Enterprise Leadership Jobs (NOW HIRING)

The Enterprise Leadership Associate (ELA) – Executive Rotational Program is a high‑potential leadership development role designed to build a pipeline of future enterprise leaders. This program is intended for professionals with established careers who are seeking a new career within Premium Finance and potentially their next leadership opportunity. The ELA participates in a structured rotational program across sales, operations, underwriting, finance, and leadership functions, gaining a comprehensive understanding of the company’s business model, financial performance, and operational priorities. Working closely with senior leadership, the ELA supports strategic initiatives, analyzes business performance, and contributes to enterprise‑wide decision‑making. This role provides significant exposure to executive leadership and cross‑functional operations and is designed to prepare participants for future leadership positions. Upon successful completion of the program, the Enterprise Leadership Associate is expected to transition into an Associate Sales or Operations Manager role or a comparable leadership position aligned with business needs.

• Participate in a structured, enterprise‑level rotational program across sales, operations, underwriting, finance, and leadership functions to gain broad exposure to the business and its core operating models.
• Develop a strong understanding of organizational strategy, financial performance drivers, and operational execution across business lines.
• Work directly with Managing Directors, Regional Sales Managers, and Regional Operations Managers to support strategic initiatives and business performance.
• Assist with planning, coordination, and follow‑through on enterprise and regional priorities.
• Analyze operational and financial performance data to identify trends, risks, and growth opportunities.
• Develop insights and recommendations to support data‑driven decision‑making by leadership.
• Support workforce planning, talent development, and organizational effectiveness initiatives in partnership with leadership.
• Contribute to initiatives focused on leadership development and succession planning.
• Support client engagement, retention strategies, and business development efforts alongside sales leadership.
• Gain exposure and develop customer‑facing strategies.
• Contribute to cross‑functional projects focused on process improvement, innovation, and operational scalability.
• Support initiatives designed to enhance efficiency, effectiveness, and enterprise alignment.
• Willingness to relocate multiple times throughout the program, based on business needs.
• Other duties as assigned.

• 7+ years of professional experience.
• Experience managing and developing direct reports.
• Demonstrated leadership potential, including prior management experience or equivalent leadership responsibility.
• Strong analytical, strategic thinking, and problem‑solving skills.
• Excellent written and verbal communication skills, including the ability to interact effectively with senior leadership.
• Strong organizational skills with the ability to manage multiple priorities in a fast‑paced environment.
• Ability to think critically, exercise sound judgment, and contribute to enterprise‑level decision‑making.
• Willingness to travel and relocate based on program structure and business needs.
• Proficiency in Microsoft Office Suite, including Excel, PowerPoint, and Word.
• Familiarity with CRM systems; Salesforce experience preferred.
• Financial services, insurance, or service‑based industry experience preferred.

• Parking and commuter benefits programs (based on location).
• Comprehensive paid training program.
• Wellness program, WellWorks, combined with an Employee Assistance Program for confidential support.
• Gym membership subsidies.
• 401(k) with a company match.
• Medical, prescription, dental, voluntary vision, voluntary life/dependent life, group term life, and AD&D insurance benefits.
• Paid vacation, paid personal leave, company‑paid holidays.
• Company lunches, corporate outings, and occasional special events.