Executive Assistant to the CEO

• Reports to: CEO and COO
• Hours: Full Time, Monday-Friday, 8:00am-4:30pm; Hybrid Schedule: onsite Monday-Thursday, remote Friday.
• Exempt Salary Range: $67,000-85,000/year. Position eligible for additional incentives including Bonus, 401(k) match, health and welfare benefits (Medical, Dental, Vision, PTO), amazing culture, growth opportunity and more!!
• Location: San Diego, CA

FairSquare, Inc. is a fast-growing fintech company with multiple brands serving the financial products and services needs of small businesses nationwide. We are seeking a highly organized and resourceful Executive Assistant to provide direct support to both our CEO and COO. This role is critical in ensuring our executive leaders can focus on driving strategy and growth, while you manage the details with precision, efficiency, and discretion.

The Executive Assistant will be responsible for a wide range of duties, including complex calendar management, travel coordination, meeting preparation, and executive correspondence. You will act as a trusted partner and liaison, balancing competing priorities while ensuring seamless communication and execution. The ideal candidate thrives in a fast-paced environment, demonstrates impeccable judgment, and is comfortable handling sensitive information with the utmost confidentiality. Flexibility is key, as this role may also involve assisting with personal tasks to help optimize executive effectiveness.

If you are a proactive multitasker who enjoys supporting visionary leaders and wants to be part of an innovative fintech that empowers small businesses, we'd love to hear from you. Join FairSquare, Inc. and play an integral role in helping our executives — and our company — succeed.

About the Position:

The Executive Assistant to the CEO serves as a trusted partner and strategic support resource, ensuring the CEO's time, communications, and priorities are managed effectively. This role provides high-level administrative, organizational, and personal support, including managing complex calendars, coordinating meetings and travel, preparing executive-level correspondence and presentations, and serving as a liaison between the CEO, internal teams, and external stakeholders. The Executive Assistant exercises sound judgment, professionalism, and discretion in handling sensitive information while anticipating needs, streamlining operations, and enabling the CEO to focus on strategic leadership and business growth

Major Responsibilities:

• Manage the CEO and COO's complex calendars, scheduling meetings, and prioritizing requests to optimize time and focus.
• Coordinate domestic and international travel, including itineraries, logistics, and expense reporting.
• Prepare, edit, and format correspondence, reports, presentations, and other executive-level communications.
• Serve as gatekeeper, handling calls, emails, and requests with discretion and professionalism.
• Plan and organize executive meetings, board meetings, and leadership offsites, including agendas, materials, and follow-ups.
• Act as a liaison between the Executives and internal teams, clients, partners, and stakeholders.
• Anticipate the CEO's and COO's needs by proactively identifying priorities, challenges, and opportunities.
• Conduct research and provide background materials to support decision-making.
• Handle sensitive and confidential information with the highest degree of integrity and discretion.
• Build strong relationships across the organization to facilitate communication and execution of strategic priorities.

Knowledge, Skills and Abilities Required:

• Minimum of 3 years prior administrative assistant/clerical experience
• Ability to uphold a strict level of confidentiality
• Exceptional attention to detail and quality assurance skills
• Customer service orientation with friendly and professional demeanor
• Strong capacity to multi-task and make time critical business decision
• Able to create and maintain strong, professional work relationships with internal management and staff as well as external partners and vendors.
• Expert MS PowerPoint skills and proficient in Excel and Word
• High School diploma or equivalent required

Why FairSquare?

• Growing, successful company preparing to almost double in size over the next three years
• Positive, energetic, passionate, business casual environment with management who committed to your success
• Fantastic benefits package including a 401(k) match
• Numerous employee events throughout the year, including our annual traditions such as a Day at the Del Mar Racetrack, Holiday Party, Employee and Family Picnic, sporting events and more.

FairSquare and it's family of brands has been serving the small business community since 1999. We have provided more than $3 billion in funding to over 50,000 customers to support their working capital and equipment financing needs. We are one of the country's largest private providers of small business loans, having funded more than $3 billion to help small businesses grow. Our personal approach helps strengthen small business owners and we pride ourselves on being a resource they can trust. We are believers in small business owners.

FairSquare is an Equal Opportunity Employer.