At Skyward Specialty, our culture is central to our success and believe how we communicate internally is just as important as how we show up externally. The Marketing & Communications Specialist, leading internal communications is responsible for bringing our story to life for employees; connecting them to our strategy, reinforcing our culture, and ensuring they understand the impact of their work on our continued growth. This role sits at the center of the organization, partnering across business leaders, HR, Technology, and the Skyward Foundation to deliver clear, consistent, and engaging communications. It’s an opportunity to help shape the employee experience at a high-growth, people-first and fast-paced specialty insurance company. Key Responsibilities Execute internal communications strategy aligned to key enterprise Objectives and Key Results (OKRs), culture and priorities Maintain an internal editorial calendar aligned to business priorities and key moments...

The Senior Accountant is responsible for day-to-day financial activities. This includes creating month-end journal entries, annual and quarterly NAIC statutory statement preparation, internal management reporting, including the analysis and interpretation of data, systems and data flows, maintenance of the general ledger and support of the finance control environment.  Principal Duties and Responsibilities •    Coordinate completion of annual/quarterly statutory statement with outside areas (actuary, investments, tax, reinsurance, etc.)  •    Prepare parts of the annual/quarterly statutory statements not covered by outside areas. •    Review general ledger items for accuracy and completeness •    Review, analyze, report, and interpret financial reports •    Prepare monthly Blackline reconciliations various complex accounts  •    Assist with preparation of audit work papers •    Perform various projects and analysis as required •    Work collaboratively with the actuary,...

The Underwriting Assistant contributes to the success of the underwriting team by partnering with Underwriters to drive sustainable growth, improve profitability, retain accounts and service brokers. The UA is responsible for providing the necessary support to the underwriting lifecycle from pre-submission through policy issuance and renewal. They help to ensure all related activities are delivered in a manner consistent with customer service focus, quality, and timeliness. Principal Duties and Responsibilities Provide timely, efficient, and accurate support to Underwriting with respect to issuing policies; statistical coding; other miscellaneous back-end processes for new, renewal, and endorsement transactions; and miscellaneous clerical responsibilities for office or department Create policy documents which represent the insurance transaction bound by the underwriter Ensure the statistical coding and policy issuance complies with regulatory requirements for each...

Job Description The Senior Underwriter OR AVP is responsible for underwriting new and renewal medical stop-loss accounts at a profitable level. This role involves managing relationships with producers and customers to ensure alignment with overall company stop-loss goals.  The Senior Underwriting position works closely with the other team members in the region and with the sales team to identify business and producers that most closely meet our underwriting acumen. Key Responsibilities: Evaluate risk for in-force business and new business prospects. Make decisions to quote or decline to quote and develop premium rates in accordance with underwriting guidelines and authority limits. Develop and communicate new business or renewal rate recommendations and decisions in line with underwriting authority limits. Prepare and generate correspondence, proposals, and other reports as needed. Provide detailed explanations to Skyward A&H clients regarding...

The Assistant Vice President OR Senior Underwriter (Based on experience) underwrites and markets complex insurance products primarily through Wholesale brokerage, managing the relationships involved to ensure profitable alignment with overall company goals and provides intermediate levels of risk assessment and technical underwriting expertise to determine underwriting acceptability. Additionally, provides guidance and support to less experienced team members. Essential Duties and Responsibilities: Underwriting new and renewal accounts to meet growth and profitability targets. Negotiating participation, pricing and terms and conditions with brokers. Responsible for effective management of assigned distribution, including maintaining existing relationships as well as identifying and developing new distribution. Foster strong partnerships by keeping brokers informed of new products, programs and overall appetite while also communicating underwriting decisions in a...

Summary   The Senior Claims Adjuster manages all components of claim handling for the Management Liability line of business. Independently reviews submitted materials and policy documents, performs complete coverage analysis, and prepares coverage determination correspondence. Reviews and provides direction on reserve and settlement authority, where required, on complex, specialized claims including D&O, EPL, Fiduciary, Commercial Crime, Financial Institution E&O, Financial Institution bonds and Representations and Warranties/ transactional liability. Supports business partners through communication about specific claims, identification of claim trends, input on development, and marketing support. Monitors claim quality and customer feedback to ensure compliance with regulatory requirements, customer satisfaction and achievement of corporate objectives. Independently operates within company guidelines and authority levels in the settlement of claims. Makes appropriate...

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....

The SVP/VP – Accident & Health (A&H) Actuary provides actuarial leadership and strategic analytical support for Skyward Specialty’s A&H business, with a primary focus on stop loss and related health programs. This role is responsible for pricing governance, reserving oversight, reinsurance analytics, underwriting decision support, regulatory rate filing support, and the development of actionable portfolio insights. The Chief Actuary partners closely with Underwriting, Compliance, Finance, IT, Reinsurance partners, and external advisors in a public company / SOX-controlled environment. Reporting & Leadership Leads and develops a small actuarial team. Influences across functions (Underwriting, Compliance, Finance, IT, Reinsurance) to ensure timely, controlled, and decision-useful actuarial outputs. Key Responsibilities Pricing, Rating & Regulatory Support Provide actuarial support to Compliance for mid-year rate certifications and full-year rate...

The Senior Underwriter OR AVP is responsible for underwriting new and renewal medical stop-loss accounts at a profitable level. This role involves managing relationships with producers and customers to ensure alignment with overall company stop-loss goals.  The Senior Underwriting position works closely with the other team members in the region and with the sales team to identify business and producers that most closely meet our underwriting acumen. Key Responsibilities: Evaluate risk for in-force business and new business prospects. Make decisions to quote or decline to quote and develop premium rates in accordance with underwriting guidelines and authority limits. Develop and communicate new business or renewal rate recommendations and decisions in line with underwriting authority limits. Prepare and generate correspondence, proposals, and other reports as needed. Provide detailed explanations to Skyward A&H clients regarding conditions and requirements of quotes,...

The Assistant Vice President, Healthcare Solutions Underwriting is a leadership role responsible for driving the profitable growth and influencing the strategic direction of a healthcare underwriting portfolio encompassing Medical Malpractice, Healthcare Professional Liability, and General Liability for miscellaneous medical facilities (primary and excess), physicians, and physician groups as well as stand-alone Sexual Misconduct & Physical Abuse for healthcare providers and facilities. This individual will maintain strong producer and client relationships across an assigned territory. The AVP will serve as a key voice in shaping underwriting strategy, mentoring talent, and representing the Healthcare Solutions brand in the marketplace. Essential Duties and Responsibilities Drive the profitable growth of a complex book of new and renewal healthcare business, setting clear portfolio objectives and monitoring performance against targets. Exercise senior underwriting...