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Where Tradition Meets the Future®

At Henderson Franklin, we value our staff and attorneys by providing a family-oriented culture where everyone can be their best and have the work/life balance they desire. Our firm has been serving clients in Southwest Florida for over 100 years, a testament to our stability, community involvement and dedication of our legal team. Whether you are an attorney, legal assistant or paralegal, we offer opportunities for long-term success.

Henderson Franklin’s comprehensive compensation and benefits package includes competitive pay, bonus program, employee events, health benefits, generous time off benefits, continuing education allowance, the flexibility to work a hybrid schedule and more.

Continue your successful career with our firm! Send your resume and cover letter for the position that you’re seeking to careers@henlaw.com.

Tort & Insurance Associate Attorney, Fort Myers Office

Henderson Franklin is seeking an attorney with a minimum of 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.

Chief Operating Officer/Law Firm Manager

Henderson Franklin, one of Southwest Florida’s largest, full-service law firms headquartered in beautiful Fort Myers, is seeking a highly skilled and strategic Chief Operating Officer/Law Firm Manager to lead our firm’s administrative and operational functions. This senior leadership role requires a dynamic individual capable of overseeing daily operations, driving business development, and ensuring the firm’s long-term success. The ideal candidate will possess strong management expertise, strategic vision, and the ability to foster a collaborative and efficient work environment within a family-oriented culture. This position offers an opportunity to shape the future of our legal practice areas while maintaining high standards of excellence and client service.

Responsibilities

  • Provide overall leadership and strategic direction for the firm, aligning operational goals with long-term vision.
  • Oversee day-to-day administrative functions, in collaboration with operational directors of finance, human resources, marketing/business development, facilities and technology.
  • Monitor financial performance, budgeting processes, and resource allocation to ensure sustainable growth.
  • Develop and implement policies, procedures, and process improvements to enhance operational efficiency.
  • Lead business development initiatives to expand client base and market presence.
  • Oversee project management activities related to firm initiatives, technology upgrades, and compliance requirements.
  • Foster a positive organizational culture that promotes teamwork, leadership development, and professional growth.
  • Negotiate contracts, partnerships, and vendor agreements to support firm operations.
  • Collaborate with senior attorneys on strategic planning, case management workflows, and client relations.

Skills

  • Proven management experience within a mid-sized law firm.
  • Strong strategic planning capabilities with a focus on business growth and operational excellence.
  • Demonstrated leadership skills with experience in senior leadership roles.
  • Excellent negotiation skills for contracts, partnerships, and client relations.
  • Business development expertise to identify opportunities for expansion and increased revenue streams.
  • Project management proficiency to oversee multiple initiatives simultaneously.
  • Ability to drive process improvements that streamline operations and improve service delivery.
  • Operations management skills with a focus on efficiency, compliance, and risk mitigation.
  • Exceptional leadership qualities with the ability to motivate teams and foster a collaborative work environment.

This role is integral to the continued success of Henderson Franklin. We seek an innovative leader committed to excellence who can navigate complex challenges while inspiring our team toward achieving strategic objectives.

Henderson Franklin offers a competitive total compensation package including base pay, an incentive program commensurate with experience, and comprehensive health and retirement benefits.

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

Legal Assistant

Henderson Franklin is seeking a skilled legal assistant (LA) for our Business Litigation department. The LA will provide support for two or more attorneys, managing their calendars, following up with clients and other related tasks within a team oriented environment. Ideal candidates should have:

  • A minimum of three years of administrative support experience in a legal office environment;
  • Ability to juggle multiple priorities and calendars for two attorneys;
  • Experience using document management and client management software applications;
  • Strong computer proficiency and intermediate knowledge of MS Office (Word, Outlook, and Excel);
  • Excellent communication skills, both written and verbal; demonstrated understanding of correct grammar, spelling and punctuation;
  • Strong organizational skills, and attention to detail;
  • Poised and professional with the ability to effectively interact with attorneys, clients, and co-workers within a team environment;
  • Ability to coordinate multiple tasks concurrently and to meet deadlines;
  • A willingness to learn and be flexible with assignments;
  • Knowledge litigation processes and state and federal filings is preferred.

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

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