Executive Assistant to Business Owner

Jason Sengpiehl Allstate Insurance Agency; Charles Town (WV); On-site; USD 40,000 - 75,000; Full time

Benefits offered by this job

PTO

Work from Home

Flexible Schedule

Dental Insurance

Mon-Fri Schedule

Hands on Training

Life Insurance

Career Growth Opportunities

Retirement Plan

Job summary

Sengpiehl Insurance Group in the United States is seeking an Executive Assistant to support the owner of a multi-location insurance agency. This role goes beyond typical admin work, requiring proactive organization, ownership, and problem-solving to reclaim the owner's time.

You will manage calendars, emails, travel, and personal tasks, coordinate with managers, research opportunities, and maintain confidentiality.

Qualifications

• Exceptional organization, prioritization, and time-management skills.
• Strong written and verbal communication.
• Proven ability to manage multiple responsibilities without constant supervision.
• Resourcefulness, initiative, and independent judgment.
• High levels of integrity and professionalism.

Responsibilities

• Manage calendars, appointments, meetings, and scheduling priorities.
• Organize email communications, draft responses, and coordinate follow-ups.
• Maintain executive task lists and track important commitments.
• Coordinate with agency managers and employees to keep projects moving.
• Prepare documents, organize information, and manage administrative workflows.
• Research vendors, products, services, and business opportunities.
• Identify opportunities to improve efficiency and delegate routine responsibilities.
• Coordinate personal appointments, reservations, and travel arrangements.
• Help manage household schedules, maintenance appointments, and service providers.
• Assist with purchases, research, and personal administrative projects.
• Coordinate family logistics and other personal responsibilities as needed.
• Maintain discretion and confidentiality regarding private family matters.

Skills

Calendar management

Email management

Project coordination

Travel planning

Discretion

Tech proficiency

Tools

AI tools

Calendaring apps

CRM software

Job description

Job Description

Executive Assistant to Business Owner

Business & Personal Operations | Sengpiehl Insurance Group

Help a Business Owner Reclaim His Time

Sengpiehl Insurance Group is seeking an exceptional Executive Assistant to support the owner of an established, multi-location insurance agency.

This is not a traditional administrative position. We're looking for a proactive, highly organized professional who can take ownership of responsibilities, solve problems independently, coordinate projects, and help streamline both business and personal operations.

The right person will become a trusted partner who anticipates needs, follows through on commitments, and creates more time for the business owner to focus on leadership, growth, and family.

Compensation & Opportunity

Competitive compensation based on experience and qualifications, with an anticipated range of $40,000–$75,000 annually.

This position offers the opportunity to grow into a broader executive operations role as responsibilities expand.

Work arrangement: To be determined based on the needs of the position and the qualifications of the candidate.

If you're someone who thrives on organization, problem-solving, and making a meaningful difference behind the scenes, we'd like to hear from you.

Applicants will be asked to complete an online assessment as part of the hiring process.

Benefits

• Paid Time Off (PTO)
• Work from Home
• Flexible Schedule
• Dental Insurance
• Mon-Fri Schedule
• Hands on Training
• Life Insurance
• Career Growth Opportunities
• Retirement Plan

Responsibilities

Key Responsibilities

Executive & Business Support:

Manage calendars, appointments, meetings, and scheduling priorities.

Organize email communications, draft responses, and coordinate follow-ups.

Maintain executive task lists and track important commitments.

Coordinate with agency managers and employees to keep projects moving.

Prepare documents, organize information, and manage administrative workflows.

Research vendors, products, services, and business opportunities.

Identify opportunities to improve efficiency and delegate routine responsibilities.

Personal & Household Support:

Coordinate personal appointments, reservations, and travel arrangements.

Help manage household schedules, maintenance appointments, and service providers.

Assist with purchases, research, and personal administrative projects.

Coordinate family logistics and other personal responsibilities as needed.

Maintain discretion and confidentiality regarding private family matters.

Requirements

What We're Looking For:

Exceptional organization, prioritization, and time-management skills.

Strong written and verbal communication.

Proven ability to manage multiple responsibilities without constant supervision.

Resourcefulness, initiative, and sound independent judgment.

High levels of integrity, discretion, and professionalism.

Comfort learning and using technology, including AI tools, calendars, task-management systems, and communication platforms.

Ability to anticipate needs, identify problems, and recommend solutions.

Prior executive assistant, operations coordination, or similar experience preferred.

What Success Looks Like:

You consistently reduce the number of routine decisions, administrative tasks, and scheduling responsibilities requiring the business owner's direct attention.

You take ownership of assignments, communicate proactively, and complete projects reliably.

You become someone the owner can trust to handle important matters with minimal oversight.