Legal Careers at Henderson Franklin

Build your legal career with one of Southwest Florida’s longest-established law firms. Henderson Franklin offers rewarding career opportunities for attorneys, paralegals, legal assistants and professional staff seeking long-term growth with a respected Florida law firm.

With offices in Fort Myers, Bonita Springs and Naples, Henderson Franklin has served clients throughout Southwest Florida for more than 100 years. Our collaborative culture, mentoring opportunities and commitment to professional development create an environment where legal professionals can thrive while maintaining a healthy work/life balance.

We offer competitive compensation, performance bonuses, comprehensive health benefits, generous paid time off, continuing education support, hybrid work opportunities for many positions.

To apply for any open position, email your resume and cover letter to careers@henlaw.com and include the position title in the subject line.

Real Estate Attorney | Fort Myers, FL

Henderson Franklin is seeking an experienced Real Estate attorney to join our practice group. This role will focus on high-value land acquisition and development transactions, with additional support provided on residential transactions as needed. Candidates must have at least three (3) years’ real estate experience, which should include the following:

• Negotiating and drafting commercial and residential purchase and sale agreements;
• Counsel clients on leases, property management contracts, and other agreements connected to the ownership and operation of commercial properties;
• Reviewing title commitments, recorded documents, and surveys, and generate title and survey objections; and
• Drafting closing, conveyancing, loan, and corporate resolution documents in connection with transactions.

Candidates must be a member of the Florida Bar in good standing. Candidates must also be well-organized, efficient and possess a strong work ethic. Requirements include excellent written and oral communication skills, and the ability to organize, prioritize and manage deadlines. Candidates should have a responsive and service-oriented attitude, and display sound and practical business judgment. Qualified candidates should submit a cover letter and resume to careers@henlaw.com.

Tort & Insurance Associate Attorney | Fort Myers, FL

Henderson Franklin is seeking an attorney with a minimum of three (3) years insurance litigation experience, with exceptional writing and analytical skills to join our Torts and Insurance defense practice. Experience in federal courts and familiarity with §1983 cases and appellate work is preferred. The position involves drafting and reviewing pleadings, evaluating cases, responding to discovery, preparing and arguing motions, attending hearings, depositions, mediations, meetings with clients, as well as negotiating settlements. Candidates must be a licensed member of the Florida Bar in good standing. The ideal candidate will also have a strong work ethic, be highly organized, communicate well, and have the ability to collaborate with peers, partners, and paralegals. Please forward your resume and cover letter to careers@henlaw.com.

Trusts and Estates Attorney | Southwest Florida

Henderson Franklin’s Trusts and Estates practice is seeking an experienced mid-level attorney to join our successful team. The ideal candidate will have five (5) or more years of experience in trusts and estates and estate administration; candidates with an LLM are preferred. The ideal candidate will have experience working directly with high-net-worth clients on estate preservation and planning strategies, including preparing Last Wills & Testaments, Revocable and Irrevocable Trusts, POA’s and other ancillary documents.

In addition, successful candidates must be admitted to the Florida Bar and in good standing, personable, highly organized, efficient, and an excellent communicator with a strong work ethic. Please forward your resume and cover letter to careers@henlaw.com.

Business & Tax/Mergers & Acquisitions Attorney | Fort Myers, FL

Henderson Franklin is currently seeking a skilled mid-level Business and Tax/Mergers and Acquisitions attorney to join our Fort Myers practice. The ideal candidate will have a minimum of seven (7) years’ experience, preferably with a transferrable book of business, and a background in corporate and business planning, business succession planning, business tax planning, and mergers and acquisitions. An LL.M. in taxation or CPA designation is highly preferred.

Key Qualifications

• Substantive experience in tax, entity formations, joint ventures, and mergers and acquisitions;
• Keen business sense with the ability to relate to and communicate clearly with our clients;
• Strong organizational and follow through skills;
• Dedication, commitment, and professionalism; and,
• Licensed member of the Florida Bar in good standing.

If you meet these qualifications and are ready to contribute to a dynamic legal team, please forward your resume and cover letter to careers@henlaw.com.

Divorce, Marital & Family Law Attorney | Fort Myers, FL or Naples, FL

Henderson Franklin is seeking a full-time Divorce, Marital & Family Law attorney. Candidates will be responsible for handling a diverse caseload of family law matters including, but not limited to, divorce, child custody, child support, spousal support, and property division. The candidate will work closely with clients to understand their needs, develop legal strategies, and represent their interests in court.

Responsibilities

• Provide legal counsel and representation in family law cases.
• Draft and file legal documents such as petitions, motions, and agreements.
• Conduct client consultations and develop case strategies.
• Represent clients in court hearings, mediations, and trials.
• Negotiate settlements and agreements on behalf of clients.
• Stay updated on relevant laws, regulations, and case law to ensure effective representation.
• Manage case files and maintain accurate and organized records.
• Collaborate with colleagues and support staff to provide comprehensive legal services.

The ideal candidate will have a minimum of five years of family law experience and a strong working knowledge of Florida family law statutes, rules, and procedures. Candidates should possess excellent written and verbal communication skills, strong organizational abilities, attention to detail, and the ability to manage sensitive and confidential information with professionalism and discretion. The ability to work both collaboratively and independently in a fast-paced environment is essential. Applicants must be a member of The Florida Bar in good standing.

This position may be based in either our Fort Myers or Naples office and includes the opportunity for a hybrid work schedule. Qualified candidates should submit a cover letter and resume to careers@henlaw.com.

Paralegal – Workers’ Compensation | Fort Myers, FL 

Henderson Franklin is currently seeking a dedicated, detail-oriented paralegal in our Workers’ Compensation practice to support our attorneys to deliver exceptional service to our clients. Our Workers’ Compensation paralegal team plays a critical role in executing a variety of legal process, managing case files and preparing documents with attorney oversight. The ideal candidates should have:

• Minimum of three (3) years’ paralegal experience in a similar specialty; workers’ compensation preferred.
• Computer proficiency in the use of MS Office (Word, Outlook and Excel), document management and time entry software.
• Proficiency in legal client file management software; NetDocs preferred.
• Strong time management skills and the ability to work under pressure in a fast-paced environment.
• Excellent organizational skills, interpersonal skills and attention to detail.
• Ability to coordinate multiple tasks concurrently and to meet deadlines.
• Excellent communication skills, both written and verbal.
• Ability to work effectively and proactively within a team environment
• Paralegal degree, NALA Certification or Florida Registered Paralegal preferred.

Qualified candidates should submit a cover letter and resume to careers@henlaw.com.

Paralegal – Trusts and Estates/Probate

Henderson Franklin is seeking an experienced, dedicated and detail-oriented Estate Planning and Probate Paralegal to join our expert legal team. You will support attorneys in drafting estate planning documents and managing the administration of probate estates from inception to closing. The ideal candidate possesses excellent communication skills, a deep understanding of surrogate/probate court procedures, and a compassionate approach to working with clients during sensitive times.

Key Responsibilities

• Draft foundational estate planning documents including wills, trusts, powers of attorney, and healthcare directives.
• Prepare and file probate petitions, administration proceedings, inventories, and estate accountings.
• Manage estate administration timelines, tracking court deadlines and distributions.
• Communicate directly with clients, beneficiaries, and court personnel to provide case updates.
• Organize and maintain physical and electronic client files within case management software.

Qualifications & Skills

• Minimum of three years’ paralegal experience in estate planning, probate law and trust administration;
• Computer proficiency in the use of MS Office and legal technology such as NetDocs, Wealth Counsel, Expert Time;
• Strong time management skills and the ability to work under pressure in a fast-paced environment;
• Excellent organizational skills and attention to detail;
• Ability to coordinate multiple tasks concurrently and to meet deadlines;
• Exceptional interpersonal skills with a high level of empathy;
• Excellent communication skills, both written and verbal;
• Ability to work effectively and proactively within a team environment;
• Paralegal degree, NALA Certification or Florida Registered Paralegal preferred.

Qualified candidates are invited to submit a cover letter and resume to careers@henlaw.com. 

Case Intake and Conflicts Processor

Henderson, Franklin, Starnes & Holt, P.A. is seeking a detail-oriented and organized Case Intake and Conflicts Processor to join our team. Under the direction of the Controller, this position supports the firm’s attorneys and legal assistants by conducting conflict-of-interest checks, opening new client matters and processing closed files. The role requires accuracy, discretion and strict confidentiality when handling client and firm information. Additional responsibilities may include assisting with monthly billing and collections processes as needed. The ideal candidate is dependable, takes initiative and works well in a collaborative, team-oriented environment.

Qualifications and Skills

Ideal candidates should possess:

• Three or more years of office experience, preferably in a law firm or accounting department.
• Strong computer skills, including proficiency in Microsoft Office, Adobe Acrobat and related software.
• Accurate typing and data entry skills.
• Excellent written and verbal communication skills.
• Exceptional attention to detail, accuracy and proofreading.
• Ability to take ownership of assigned responsibilities, follow through on commitments and demonstrate initiative.
• A proactive, collaborative approach to working with colleagues.
• Strong organizational and time management skills.
• Ability to remain focused and productive in a fast-paced environment.
• Ability to manage multiple priorities, meet deadlines and maintain accuracy under pressure.

For immediate consideration, send your cover letter and resume to: careers@henlaw.com.

Staff Accountant

Henderson, Franklin, Starnes & Holt, P.A. is seeking an experienced and detail-oriented Staff Accountant to join our accounting team. This position will play an important role in supporting the firm’s financial operations, maintaining accurate financial records, ensuring compliance with accounting standards, and providing timely financial reporting to firm leadership.

The ideal candidate will have a strong background in accounting, preferably within a law firm or professional services environment, and hands-on experience with Aderant accounting software. This individual must be highly organized, analytical, and capable of managing multiple priorities while maintaining a high level of accuracy and confidentiality.

Key Responsibilities

General Accounting and Financial Reporting

• Prepare and maintain general ledger accounts and supporting schedules.
• Perform monthly, quarterly, and year-end closing activities.
• Prepare and post journal entries, accruals, and account adjustments.
• Reconcile bank accounts, balance sheet accounts, and general ledger accounts.
• Analyze financial results and investigate variances.
• Assist controller with the preparation of monthly financial statements and management reports.
• Maintain accurate accounting records and ensure compliance with firm policies and accounting standards.
• Support annual financial statement audits and tax preparation requests.

Law Firm Accounting Operations

• Assist with the financial management of the firm’s operating and trust accounts.
• Reconcile client trust accounts and assist with maintaining compliance with applicable trust accounting requirements.
• Enter wires and stop payment in the bank as needed
• Assist with accounting related tasks relating to payroll such as tax filings, quarterly reporting, posting journal entries for benefits transfers (HSA, FSA and 401k).
• Work closely with billing, accounts payable, payroll, and other administrative departments to ensure accurate financial transactions.
• File monthly doc stamp tax and sales & use tax returns on-line.
• Handle registered agent cash receipts and reports.
• Back up to A/R, A/P and collections.

Systems and Process Improvement

• Utilize Aderant accounting software for general ledger, financial reporting, billing, and other accounting functions.
• Research and resolve accounting discrepancies and system-related issues.
• Identify opportunities to improve accounting procedures, internal controls, and reporting processes.
• Assist with Aderant upgrade, testing, and implementation of accounting process improvements.
• Maintain accurate documentation and supporting financial records.

Qualifications and Experience

• Bachelor’s degree in Accounting or Finance required.
• Minimum of 5 years of progressive accounting experience.
• Prior experience working in a law firm or professional services environment strongly preferred.
• Hands-on experience with Aderant accounting software strongly preferred.
• Strong understanding of general ledger accounting, reconciliations, accruals, and financial reporting.
• Experience with month-end and year-end close processes.
• Familiarity with law firm accounting practices, including trust accounting, client costs, and attorney billing.
• Advanced Microsoft Excel skills and proficiency with Microsoft Office applications.
• Excellent analytical, organizational, and problem-solving skills.
• Ability to manage multiple deadlines and work independently.
• Strong communication and interpersonal skills.
• Ability to handle confidential financial and client information with discretion.

Key Competencies

The successful candidate will demonstrate:

• Exceptional attention to detail and accuracy.
• Strong technical accounting knowledge.
• Ability to identify and resolve complex accounting discrepancies.
• Initiative and a proactive approach to problem-solving.
• Proficiency in Microsoft office excel and word applications.
• Professionalism and discretion when handling sensitive financial information.
• Ability to work collaboratively with attorneys, firm leadership, and administrative personnel.
• Flexibility and adaptability in a deadline-driven environment.

What We Offer

• Competitive compensation based on experience.
• Comprehensive benefits package.
• Generous paid time off and holidays.
• Professional development opportunities.
• Collaborative and professional work environment.
• Opportunity to contribute to the financial operations and continued success of an established law firm.

How to Apply

Qualified candidates interested in joining our team are encouraged to submit a resume and salary expectations for consideration to careers@henlaw.com.