Strategic Projects Lead
Serve as the CEO’s right hand on 0-to-1 strategic initiatives including launching new AI products, building outbound sales engines, hiring executives, and leading international expansion.
What You’ll Do
Launch New AI Product Offerings
- Identify whitespace opportunities, validate product-market fit, and build new AI-powered products from concept to revenue
- Define the roadmap, hire initial team members, and scale successful initiatives
Build and Systematize Outbound Go-to-Market
- Design Playground’s outbound sales motion from the ground up
- Develop targeting, messaging, and sequencing strategies
- Leverage AI and automation tools to create scalable systems that drive growth efficiently
Hire Key Executives
- Partner closely with the CEO to identify, recruit, and close senior leadership talent
- Lead structured hiring processes for VP- and C-level roles
Lead International Expansion
- Evaluate new markets, build business cases, navigate operational and regulatory complexity
- Establish Playground’s presence in new geographies — from first hire to first customers
Drive High-Impact Strategic Initiatives
- Take ownership of ambiguous, cross-functional projects that don’t fit neatly into existing teams
- Build structure where none exists, move quickly, and deliver outcomes that materially impact the business
Who You Are
- 3–10 years of experience in management consulting, investing, corporate strategy, business operations, or as a founder — ideally within a high-growth startup or similarly fast-paced environment
- Highly structured thinker who can take ambiguous problems and turn them into clear execution plans
- Entrepreneurial and resourceful, with a proven ability to build from scratch and operate effectively without a playbook
- Analytical and data-driven, comfortable building financial models, running analyses, and using insights to drive decisions
- Exceptional communicator who can confidently write executive-level materials, lead meetings, and influence stakeholders across functions
- Scrappy, high-ownership, and relentless about execution quality and speed
- Energized by operating in high-stakes environments with significant autonomy and visibility
Compensation & Benefits
- Competitive salary + equity
- 3 weeks of PTO
- Health, vision, and dental benefits
- $1,200/year education stipend
- 401(k)
- Free lunch daily
- New MacBook and any equipment you need
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