Chief of Staff - job 1 of 2

About the Role

We’re seeking a driven, fast-thinking, and highly dependable Executive & Personal Assistant to support the Founder and CEO of a fast-paced sports betting and marketing company based in Santa Clara, CA.

This is a dynamic hybrid role combining personal assistance, business operations, and general management support. The ideal candidate thrives under pressure, works at startup speed, and has strong intuition and common sense when making decisions on the fly.

If you’re proactive, solution-oriented, and can keep up with an environment that changes by the minute — this is the role for you.

Key Responsibilities

🧠 Business & Operational Support

• Assist the CEO with day-to-day business operations, managing both personal and professional priorities.
• Handle general SOPs, follow-ups, and team coordination with operators and team members (Slack, Discord).
• Manage communications and ensure timely responses across multiple platforms.
• Support with recruitment logistics, onboarding, and vendor coordination as needed.
• Assist with research, market checks, and competitive analysis within the sports betting space.
• Maintain oversight of small operational tasks — payroll coordination, expense tracking, and other administrative needs.
  

🗓 Executive & Personal Assistance

• Manage the CEO’s calendar, appointments, and travel logistics (flights, hotels, restaurants, events).
• Handle personal errands and bookings (shopping, reservations, car service, gift coordination, etc.).
• Oversee household operations, vendor scheduling, and home maintenance management.
• Occasionally assist with pet-related tasks (dog walking, coordination of pet services).
• Maintain confidentiality and handle sensitive information with discretion.
  

⚙️ Culture & Work Rhythm

• Operate with a 24/7 availability mindset — responsiveness after hours and on weekends is expected.
• Adapt to game-based work cycles (NBA/NFL schedules), including late nights during major events.
• Support CEO and team with post-game operational and marketing tasks as needed.

Who You Are

• Fast, reliable, and proactive — you get things done before being asked twice.
• Solution-oriented — you focus on fixing issues, not just identifying them.
• Tech-savvy — comfortable using Slack, Discord, Google Suite, and other digital tools.
• Emotionally intelligent and unflappable under pressure.
• Thick-skinned — comfortable with direct, no-nonsense communication.
• Detail-oriented and highly organized, but also adaptable to change.
  

Independent thinker who can make confident decisions after learning the CEO’s preferences.

Qualifications

• 3+ years of experience as an Executive Assistant, Operations Coordinator, or Project Manager (preferably in a startup or fast-paced environment).
• Strong understanding of sports culture (NBA, NFL, general sports betting environment).
• Experience in operations, marketing coordination, or team management is highly desirable.
• Excellent written and verbal communication skills.
• Must be local to the Santa Clara/San Jose area and able to commute on-site 2–3 times per week.
• Must be comfortable working flexible hours, including evenings and weekends.
  

Personality Fit

You thrive in a high-intensity, entrepreneurial environment. You don’t wait for direction — you take initiative, adapt quickly, and bring smart solutions forward. You’re dependable, fast, and motivated by results rather than process

💰 Compensation: $5,000–$6,000/month (DOE) | Optional Quarterly Bonus Based on Performance

Why Join

• Work directly with a young, results-driven founder shaping a fast-scaling company in the sports betting industry.
• Be part of a small, high-performing team that values efficiency, autonomy, and growth.
  

Opportunity to take full ownership of operations and become a key right-hand partner.