in service delivery and customer experience

Business Operations

  • Optimize cross-functional workflows between sales, marketing, product, and customer success
  • Establish data-driven decision-making frameworks and reporting structures
  • Lead operational planning for go-to-market initiatives
  • Drive continuous improvement through customer-focused innovation

Financial Operations & Analysis

  • Partner with finance on budgeting, forecasting, and resource allocation
  • Develop financial models to support strategic decisions and growth planning
  • Monitor unit economics and key business metrics
  • Support fundraising efforts with operational due diligence and planning

Team Leadership & Development

  • Build and lead a high-performing operations team
  • Establish centers of excellence for key operational functions
  • Drive cross-functional collaboration and communication
  • Mentor team members and contribute to company culture

What You Bring

Experience & Background

  • 8+ years in business operations, strategy, or consulting roles
  • You thrive in learning and innovative environments blending deep focus on what matters most, while creating space for agility
  • 2nd or 3rd time founder experience preferred, successful exits even better
  • 3+ years in leadership positions at high-growth SaaS or technology companies
  • Experience in talent acquisition, HR tech, or adjacent industries strongly preferred
  • Proven track record of scaling operations through rapid growth phases

Skills & Capabilities

  • Strategic thinking with exceptional execution capabilities
  • Strong analytical skills and comfort with data-driven decision making
  • Experience with go-to-market planning and execution
  • Customer-centric mindset with passion for solving complex problems
  • Excellent communication and stakeholder management skills
  • Proficiency with business intelligence tools, CRM systems, and operational software

Mindset & Approach

  • Entrepreneurial mindset with comfort in ambiguous, fast-changing environments
  • Passion for AI and emerging technologies with focus on customer impact
  • You intimately understand the challenges in the talent ecosystem and have experienced them first-hand
  • Innovation-driven approach to operational challenges
  • Results-oriented with strong attention to detail
  • Collaborative leadership style with ability to influence without authority

What We Offer

  • Base: $150K with bonus incentives and the potential for equity upside upon successful pilot and go-to-market launch
  • Comprehensive health, dental, and vision insurance
  • #AnywhereAugust - We support remote work experiences to expand perspectives and personal growth
  • Flexible PTO and remote work options year-round
  • Professional development budget and conference attendance
  • Opportunity to shape the future of an AI-first company with live traction
  • Direct access to industry veterans and thought leaders
  • Front-row seat to creating a new category in talent acquisition through customer-centric innovation

What We Offer

  • Base: 140K with growth incentives and the potential for equity upside upon successful pilot and go-to-market launch
  • Comprehensive health, dental, and vision insurance
  • #AnywhereAugust - We support remote work experiences to expand perspectives and personal growth
  • Flexible PTO and remote work options year-round
  • Professional development budget and conference attendance
  • Opportunity to shape the future of an AI-first company with live traction
  • Direct access to industry veterans and thought leaders
  • Front-row seat to creating a new category in talent acquisition through customer-centric innovation

Ready to Join Us?

If you're excited about building the operational foundation for the next generation of talent acquisition technology while championing customer-centric problem solving, we'd love to hear from you. This role offers the unique opportunity to combine strategic thinking with hands-on execution at a company that's already proving its value in the market.

The interview process for qualified candidates may include an asynchronous video interview first round, special project requirement, background screenings, request for references upon offer.

JobStream is an equal opportunity employer committed to diversity and inclusion.

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