Job Description

Job Title: Chief Executive Officer (CEO) – Technology Sector

Location: Hybrid (San Francisco, CA)

Company: Confidential (Retained Search via Pen Pioneer LLC)

Compensation: $275,000 – $325,000 base salary + performance bonuses + equity options

About the Role

Pen Pioneer has been exclusively retained to lead a confidential executive search for a visionary Chief Executive Officer in the technology sector. This San Francisco-based opportunity is for a well-funded, growth-stage company at a pivotal inflection point—ready to scale operations, enhance product innovation, and pursue strategic partnerships.

The incoming CEO will lead cross-functional teams, drive business development, and collaborate with the board to position the company as a category leader. This is a hybrid role, requiring regular in-person presence in San Francisco.

Key Responsibilities

• Lead the development and execution of short- and long-term strategic plans
• Oversee all operations and business activities to ensure they produce desired results and align with the company’s mission and vision
• Drive revenue growth, product expansion, and scalable processes
• Build and maintain relationships with investors, partners, and key stakeholders
• Mentor and grow a high-performing leadership team
• Represent the company at industry events, with the press, and in public-facing engagements

Ideal Candidate

• Proven experience as CEO or in a senior executive leadership role in the tech industry (preferably SaaS, AI, or infrastructure tech)
• Track record of scaling companies through high-growth phases or successful exits
• Strong grasp of corporate finance, fundraising, and board governance
• Excellent communicator with deep understanding of the startup-to-enterprise journey
• Ability to manage technical and non-technical teams effectively
• Based in or willing to relocate to San Francisco

Preferred Qualifications

• 10+ years of leadership experience in technology organizations
• Prior experience working with venture-backed startups
• Strong operational and strategic background
• MBA or advanced degree preferred but not required

Compensation Package:

• Base Salary: $275,000 – $325,000
• Performance-Based Bonuses
• Stock Options/Equity Stake
• Health, Dental, and Vision Insurance
• Flexible PTO and Hybrid Schedule
• Relocation assistance (if applicable)

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