Executive Assistant

Group 1001 is a consumer-centric, technology-driven family of insurance companies on a mission to deliver outstanding value and operational performance by combining financial strength and stability with deep insurance expertise and a can-do culture. Group1001’s culture emphasizes the importance of collaboration, communication, core business focus, risk management, and striving for outcomes. This goal extends to how we hire and onboard our most valuable assets – our employees.

Company Overview:

Gainbridge, a part of the Group 1001 enterprise, is a self-managed, innovative, digital platform providing its clients with direct access to trusted financial products to smartly grow their savings over time. Gainbridge strives to offer products through its platform that are simple, intuitive, and backed by smart technology with no complexity or hidden fees. Gainbridge empowers clients to take control of the financial future with simple solutions that are accessible to everyone no matter their budget.

Why This Role Matters:

This position provides executive assistance and project coordination to the Gainbridge Core Leadership Team including the President of Gainbridge. This role reports to the Assistant Vice President, Strategy. In this role, the successful candidate will be tasked with complex administrative and office management responsibilities, including but not limited to, preparing reports, maintaining schedule, meeting coordination, making travel arrangements, submitting expenses, document management and other related duties as assigned.   

This is a unique opportunity for a highly organized and proactive professional to serve as an Executive Assistant with expanded responsibilities that bridge administrative excellence and project coordination. The ideal candidate will support not only the Gainbridge Core Leadership Team, but the full team by taking ownership of cross-functional initiatives, with a clear pathway to transition into a Project Management role as they demonstrate capability and readiness. 

We are looking for a self-confident, result-oriented individual who can thrive in a dynamic, fast-paced and growing environment while maintaining structure, attention to details and confidentiality.  

How You’ll Contribute:  

Executive Support 

• Manage complex calendars, scheduling, and meeting coordination for company leadership 
• Preparation of monthly invoices for approval and submit to AP for payment distribution  
• Prepare meeting agendas, materials, and follow-up documentation 
• Handle confidential information with discretion, including policyholder data and strategic business plans 
• Coordinate team onsite, leadership events and travel arrangements 
• Screen and prioritize communications, correspondence, and information requests 
• Prepare presentations, reports, and executive-level correspondence 
• Serve as liaison between executives and internal stakeholders 
• Respond promptly to all incoming inquiries, analyze staff and client needs, recommend solutions using excellent judgement  
• Close collaboration with other Administrative Assistants  

 Project Coordination & Management 

• Coordinate cross-departmental projects and initiatives from conception through completion 
• Track project timelines, deliverables, and milestones using project management tools 
• Facilitate communication between project stakeholders and team members 
• Prepare status reports and presentations for leadership review 
• Assist in resource planning and budget tracking for assigned projects 
• Identify & support process improvements and operational efficiencies in partnership with business operations 
• Assist with board meeting preparation and documentation 
• Support special projects assigned by the Gainbridge Core Leadership Team 

What We’re Looking For:

• 5+ years of relevant Executive Administrative Assistance experience, preferably in the financial services or insurance industry 
• Proficiency in Outlook, Excel, Word, PowerPoint and experience with expense management software and data share sites 
• Proven ability to meet deadlines, handle multiple requests, and to be flexible and adapt as necessary.
• Proactive with the ability to take initiative and work independently 
• Strong interpersonal, communication, and problem-solving capabilities  
• Exceptional organizational skills, time management and attention to detail 
• Proven ability to prioritize efficiently, with impeccable follow through  
• Dedicated, reliable, thorough, and professional, hands-on attitude  
• Responsive to clients’ needs while balancing the priorities of the CEO   
• Ability to adapt quickly and appropriately in accordance with the constant evolution of the company  
• Maintain calmness in high pressure situations and maintain confidentiality   
• Demonstrated ability to handle confidential information with integrity 
• Professional demeanor and executive presence 

Skills & Competencies:

• Proactive Problem-Solving: Anticipates needs and addresses challenges before they escalate 
• Attention to Detail: Ensures accuracy and quality in all deliverables 
• Adaptability: Thrives in a dynamic environment with shifting priorities 
• Discretion: Maintains confidentiality and exercises sound judgment 
• Collaboration: Works effectively across all organizational levels 
• Tech-Savvy: Quick to learn new systems and technologies 
• Growth Mindset: Eager to expand skills and take on increasing responsibility 
• Business Acumen: Understands financial services operations and strategic objectives 

Benefits Highlights:  

Employees who meet benefit eligibility guidelines and work 30 hours or more weekly, have the ability to enroll in Group 1001’s benefits package. Employees (and their families) are eligible to participate in the Company’s comprehensive health, dental, and vision insurance plan options.  Employees are also eligible for Basic and Supplemental Life Insurance, Short and Long-Term Disability. All employees (regardless of hours worked) have immediate access to the Company’s Employee Assistance Program and wellness programs—no enrollment is required.  Employees may also participate in the Company’s 401K plan, with matching contributions by the Company.

Group 1001, and its affiliated companies, is strongly committed to providing a supportive work environment where employee differences are valued. Diversity is an essential ingredient in making Group 1001 a welcoming place to work and is fundamental in building a high-performance team. Diversity embodies all the differences that make us unique individuals.  All employees share the responsibility for maintaining a workplace culture of dignity, respect, understanding and appreciation of individual and group differences.