Executive/Personal Assistant

Post Date

Sep 22, 2025

Location

Annapolis,
Maryland

ZIP/Postal Code

21401
US
Nov 24, 2025 Insight Global

Job Type

Perm

Category

Administrative Assistant

Req #

DGO-a0e1214e-3f64-4552-9e2b-9f3e9fa1b421

Pay Rate

$65k - $75k (estimate)

Job Description

Insight Global is seeking an Executive/Personal Assistant in the Annapolis MD. Join a small but rapidly growing law firm specializing in the beverage industry, advising clients from start-ups to international brands. As the Executive Administrator / Executive & Personal Assistant, you’ll be the backbone of operations, delivering exceptional support to attorneys and leadership. This role demands poise, precision, and a commitment to confidentiality in a fast-paced environment, ensuring the team upholds its promise to put clients first and deliver insightful, reliable solutions. Their submarkets include manufacturers, importers, retailers, and marketing companies. This client offers. exceptional benefits, work-life balance, and growth opportunities.

Guided by our core values—Client Commitment, Insight, Accountability, and Authenticity—we bring our whole selves to the job, deepening our client relationships on a human level. Our clients expect us to provide real advice that the business can act on, and we hold each other accountable to provide risk-based counsel attuned to our client’s needs. Join us to support a dynamic team dedicated to excellence in the beverage industry.

Business Support (80%):
· Champion client commitment: Serve as a professional point of contact for clients (breweries, distilleries, distributors), handling inquiries with responsiveness and care.
· Prepare, proofread, and format legal documents (licensing applications, compliance reports, regulatory filings) with meticulous attention to detail.
· Calendar and email management for the Founding Partner and leadership.
· Coordinate meetings, organize agendas, and arrange complex travel itineraries for leadership and other employees.
· Conference and event coordination (industry conferences, client meetings, annual firm retreat).
· CLE tracking and association management (dues, event coordination, paperwork).
· Act as liaison with internal/external partners for events and speaking engagements.
· Draft and communicate client memos; support LinkedIn posting and engagement.
· New client onboarding and coordination with IT team for technical issues.
· Light invoicing support, billing, expense tracking, and office operations.
· Mailing and shipping logistics.

Personal Support (20%):
· Personal calendar management
· Coordination with household vendors (e.g., repair services)
· Occasional personal errands

What You’ll Do
• Champion Client Commitment: Serve as a professional point of contact for clients, including breweries, distilleries, and distributors, handling inquiries with responsiveness and care to foster our trusted relationships.
• Deliver Insight: Prepare, proofread, and format legal documents, such as licensing applications, compliance reports, and other regulatory filings, with meticulous attention to detail, ensuring practical and strategic support for client needs.
• Embody Accountability: Manage calendars, coordinate meetings, and arrange complex travel itineraries for leadership, following through on commitments with reliability and transparency.
• Live Authentically: Bring your best, real self to work, contributing individuality and entrepreneurial spirit to organize meeting materials, agendas, and logistics for client meetings and industry events with creativity and professionalism.
• Maintain Discretion: Handle sensitive information, including sensitive client information, firm financials, and leadership personal data, with the utmost discretion and integrity.
• Support Firm Success: lead firm efforts in billing, expense tracking, and office operations, owning the details to keep the firm running smoothly.
• Plan with Purpose: Coordinate firm events, such as industry conferences, client meetings, or the annual firm retreat, reflecting our unpretentious, approachable, and fun culture.

Why Join Us?
• Competitive salary tailored to your expertise.
• Unlimited paid time off and holidays.
• Work hard, but not on weekends or at night.
• A collaborative, values-driven environment where you can grow in the niche field of beverage law, with the autonomy to craft a fulfilling career.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Required Skills & Experience

· Exceptional attention to detail
· Experienced: Minimum 4+ years in an executive assistant or administrative role, ideally in a law firm or beverage-related industry (including in-person work).
· Skilled: Proficient in Microsoft Office Suite, Outlook, Microsoft Teams - Strong technical proficiency
· Organized: Exceptional time-management and multitasking abilities; great at follow-up and anticipating needs.
· Strong organizational skills
· Professional: Outstanding communication skills, polished and approachable demeanor, and highly responsive. Calm and composed.
· Discreet: Natural ability to handle confidential matters with integrity; client privacy is paramount.
· Educated: Bachelor’s degree preferred but not required for the right candidate.
· Authentic: Genuine, proactive, creative, and flexible.

Nice to Have Skills & Experience

· Personal assisting background
· Familiarity with tools such as, legal/workflow software (Clio, Monday.com, Adobe Sign, DocuSign)

Benefit packages for this role will start on the 31st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.