Strategic Executive Assistant to CEO & CFO

Cacheflow; Boston (MA); On-site; USD 92,000 - 115,000; Full time

Benefits offered by this job

medical, dental, and vision insurance

paid parental leave

flexible time off

401(k) plan with employer contribution

life and disability insurance

tuition reimbursement

Job summary

Bitsight is seeking an Executive Assistant to partner with the CEO, CFO, and leadership, ensuring calendar discipline, travel coordination, and meticulous prep materials. The role emphasizes confidentiality, strategic support, and a proactive mindset in a fast-growing tech environment.

You will coordinate Board meetings, support executive sessions, and assist Boston office operations, working on-site at least 3 days per week.

Qualifications

• Prior experience supporting CEOs, CFOs, and managing Board logistics in a SaaS or high-growth tech company.
• Genuinely excited about executive support work with a proactive, solution-oriented mindset.
• Exceptional calendar management and strong organizational skills with attention to detail.
• Comfortable leveraging AI productivity tools to increase efficiency and speed up tasks.
• Willing to provide occasional off-hours messaging support when executives are traveling or time-sensitive matters occur.
• Ability to work on-site at Bitsight's Boston headquarters at least 3 days per week.

Responsibilities

• Partner closely with the CEO, CFO, and leadership team to stay organized, prepared, and focused on top priorities.
• Own complex calendar management, coordinating travel and protecting executive focus time.
• Track action items and follow-through to ensure nothing falls through the cracks.
• Maintain a flexible mindset, providing occasional off-hours messaging or urgent support when needed.
• Coordinate Board meetings and governance logistics, and serve as a liaison for Board members and investors.
• Provide light Boston office management alongside the admin team and leverage AI tools to streamline workflows.

Skills

CEO/Executive support

SaaS/tech experience

Calendar management

Organizational skills

AI tools usage

On-site presence Boston

Proactive problem solving

Clear communication

Tools

Google Workspace

Microsoft Office

Job description

Bitsight is seeking an Executive Assistant to partner with the CEO, CFO, and leadership, ensuring calendar discipline, travel coordination, and meticulous prep materials. The role emphasizes confidentiality, strategic support, and a proactive mindset in a fast-growing tech environment.

You will coordinate Board meetings, support executive sessions, and assist Boston office operations, working on-site at least 3 days per week.