Skyward Specialty Insurance
12/12/2025  
Location: Remote Territory: Must Live in the Western US Territory (CA, AZ, OR, WA, NV, UT)   As a Senior Underwriter OR Underwriting Manager, you will be integral in underwriting and servicing surety risks within the Northeast territory. Your primary responsibilities will include servicing and nurturing agency relationships with the objective of growing our commercial surety accounts in your designated region. Empowered to make decisions within established underwriting guidelines, you will extend lines of authority (LOA). For accounts exceeding your authority and new business opportunities, you will collaborate and make recommendations to the Regional Vice President (RVP). This position reports directly to the territory’s RVP.   Essential Responsibilities Business Development : Develop and underwrite new business, ensuring the company's interests are protected. Agency Relationship Management : Service and maintain existing agency relationships...
Skyward Specialty Insurance Remote, OR, USA Full Time
12/12/2025  
We are seeking a results-driven Senior Underwriter to join our growing Renewable Energy practice, focused on complex and emerging risks across solar, wind, biomass, geothermal/COGEN, and battery energy storage systems (BESS). This role is ideal for a strategic thinker with deep technical expertise and a passion for partnering with brokers to support the renewable sector’s rapid evolution.   Key Responsibilities: Analyze and underwrite new and renewal commercial submissions for renewable energy accounts by assessing exposure, historical performance, and risk acceptability. Structure and price deals using sophisticated rating models, underwriting guidelines, and industry data. Develop and communicate customized coverage terms and conditions in line with underwriting authority and profitability objectives. Maintain a strong understanding of market conditions, competitive intelligence, and industry trends specific to renewable energy operations. Collaborate...
Skyward Specialty Insurance Remote, OR, USA Full Time
12/08/2025  
The successful candidate will join our dynamic and inclusive team, bringing enthusiasm, innovation, and a commitment to excellence that aligns with our collaborative and high-energy culture. Handle claims nationwide reported under primary and excess Miscellaneous Professional E&O, including coverage analysis, investigation, liability and potential exposure analysis, and the development and implementation of resolution strategies. Effectively and promptly communicate with insureds, agents, brokers and underwriters regarding claim status and handling. Analyze coverage and prepare coverage letters on complex matters with the guidance of in-house coverage counsel. Manage claims in litigation, including strategizing with defense counsel and experts on defending such. Set timely and accurate indemnity and expense reserves and reevaluate/update reserves appropriately based upon claim development. Negotiate settlements and attend mediations, arbitrations and trials as...
Skyward Specialty Insurance Remote, OR, USA Full Time
12/05/2025  
Summary This position is responsible for building strong relationships with our internal customers by being a thought leader supporting various segments and divisions. Excellent communication, customer service and organizational skills are required for success in this position. This role involves approaching problems with a holistic perspective, focusing not just on resolving the immediate issue but also on identifying sustainable and innovative ways to achieve long-term success. The candidate will have excellent analytical skills, and the ability to communicate effectively with technical and non-technical stakeholders. Principal Duties and Responsibilities Responsible for developing and maintaining trusted business relationships, driving the greatest possible business value from technology to meet the business needs and organizational goals. Apply influential analytical and problem-solving skills to communicate solutions in both technical and user-friendly language....
Skyward Specialty Insurance Remote, OR, USA Full Time
11/18/2025  
Position Purpose: We are seeking a top tier Sr. Underwriter to join our team and manage the administration of a profitable book of Crane & Rigging risks.  You will work closely with agents , brokers and your team to underwrite new and renewal business. You will be managing assigned accounts and be responsible for profitable underwriting results. Essential Duties and Responsibilities:   Gathers information from retail agents, wholesale brokers , and Underwriting Assistants in order to determine the degree of risk by examining applications , inspection reports, and historical loss information. Evaluates applicant factors by reviewing supplemental applications and loss control information against other external or proprietary underwriting sources and guidelines . Determines terms, conditions, and complex rating plans which generate a profit for the Company while meeting the needs of the customer. Understand loss trends, loss triangles and rate making....
Skyward Specialty Insurance USA Full Time