Executive Assistant to the CEO | Business Support

Madison Financial Holding Group; Carlisle (Cumberland County); On-site; USD 55,000 - 75,000; Full time

Benefits offered by this job

Benefits plan after 30 days

Job summary

Madison Settlement Services is seeking a high-level Executive Assistant to provide administrative, organizational, and operational support to a CEO overseeing multiple ventures. This role requires proactive problem-solving, the ability to anticipate needs, and the capacity to shift priorities in a dynamic business environment.

The ideal candidate has prior experience supporting C-level executives, strong multitasking skills, and excellent communication.

Qualifications

• Must demonstrate strong time management and problem-solving abilities.
• Ability to work independently and as part of a team with minimal supervision.
• Positive attitude and willingness to take on a variety of tasks.
• Reliable transportation to the Carlisle, PA area.
• QuickBooks experience is a plus and preferred.
• Prior experience supporting C-level executives or entrepreneurs is highly desirable.
• Strong organizational skills with ability to multitask and prioritize.
• Proficiency with MS Office (Excel, Word, Outlook); QuickBooks Online experience a plus.
• Excellent verbal and written communication skills.
• Attention to detail and accuracy, especially with financial and legal documents.
• Discretion and handling of confidential information with integrity.

Responsibilities

• Review President's emails to identify priorities for action.
• Daily 10:00 AM meeting to review priorities, projects and tasks.
• Send emails and make phone calls covering multiple companies and projects.
• Manage President's personal account, QuickBooks, deposits and transfers.
• Pay personal bills, execute wire transfers, and input into QuickBooks.

Skills

Time management

Problem-solving

Independent work

Team collaboration

Positive attitude

Reliable transportation

QuickBooks

Executive support

Organizational skills

MS Office

Verbal communication

Written communication

Attention to detail

Discretion

Tools

QuickBooks

Microsoft Office Suite

Excel

Outlook

Word

Job description

Job Details: Job Location: Legal/HQ - Carlisle, PA, Position Type: Full Time, Salary Range: Undisclosed, Job Category: Admin - Clerical, Madison Settlement Services is seeking a highly capable, proactive, and exceptionally resourceful C-level Executive Assistant to provide high-level administrative, organizational, and operational support to a CEO/Entrepreneur overseeing multiple businesses and business ventures.

This is not a traditional executive assistant position. We are looking for a natural problem-solver who can operate several steps ahead, manage competing priorities, anticipate needs, and keep things moving in a fast-paced, ever-changing business environment.

The ideal candidate has previous experience supporting C-level executives or Entrepreneur's, understands the demands of working directly with an entrepreneur, and is comfortable managing multiple projects, businesses, and priorities simultaneously.

This individual must be someone who can jump into unfamiliar situations, figure things out, find solutions, and take ownership without requiring constant direction. Plans can change quickly, priorities can shift throughout the day, and the ability to adapt, pivot, and maintain composure is essential.

We need someone who doesn't just manage the CEO's calendar but helps manage the demands of the CEO's world. Preferably within an hour of Carlisle, Pennsylvania. Madison Settlement Services offers a fantastic benefits plan after 30 days!

Qualifications: Executive Assistant Responsibilities:

• Review all President's emails and identify priorities for him to address.
• Daily 10:00 AM meeting to review priorities, projects and tasks.
• Send emails and make phone calls covering various companies, projects, and tasks.
• Manage President's personal account, QuickBooks, and record all deposits and transfers.
• Pay President's personal bills, execute wire transfers and input into QuickBooks.

Qualifications:

• Strong time management and problem-solving abilities.
• Ability to work independently and as part of a team.
• Positive attitude with a willingness to take on a variety of tasks.
• Reliable transportation.
• QuickBooks experience a plus.
• Prior experience in an executive assistant for C-level executives
• Strong organizational skills with the ability to multitask and prioritize effectively.
• Proficiency in Microsoft Office Suite (Excel, Word, Outlook); experience with QuickBooks online is a plus.
• Excellent verbal and written communication skills.
• Attention to detail and accuracy in all tasks, especially with financial and legal documents.
• Ability to handle confidential information with integrity and professionalism.

If you're a motivated individual who thrives in a fast-paced, multi-faceted environment, we'd love to meet you.