What are the responsibilities and job description for the Staff Attorney Trial Specialist position at Security First Insurance Company (Security First Managers)?
Position will be headquartered in Orlando but also involves some travel to our Ormond Beach office.
Staff Attorney – Trial Specialist
Help Shape the Future of First-Party Property Litigation
Are you the attorney other trial lawyers call when the stakes are highest?
Security First is looking for an experienced, strategic trial attorney to elevate our litigation team through mentorship, courtroom excellence, and innovative trial strategy. This isn't a high-volume litigation position—it's an opportunity to influence outcomes, develop attorneys, and help build one of the strongest in-house litigation teams in Florida.
If you enjoy trying complex cases, coaching other attorneys, and helping shape litigation strategy from start to finish, apply today!
Key Responsibilities
- Serve as a trial strategy leader, partnering with Staff Counsel Attorneys to develop case themes, evidence strategies, and effective courtroom approaches.
- Lead, mentor, and develop attorneys and paralegals, fostering excellence in trial advocacy, case preparation, and first party property litigation.
- Manage and oversee a team of paralegals, including workload management, performance coaching, training, and professional development.
- Provide statewide trial support by serving as second-chair counsel and, when needed, acting as lead trial counsel in first party property cases.
- Collaborate with attorneys, litigation specialists, and claims professionals to evaluate cases, identify litigation risks, and drive successful trial and resolution strategies.
- Conduct key trial-focused litigation activities, including witness preparation, expert coordination, and strategic depositions.
- Develop and deliver training programs, best practices, and advocacy resources that enhance trial readiness and litigation performance across the organization.
- Provide legal and strategic guidance on litigation trends, trial outcomes, settlement considerations, and emerging issues affecting first party property litigation.
Qualifications
- Juris Doctor (J.D.) from an accredited law school.
- Active license to practice law in Florida and ability to maintain good standing.
- Minimum of 12 years of trial experience, including significant experience handling First Party Property litigation and trying first party property cases.
- Demonstrated success developing trial strategies and achieving favorable litigation outcomes.
- Experience mentoring attorneys, leading legal teams, or developing litigation talent.
Why You'll Love Working Here
We're serious about our work—but we also believe work should be enjoyable.
Our offices were designed with our team members in mind and includes:
- State-of-the-art fitness center
- Complimentary chef-prepared lunches monthly
- Beautiful walking trail around our offices
- Team Member appreciation events throughout the year
- Hybrid work environment that supports collaboration and flexibility
- Food truck events featuring local favorites
- Professional development, mentoring, and continuing education
- Competitive benefits package including medical, dental, vision, paid time off, 401(k), and more
At Security First, you'll find a collaborative culture where people genuinely enjoy working together and where your expertise is valued.
The Kind of Person Who Thrives Here
You are someone who:
- Enjoys leading through influence rather than direct supervision and takes pride in helping others succeed.
- Loves being in the courtroom.
- Enjoys mentoring and developing attorneys.
- Thinks strategically—not just tactically.
- Builds strong relationships across departments.
- Leads with integrity, professionalism, and humility.
- Believes great teams produce great results.