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Cleveland leadership development

25 leadership development jobs found in Cleveland

Oswald
02/26/2026  
Data Consultant - Employee Benefits
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary : Responsible for performing and presenting data analysis for assigned accounts and complete special project deliverables in the Group Benefits Business Unit; conducts complex analysis and customized models on multi-national accounts across many lines of coverage and varying funding mechanisms. Supports sales growth and retention objectives. A Day in The Life : Manages large projects from inception and design through post-implementation assessment, working closely with internal departments and clients. Attends client meetings as lead data consultant; presents to key business leaders to explain analytical findings and financial recommendations; demonstrates strong client-facing skills and engenders client’s confidence in the data recommendations / findings. Provides...
Oswald Cleveland, OH Full Time
Oswald
02/24/2026  
Client Manager - Personal Lines
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. A Day in The Life Responsible for servicing an assigned book of business which varies based upon client needs, account complexity, and client structure. Serves as the main point of contact for all existing clients, centers of influence and assigned book of business; responds to all service requests inclusive of billing inquires and coverage options. Ensures all client service needs are delivered in a timely and professional manner throughout the year by responding to requests as submitted in accordance to agency standards. Maintains accurate account files, records, and documentation in accordance with the agency standards; confirms in writing all relevant contacts, communication, suggestions, advice, etc., with clients, carriers and other applicable parties and attaches documentation...
Oswald Cleveland, OH Full Time
Oswald
02/19/2026  
Pharmacy Analyst
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary : We are seeking an analytical and operationally focused Pharmacy Analyst to join our pharmacy consulting team. This role supports the operational, clerical, and compliance functions of the pharmacy department to ensure smooth, efficient, and accurate workflow. This role assists with documentation, scheduling, request for proposal coordination, data entry, and communication between pharmacy benefit managers, client service teams and our pharmacy consultant and clinical pharmacist. Responsibilities include maintaining paperwork, audit documentation, processing billing and invoicing information, and supporting pharmacy leadership with reporting and administrative projects. The ideal candidate is detail‑oriented, organized, and skilled in customer service, multitasking, and...
Oswald Cleveland, OH Full Time
Oswald
02/16/2026  
Client Manager - Project Risk
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary: Responsible for brokering, administering, and managing Owner Controlled Insurance Programs (OCIP) and Contractor Controlled Insurance Programs (CCIP) for an assigned portfolio of construction projects. Provides expert external support to clients while directing internal support resources as needed. Ensures high‑quality service delivery, regulatory compliance, and retention of existing business. A Day in the Life: • Serves as the primary service contact for OCIP/CCIP clients, identifying risk exposures and designing cost‑effective wrap‑up insurance solutions tailored to project needs. • Brokers Owner’s Interest and project‑specific insurance placements, ensuring appropriate coverage structure, pricing, and carrier alignment. • Reviews construction contracts for...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Join our Talent Network!
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Interested in opportunities at Oswald Companies, but don't see what you're looking for? No problem! Share a resume and your contact information with us and we will be sure to keep your information handy when the right opportunity comes up. Be sure to follow us on social media to stay up to date on the latest news and new opportunities available at Oswald. Talk to you soon! Who is Oswald? Oswald is a 129-year-old company that creates a world of protection around the lives and businesses of our clients. We are an independent, employee-owned company. So, essentially, you own your own success in a personally and financially rewarding opportunity. Inclusivity is a priority. We foster an environment of collaboration and belonging where our Employee-Owners thrive on their unique...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Client Manager / Group Benefits
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary The Client Manager will be responsible for providing quality client management of client relationships by anticipating client needs and questions, performing research to ensure the client’s employee benefits program supports their financial and organizational goals, and providing renewal management with oversight, guidance, and input from other senior members of the team. This also includes growth on the current book of business, an understanding of the client’s business, and a minimum of 95% retention and client satisfaction rating. Essential Functions Quality, Client Service & Expertise Proficiently manage the client service cycle, monitor time frames and meet renewal deadlines. With oversight, guidance and input from the CE/Producer: Participate in annual...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Client Manager - Group Benefits
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary The Client Manager will be responsible for providing quality client management of client relationships by anticipating client needs and questions, performing research to ensure the client’s employee benefits program supports their financial and organizational goals, and providing renewal management with oversight, guidance, and input from other senior members of the team. This also includes growth on the current book of business, an understanding of the client’s business, and a minimum of 95% retention and client satisfaction rating. Essential Functions Quality, Client Service & Expertise Proficiently manage the client service cycle, monitor time frames and meet renewal deadlines. With oversight, guidance and input from the CE/Producer: Participate in annual...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Client Manager - Personal Lines
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. A Day in The Life Responsible for servicing an assigned book of business which varies based upon client needs, account complexity, and client structure. Serves as the main point of contact for all existing clients, centers of influence and assigned book of business; responds to all service requests inclusive of billing inquires and coverage options. Ensures all client service needs are delivered in a timely and professional manner throughout the year by responding to requests as submitted in accordance to agency standards. Maintains accurate account files, records, and documentation in accordance with the agency standards; confirms in writing all relevant contacts, communication, suggestions, advice, etc., with clients, carriers and other applicable parties and attaches documentation...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Data Consultant - Employee Benefits
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary : Responsible for performing and presenting data analysis for assigned accounts and complete special project deliverables in the Group Benefits Business Unit; conducts complex analysis and customized models on multi-national accounts across many lines of coverage and varying funding mechanisms. Supports sales growth and retention objectives. A Day in The Life : Manages large projects from inception and design through post-implementation assessment, working closely with internal departments and clients. Attends client meetings as lead data consultant; presents to key business leaders to explain analytical findings and financial recommendations; demonstrates strong client-facing skills and engenders client’s confidence in the data recommendations / findings. Provides...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Data Consultant - Employee Benefits
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary : Responsible for performing and presenting data analysis for assigned accounts and complete special project deliverables in the Group Benefits Business Unit; conducts complex analysis and customized models on multi-national accounts across many lines of coverage and varying funding mechanisms. Supports sales growth and retention objectives. A Day in The Life : Manages large projects from inception and design through post-implementation assessment, working closely with internal departments and clients. Attends client meetings as lead data consultant; presents to key business leaders to explain analytical findings and financial recommendations; demonstrates strong client-facing skills and engenders client’s confidence in the data recommendations / findings. Provides...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Client Service Administrator - Group Benefits
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary : Responsible to provide internal support to an account management team for an assigned book of business; collaborates with sales and service staff by account, interfaces with clients and carriers, maintains records, and performs other general administrative duties. A Day in The Life : Provides direct administrative support as required for two to three assigned Client Managers; responds to requests for assistance in a timely and collaborative manner. Supports the assigned team in the retention of the existing client base; confers with the team on opportunities to up-sell and/or cross-sell additional Oswald products and services. Serves as a client contact and identifies and assesses customer’s needs quickly and accurately; solves problems systematically, using sound...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Senior Client Service Administrator - Property & Casualty
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. JOB PURPOSE Responsible to provide internal support to an account management team for an assigned book of business; collaborates with sales and service staff by account, interfaces with clients and carriers, maintains records, and performs other general administrative duties. ESSENTIAL DUTIES AND RESPONSIBILITIES Provides direct administrative support as required for one to three assigned Client Managers and Practice Leaders; responds to requests for assistance in a timely and collaborative manner. Processes requests for Certificates of Insurance as specified by client or within 24 hours of receipt of request. Ensures client invoices are paid as scheduled; responds to a variety of client billing issues and works closely with the related carrier to resolve billing problems....
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Sales Associate
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. JOB PURPOSE Responsible to generate sales opportunities with new clients in a defined market; coordinates personal sales efforts with department team members and other internal staff.  Also collaborates with the team to cross-sell products and services; develops and implements a personal sales plan with direct accountability for annual production goals. ESSENTIAL DUTIES AND RESPONSIBILITIES Establishes a sales development plan to originate business with new clients; builds and maintains a book of business and incrementally grows the book at plan each year.  Capitalizes on opportunities to cross-sell multiple lines of coverage to existing clients; collaborates with department peers and service staff managing the company's various practices to maximize the sale of services...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Controller
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary : The Controller plays a key role in supporting the Vice President, Controller in managing the company’s accounting operations. This position ensures compliance with Generally Accepted Accounting Principles (GAAP), drives accurate financial reporting, strengthens internal controls, and fosters a collaborative, high-performing team environment. The ideal candidate brings a strategic mindset, strong technical expertise, and a passion for continuous improvement. A Day in The Life : Oversee core accounting functions including general ledger management, month-end close, and financial reporting. Support the development and maintenance of financial controls and accounting systems to ensure accuracy, efficiency, and compliance. Ensure timely and accurate preparation of...
Oswald Cleveland, OH Full Time
Oswald
02/03/2026  
Senior Administrative Assistant - Group Benefit
Would you like to take ownership in a dynamic, high-growth business that truly walks the talk? Oswald Companies seeks goal-driven professionals ready to take their career to the next level. Job Summary : The Administrative Assistant is responsible to provide general administrative and clerical support for the Co-Managing Directors; performs a wide variety of advanced clerical duties; relieves unit leaders of selected administrative work and minor business detail.    Management of this process to include integrations across the following  departments / practices / teams (if applicable)     (Example) IT, Human Resources (benefits plan, 401K integration, employee-ownership), marketing (website & sales enablement) carrier contracts (benefits, P&C), licensing, accounting/finance, and facilities.    A Day in the Life: Essential Functions     Exercises the greatest degree of discretion in the handling and dissemination of...
Oswald Cleveland, OH Full Time
AmTrust Financial
04/15/2026  
Employee Network Program Manager
Overview This position is located on-site at our Cleveland, OH office.   Building an inclusive culture while hiring, developing and retaining talent is a top priority for AmTrust. The Employee Network Program Manager is responsible for activating Employee Networks as a core driver of employee experience, inclusion, and engagement across the organization. This role designs and enables a scalable Network ecosystem that strengthens belonging, shapes moments that matter across the employee lifecycle, amplifies employee voice, and supports enterprise Employee Experience priorities – particularly belonging, connection, growth, and giving back. Partners closely with Employee Experience, Learning & Development, and Internal Communications colleagues.   The expected salary range for this role is $53,300 - 80,000.   Please note that the salary information shown above is a general guideline only. Salaries are based upon a wide range of factors considered...
AmTrust Financial Cleveland, OH Full Time
AmTrust Financial
04/13/2026  
Business Analyst I, Operations
Overview The  Business Analyst will  support  the  Client  Services  Management   team to develop and deliver   client  facing metrics to  provide a proactive consultative service.  The analyst will work with the  Client Experience  team  to support them in identifying trends,  outliers,  opportunities,  and successes in a client’s claim data.   The  analyst  will  report to  the  Manager , Client  Services    to  expand   the client  facing   analytics program and continuously enhance the approach based on industry need and  claim capabilities .   The right candidate will bring a balance of analytical, execution, and communication skills to the table. Maintains a solid understanding of AmTrust’s mission, vision, and values. Upholds the standards of the AmTrust and Claims  organization.   Responsibilities Collaborate with corporate business partners to align on metric derivation and...
AmTrust Financial Cleveland, OH Full Time
AmTrust Financial
03/11/2026  
Underwriter II
Overview The Business Generation Consultant Lead (BGCL) plays a strategic role within the AmTrust sales organization by driving new business growth and optimizing submission follow-through. This position requires a highly motivated, relationship-driven sales professional with strong leadership capabilities, exceptional communication skills, and the ability to influence both internal stakeholders and external agents/brokers. The BGCL will serve as a subject matter expert in AmTrust product lines, sales processes, lead generation strategies, and agent engagement best practices. This role emphasizes proactive outreach and development of new business opportunities to meet and exceed performance goals. The BGCL maintains a strong understanding of AmTrust’s mission, vision, and values and ensures alignment to organizational standards. Responsibilities Sales Leadership & Business Development Lead the identification of...
AmTrust Financial Cleveland, OH Full Time
WTW
02/22/2026  
Healthcare Financial/Actuarial Associate Director
As a Healthcare Financial/Actuarial Associate Director you will be a key member of the Financial Actuarial & Analytics (FAA) Community of Expertise. You will lead clients’ financial/actuarial engagements for a portfolio of clients and/or significantly contribute to complex clients across the full spectrum of employer health and group benefit programs including medical, dental, life, disability, etc. In partnership with Client Service colleagues, you will communicate FAA concepts, strategies and results that effectively drive client action and improve plan performance, and will have the opportunity to work on cutting edge projects alongside leaders in the industry.   The Role Expands knowledge of varying client complexity by working across different client profiles Leads clients’ financial/actuarial engagements for a portfolio of small clients or manages FAA resources on more complex clients and/or deliverables Demonstrates clear understanding of the FAA service...
WTW Cleveland, OH Full Time
WTW
01/07/2026  
Healthcare Financial/Actuarial Associate Director
As a Healthcare Financial/Actuarial Associate Director you will be a key member of the Financial Actuarial & Analytics (FAA) Community of Expertise. You will lead clients’ financial/actuarial engagements for a portfolio of clients and/or significantly contribute to complex clients across the full spectrum of employer health and group benefit programs including medical, dental, life, disability, etc. In partnership with Client Service colleagues, you will communicate FAA concepts, strategies and results that effectively drive client action and improve plan performance, and will have the opportunity to work on cutting edge projects alongside leaders in the industry.   The Role Expands knowledge of varying client complexity by working across different client profiles Leads clients’ financial/actuarial engagements for a portfolio of small clients or manages FAA resources on more complex clients and/or deliverables Demonstrates clear understanding of the FAA service...
WTW Cleveland, OH Full Time

 

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