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middle market Pennsylvania

41 middle market jobs found

WSFS Bank
02/23/2026  
Senior Relationship Manager - Middle Market Banking
Job Description At WSFS Bank, we empower our Associates to grow their careers, guide our customers to secure their financial futures, and actively support our Communities so they can fully thrive. Careers with WSFS Bank offer an inclusive and supportive culture, competitive salaries, advancement opportunities, and more. We are the region's locally headquartered bank and wealth management company. We are honored to consistently be named a Top Workplace by our Associates, who make a difference every day for the people, businesses, and Communities we serve. We Stand For Service® is more than part of our name, it’s our mission and our purpose The Senior Relationship Manager (“RM”) is responsible for managing a portfolio of Middle Market clients, e.g., companies with annual sales typically between $20-250MM+ and total exposures of $10-80MM+.  The incumbent will retain and expand existing Middle Market relationships, as well as sourcing new commercial relationships via systematic...
WSFS Bank Philadelphia, PA, USA Full Time
Liberty Mutual
02/02/2026  
Executive Underwriter, Middle Market Multi-Industry
Description Join our successful team where you’ll manage a profitable middle-market P&C portfolio, make meaningful underwriting decisions, and partner closely with producers, risk engineering, and claims. This role offers real underwriting authority, exposure to complex accounts, and the resources of a top-tier organization to win and retain business. Responsibilities Manages portfolio of brokers/agents & clients. Leverages market presence and expertise to develop and underwrite profitable business, acting as a representative for Liberty. Has relationships with senior/market-leading brokers and/or key agents. Maintains a strong market presence, including established relationships with agents and brokers. Looks to strengthen these relationships and develop new ones. Articulates key coverage differences with a high degree of detail. Provides significant input into the business and marketing planning process, including advanced data-driven insights...
Liberty Mutual Pittsburgh, PA, USA Full Time
The Hanover Insurance Group
10/23/2025  
Middle Market Sr Sales Underwriting Specialist
For more than 170 years, The Hanover has been committed to delivering on our promises and being there when it matters the most. We live our values every day, demonstrating we  CARE  through our values,  Sustainability  initiatives and  inclusive corporate culture .   Our Middle Market department is seeking a Sr. Sales Underwriter to join our growing team for our Western Pennsylvania territory .   This is a Full-time, Exempt role.   This is a Hybrid position.     Position Overview/Summary: Responsible for identifying, soliciting, underwriting and selling new and renewal Middle Market accounts that drive profitable growth and align with Industry Segments, appetite and mix goals. Apply advanced technical, sales and analytical skills to provide insurance solutions that help Hanover’s customers manage risk. Demonstrates a thorough understanding of Hanover’s strategies and appetites and will use internal and external data to make appropriate...
The Hanover Insurance Group Pittsburgh, PA, USA
The Hanover Insurance Group
10/23/2025  
Middle Market Sr Sales Underwriting Specialist
For more than 170 years, The Hanover has been committed to delivering on our promises and being there when it matters the most. We live our values every day, demonstrating we  CARE  through our values,  Sustainability  initiatives and  inclusive corporate culture .   Our Middle Market department is seeking a Sr. Sales Underwriter to join our growing team for our Western Pennsylvania territory .   This is a Full-time, Exempt role.   This is a Hybrid position.     Position Overview/Summary: Responsible for identifying, soliciting, underwriting and selling new and renewal Middle Market accounts that drive profitable growth and align with Industry Segments, appetite and mix goals. Apply advanced technical, sales and analytical skills to provide insurance solutions that help Hanover’s customers manage risk. Demonstrates a thorough understanding of Hanover’s strategies and appetites and will use internal and external data to make appropriate...
The Hanover Insurance Group Pittsburgh, PA, USA
Penn-America Group
03/19/2026  
Intern - Artificial Intelligence
Internship Start Date: June 2026 This position is in person from our Bala Cynwyd, PA office GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What You Will Do Work on applied AI and automation use cases across underwriting, operations, customer support, finance, and analytics  Help design and prototype internal AI tools such as: Knowledge and procedure chatbots using SharePoint, Copilot, or external AI platforms AI‑assisted document and manual search for underwriting and customer service Automated reporting,...
Penn-America Group Bala Cynwyd, PA, USA Full Time
GBLI | Global Indemnity
03/18/2026  
Intern - Artificial Intelligence
Internship Start Date: June 2026 This position is in person from our Bala Cynwyd, PA office GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What You Will Do Work on applied AI and automation use cases across underwriting, operations, customer support, finance, and analytics  Help design and prototype internal AI tools such as: Knowledge and procedure chatbots using SharePoint, Copilot, or external AI platforms AI‑assisted document and manual search for underwriting and customer service Automated reporting,...
GBLI | Global Indemnity Bala Cynwyd, PA, USA Full Time
Penn-America Group
03/17/2026  
Data Analyst
GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to be the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What GBLI offers you: Generous paid time off (PTO) Professional development opportunities (including a mentorship program) Educational assistance program, which covers up to $5,250 in educational costs per year Comprehensive health insurance plan (with vision and dental) Paid Parental Leave Life insurance 401(k) retirement plan with up to 6% company match and immediate vesting Healthcare and dependent care flexible spending accounts Short-term and long-term...
Penn-America Group Bala Cynwyd, PA, USA Full Time
Berkley
03/15/2026  
Executive Underwriter (Remote)
Company Details   Berkley Mid-Atlantic Group (BMAG) is a property and casualty insurance provider serving the Mid-Atlantic. We are a member of W. R. Berkley Corporation, one of the largest commercial lines property casualty insurance holding companies in the United States. With the resources of a large Fortune 500® corporation and the ability to operate with the closeness and flexibility of a small company, we exclusively work with select independent agents to insure the future of business.   Our culture is one that empowers employees to question the status quo and seek innovative ways to continue to exceed the expectations of our customers. We practice collaboration, creativity, and teamwork on a daily basis, with a commitment to innovation and high performance.     Company URL:   https://www.wrbmag.com/   The company is an equal opportunity employer.     Territory: Eastern Pennsylvania Responsibilities...
Berkley Philadelphia, PA, USA
Penn-America Group
03/12/2026  
Manager, Product Management
GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to be the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What GBLI offers you: Generous paid time off (PTO) Professional development opportunities (including a mentorship program) Educational assistance program, which covers up to $5,250 in educational costs per year Comprehensive health insurance plan (with vision and dental) Paid Parental Leave Life insurance 401(k) retirement plan with up to 6% company match and immediate vesting Healthcare and dependent care flexible spending accounts Short-term and long-term...
Penn-America Group Bala Cynwyd, PA, USA Full Time
GBLI | Global Indemnity
03/12/2026  
Manager, Product Management
GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to be the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What GBLI offers you: Generous paid time off (PTO) Professional development opportunities (including a mentorship program) Educational assistance program, which covers up to $5,250 in educational costs per year Comprehensive health insurance plan (with vision and dental) Paid Parental Leave Life insurance 401(k) retirement plan with up to 6% company match and immediate vesting Healthcare and dependent care flexible spending accounts Short-term and long-term...
GBLI | Global Indemnity Bala Cynwyd, PA, USA Full Time
Penn-America Group
03/10/2026  
Insurance Associate
GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to be the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What GBLI offers you: Generous paid time off (PTO) Professional development opportunities (including a mentorship program) Educational assistance program, which covers up to $5,250 in educational costs per year Comprehensive health insurance plan (with vision and dental) Paid Parental Leave Life insurance 401(k) retirement plan with up to 6% company match and immediate vesting Healthcare and dependent care flexible spending accounts Short-term and long-term...
Penn-America Group Bala Cynwyd, PA, USA Full Time
GBLI | Global Indemnity
03/10/2026  
Insurance Associate
GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to be the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What GBLI offers you: Generous paid time off (PTO) Professional development opportunities (including a mentorship program) Educational assistance program, which covers up to $5,250 in educational costs per year Comprehensive health insurance plan (with vision and dental) Paid Parental Leave Life insurance 401(k) retirement plan with up to 6% company match and immediate vesting Healthcare and dependent care flexible spending accounts Short-term and long-term...
GBLI | Global Indemnity Bala Cynwyd, PA, USA Full Time
Penn-America Group
03/09/2026  
Intern - Accounting/Finance
GBLI | Global Indemnity provides specialty property and casualty insurance for small to middle‑market businesses—and we’re on a mission to be best‑in‑class while achieving steady, profitable growth. Our guiding principles include a core belief that our people come first, a strong customer‑centric mindset, and disciplined financial and underwriting practices. Our work environment is flexible, friendly, and collaborative, with meaningful opportunities to learn, contribute, and grow.   In this role, you will work under the direction of the Company’s Finance department and will gain valuable Finance expertise and get exposure to different areas of the company.     What You Will Do Support major accounting and finance projects , including organizing, validating, and analyzing large data sets. Assist with financial systems upgrades and process improvements , helping ensure data accuracy and efficiency. Build and maintain financial models to support complex...
Penn-America Group Bala Cynwyd, PA, USA Full Time
Acrisure
03/01/2026  
Placement Specialist
About Acrisure   A global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing cutting-edge technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more.  In the last twelve years, Acrisure has grown in revenue from $38 million to almost $5 billion and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible. Due to growth, we have multiple positions available across the division. About Acrisure   Scope:     The individual in this role will be responsible for managing and executing key components of the new business and renewal processes for insurance accounts. This includes...
Acrisure Wayne, PA, USA Full Time
Penn-America Group
02/28/2026  
Accounts Receivable Coordinator
GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to be the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What GBLI offers you: Generous paid time off (PTO) Professional development opportunities (including a mentorship program) Educational assistance program, which covers up to $5,250 in educational costs per year Comprehensive health insurance plan (with vision and dental) Paid Parental Leave Life insurance 401(k) retirement plan with up to 6% company match and immediate vesting Healthcare and dependent care flexible spending accounts Short-term and long-term...
Penn-America Group Bala Cynwyd, PA, USA Full Time
Penn-America Group
02/26/2026  
Corporate Underwriting Intern
This position may be as performed as a hybrid work arrangement from our Bala Cynwyd, PA, Omaha, NE, or Scottsdale, AZ GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  We are seeking to hire interns that are eager to learn the fundamentals of property & casualty underwriting in the fast-paced environment of the Surplus Lines segment. This sector of the insurance industry is robust where every risk is uniquely different and not your usual homogenous “in the box” type of business. In this role, you will gain valuable, practical,...
Penn-America Group Bala Cynwyd, PA, USA Full Time
UFG Insurance
02/23/2026  
Sr Production Underwriter
UFG is looking for a Sr. Production Underwriter to join our team in a multi-line, multi-industry opportunity.  In this role you will be responsible for attracting and underwriting middle market business, deploying effective account management while fostering strong working relationships with agency partners. This role executes underwriting strategy to achieve profit and premium plans. The Sr. Production Underwriter will handle a renewal book in their territory as assigned. This role assists with the resolution of escalated issues, and mentors and coaches team members.   The individual in this role will have a territory in PA. Responsibilities:   Profitably underwrite complex new and renewal business through risk selection, pricing, contractual integrity, and account management, in accordance with delegated authority, and ensuring regulatory compliance. Demonstrate critical thinking in assessing the risk and identifying exposures and controls. Price risk...
UFG Insurance PA, USA Full Time
Penn-America Group
02/19/2026  
Manager, Renewal Underwriting
GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to be the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What GBLI offers you: Generous paid time off (PTO) Professional development opportunities (including a mentorship program) Educational assistance program, which covers up to $5,250 in educational costs per year Comprehensive health insurance plan (with vision and dental) Paid Parental Leave Life insurance 401(k) retirement plan with up to 6% company match and immediate vesting Healthcare and dependent care flexible spending accounts Short-term and long-term...
Penn-America Group Bala Cynwyd, PA, USA Full Time
GBLI | Global Indemnity
02/19/2026  
Manager, Renewal Underwriting
GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to be the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What GBLI offers you: Generous paid time off (PTO) Professional development opportunities (including a mentorship program) Educational assistance program, which covers up to $5,250 in educational costs per year Comprehensive health insurance plan (with vision and dental) Paid Parental Leave Life insurance 401(k) retirement plan with up to 6% company match and immediate vesting Healthcare and dependent care flexible spending accounts Short-term and long-term...
GBLI | Global Indemnity Bala Cynwyd, PA, USA Full Time
Penn-America Group
02/09/2026  
Head of Legal
GBLI | Global Indemnity  provides specialty property and casualty insurance for small to middle-market businesses – and we’re on a mission to be the best-in-class while achieving steady, profitable growth. Our guiding principles include the core belief that our people are number one. We also strongly emphasize a customer-centric mentality and disciplined underwriting practices. Our work environment is flexible, friendly, and collaborative, with plenty of opportunities to take charge of your career.  What GBLI offers you: Generous paid time off (PTO) Professional development opportunities (including a mentorship program) Educational assistance program, which covers up to $5,250 in educational costs per year Comprehensive health insurance plan (with vision and dental) Paid Parental Leave Life insurance 401(k) retirement plan with up to 6% company match and immediate vesting Healthcare and dependent care flexible spending accounts Short-term and long-term...
Penn-America Group Bala Cynwyd, PA, USA Full Time

 

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