Probate and Estate Administration Paralegal

Orange County Comptroller; Winter Park (FL); On-site; USD 60,000 - 75,000; Full time

Benefits offered by this job

Medical, dental, vision insurance

401(k) with employer contribution

CLE and professional development

Free covered parking

Job summary

Winderweedle, Haines, Ward & Woodman, P.A. in Winter Park seeks an experienced Probate and Trust Administration Paralegal to support its Wills, Trusts and Estates Department. Expect drafting pleadings, asset inventories, fiduciary communications, and accountings for decedent estates and trusts.

Ideal candidate has 5+ years in probate/trust matters, strong drafting and organizational skills, and the ability to handle high-volume workload with minimal supervision.

Qualifications

• Minimum 5–7 years probate & trust administration in a law firm.
• Draft court pleadings; manage decedent estates and trusts.
• Experience with fiduciary accountings and asset tracking.
• Strong organizational, analytical, and drafting abilities.

Responsibilities

• Assist attorneys in managing probate and trust matters.
• Draft court pleadings and prepare fiduciary accountings.
• Inventory assets and communicate with fiduciaries/beneficiaries.
• Maintain case files, calendars, and deadlines; work independently.

Skills

Probate & Trust Admin

Drafting Court Pleadings

Asset Inventory & Tracking

Communication Skills

Attention to Detail

Education

Paralegal Certificate (ABA-approved)

Associate or Bachelor’s Degree

Tools

MS Office 365

Electronic Court Filing

Perfect Practice

ActionStep

Job description

Winderweedle, Haines, Ward & Woodman, P.A., a long-established and highly regarded Winter Park law firm, is seeking an experienced Probate and Trust Administration Paralegal to join its Wills, Trusts and Estates Department. The ideal candidate will have a minimum of 5 years of experience handling all aspects of probate and trust administration, specifically assisting attorneys in managing decedent estates and trusts, including drafting court pleadings, inventorying assets, communicating with fiduciaries and beneficiaries, and preparing fiduciary accountings. Candidate must be conscientious, extremely detail-oriented and have strong organizational, analytical, and drafting skills. This position requires the ability to handle a high volume of work, prioritize appropriately, and work independently with minimal supervision. This is a great opportunity to become an integral member of a dynamic trusts and estates team.

Why join our team?

• Competitive base compensation with performance-based bonus opportunity.
• Medical, dental, and vision insurance.
• 401(k) with employer contribution.
• CLE and professional development support.

Why Experienced Candidates Choose Us

• Manageable structure and clear communication.
• Professional, respectful workplace culture.
• Long-term stability in a well-run firm.
• Competitive compensation based on experience.
• Health, dental, vision, disability, and life insurance.
• 401(k) with firm contributions.
• Free covered parking.

We are seeking someone who wants to be part of a strong team and contribute meaningfully to high-quality work - in an environment where professionalism and balance coexist. Equal Opportunity Employer.

• Associate degree or bachelor’s degree; Paralegal Certificate from an ABA-approved program preferred.
• Minimum 5-7 years of direct law firm experience handling probate and trust administration matters, including court filings.
• Strong comprehension of local and state probate rules and procedures, state probate and trust codes, asset tracking, and basic fiduciary accounting.
• Experience with electronic court filing systems.
• Experience with legal practice management platforms (e.g., Perfect Practice, ActionStep, etc.) and Microsoft Office 365.
• Ability to work independently while being a team player with an attitude of cooperation; assisting and communicating with courtesy and tact with a diverse group of clients, attorneys, and staff.
• Maintain case files, calendars, and deadlines.
• Ability to concentrate and proofread typed material for contextual, grammatical, typographical or spelling errors.
• Work sometimes requires more than 40 hours per week to perform the essential duties of the position; occasionally may require irregular hours.