Strategic Executive Assistant to the CEO

THE CYPRESS INITIATIVE INC

Strategic Executive Assistant to the CEO

Valrico, FL
Full Time
Paid
  • Responsibilities

    Benefits:

    401(k)

    401(k) matching

    Bonus based on performance

    Competitive salary

    Flexible schedule

    Health insurance

    Home office stipend

    Opportunity for advancement

    Paid time off

    Training & development

    Role Summary:

    The SPARK Initiative is seeking a highly organized, proactive Strategic Executive Assistant to work directly with our CEO. This is a hands-on, high-impact role combining executive support, strategic project coordination, operational execution, and administrative leadership. You’ll become the CEO’s trusted right-hand partner—anticipating needs, managing priorities, and helping move SPARK’s mission forward.

    This is a unique opportunity to gain front-row exposure to nonprofit leadership, while supporting initiatives that impact youth, survivors, veterans, and at-risk adults locally and globally.

    Key Responsibilities

    Executive Support

    Manage the CEO’s calendar, appointments, and priorities

    Screen emails, respond when appropriate, and flag critical communications

    Coordinate phone calls, meetings, and speaking engagements

    Prepare materials, briefing documents, and presentations

    Maintain confidentiality and discretion

    Strategic & Operational Support

    Research grants, funders, investors, and strategic partnership opportunities

    Track deadlines, timelines, and follow-ups for grants and initiatives

    Assist with preparing grant applications, proposals, and supporting materials

    Organize and execute priority projects led by the CEO

    Compile department reports and financial summaries

    Support other strategic initiatives to advance SPARK’s mission

    Administrative & Logistical Support

    Book travel, hotels, and manage itineraries

    Coordinate conference and event logistics

    Compile receipts, reimbursements, invoices, and other project paperwork

    Print, assemble, and organize materials for meetings, proposals, or events

    Order materials or supplies needed directly by the CEO

    Pack, organize, and prepare folders, materials, or resources for programs, meetings, speaking engagements, or funders

    Communication & Coordination

    Schedule and track meetings with potential funders, investors, and partners

    Maintain organized records and files for the CEO’s work and projects

    Support follow-ups and communications with home assistant, team, donors, board members, and collaborators

    Qualifications

    Required

    · Highly organized, proactive, and detail-oriented

    · Strong written and verbal communication skills

    · Flexible and agile, able to adapt to new challenges and priorities daily

    · Able to manage multiple priorities, deadlines, and projects simultaneously

    · Experience supporting leadership, executives, or managing complex projects

    · Proficient with Slack, OneDrive, Microsoft Office Suite and calendars

    · High level of discretion, professionalism, and ability to handle confidentiality

    · Comfortable working in a fast-paced, mission-driven environment

    · Ability to work independently and collaboratively

    · Strong interpersonal skills with a positive, supportive attitude

    · Curious and open-minded, eager to learn and grow

    · Must be able to pass a level 2 background and credit check

    · Reliable transportation; if using a vehicle for agency purposes, must maintain a current driver’s license and vehicle insurance

    Preferred

    Bachelor’s degree or equivalent professional experience

    Experience in nonprofit, education, social services, or grant-funded organizations

    Familiarity with grant research, proposal writing, and donor relations

    Project management experience or training

    Knowledge of CRMs or donor databases (Salesforce experience a plus)

    Prior experience coordinating travel, meetings, or events

    Interest in growing into nonprofit leadership or strategic operations

    Compensation & Benefits

    Competitive salary based on experience

    Paid holidays

    Health stipend

    Work phone or monthly stipend provided

    Mileage reimbursement

    401(k)

    About The SPARK Initiative

    The SPARK Initiative is a Tampa-based nonprofit dedicated to cultivating human potential and resilience through education, mentoring, professional development and programming. Our programs serve youth, survivors of trafficking, incarcerated individuals, veterans, and business communities seeking to strengthen wellbeing and connection.

    Flexible work from home options available.