Join Upland

At Upland Specialty Insurance, we take pride in building a dedicated team of “we entrepreneurs” where you can focus your experience, skills, and creativity to craft solutions for the long-term success of the company, and you as individual team member. 

Are you a “we entrepreneur”? Do you value the individual freedom to practice your craft while enjoying the benefits of working as a team? Do you like to have fun at work while being challenged? Upland may be the company for you.
Current Open Positions:
Associate Accountant (AP Specialist)
Remote
$45,000-$65,000 Annually
Upland Capital Group, Inc. is an AM Best rated “A-” VIII specialty property/casualty insurer headquartered in Dallas, Texas. Through its wholly owned insurance carrier, Upland Specialty Insurance Company, the company markets, underwrites and services specialty insurance products in select markets to include excess transportation, construction casualty, excess casualty, primary general liability, excess public entity, professional liability errors and omissions as well as excess cyber liability. We focus on “old school” underwriting as a craft, add “new school” analytics and technology, and encourage a gritty, growth mindset among people called “we entrepreneurs.” As an Excess and Surplus (E&S) carrier, we face unique and interesting problems every day. We are seeking an Associate Accountant to join our Finance department. This position will be responsible for various tasks including accounts payable, accounts receivables, expense report processing, journal entries, reconciliation, research, and month-end close. While this position is remote, candidates located in the Dallas Fort-Worth area are strongly preferred.
Business Intelligence & Analytics Engineer
Remote
$80,000-$125,000 Annually
As an Excess and Surplus (E&S) carrier, we face unique and interesting problems every day. We are seeking a Business Intelligence & Analytics Engineer to join our growing Data team. This hands-on role focuses on developing skills and delivering tangible value through reporting, dashboards, and data pipelines. Primary Function: You'll collaborate with senior engineers and business stakeholders to transform raw data into actionable insights. Responsibilities include writing SQL queries, building dbt models, troubleshooting data issues, and supporting reporting across teams such as underwriting, claims, and finance. This early-career position is ideal for individuals with 2+ years of experience in a technical role or those transitioning into data analytics with a solid foundation in analytics and a desire to grow.
Technical Product Manager, Insurance Rating and Pricing Insight
Remote
$130,000-$165,000 Annually
As an Excess and Surplus (E&S) carrier, we face unique and interesting problems every day. We are looking for a Tech Product Manager with P&C insurance pricing knowledge to join our RA&D team. This role will report to the Director, Analytics Product Management.
Business Analyst, Insurance Data and Analytical Solutions
Remote
$90,000-$120,000 Annually
As an Excess and Surplus (E&S) carrier, we face unique and interesting problems every day. We are looking for a Business Analyst to join our Risk, Analytics and Data (RAD) team to support various data, analytics, and technology initiatives. This role will report to the Director, Analytics Product Management.
Senior Accountant
Remote
$90,000-$110,000 Annually
As an Excess and Surplus (E&S) carrier, we face unique and interesting problems every day. We are seeking a Senior Accountant to join our Finance department. We are looking for a Senior Accountant to join a specialty insurance company built on experience. This position will be responsible for a variety of complex accounting practices to include reinsurance accounting, statutory and GAAP accounting, journal entries, reconciliations, research, special projects and month-end close. As a Senior Accountant, the expectation is that the job will be performed with a high level of independence regarding day-to-day activities. This position will also assist in the handling of multiple tasks simultaneously, adhering to timelines and communicating clearly and effectively both oral and written.
Actuarial Analyst
Remote
$80,000-$110,000 annually
Upland Capital Group, Inc. is an AM Best rated “A-” VIII specialty property/casualty insurer headquartered in Dallas, Texas. Through its wholly owned insurance carrier, Upland Specialty Insurance Company, the company markets, underwrites and services specialty insurance products in select markets to include excess transportation, construction casualty, excess casualty, primary general liability, excess public entity, professional liability errors and omissions as well as excess cyber liability. We focus on “old school” underwriting as a craft, add “new school” analytics and technology, and encourage a gritty, growth mindset among people called “we entrepreneurs.” At our Risk and Analytics (R&A) team, we focus on Actuarial, Data Science, Data and Model Engineering, and Enterprise Risk Management functions. Our Actuarial and Data Science model environment and architecture is containerized, and we are cloud based, running on Azure. Our vision is to build highly automated and efficient processes to deliver actuarial insights into underwriting and claims handling processes. We look to create value by problem solving and a close collaboration with stakeholders across the organization, not limited by a ‘one size fits all’ mindset. As an Excess and Surplus (E&S) carrier, we face unique and interesting problems every day. We are looking for an aspiring Actuarial Analyst to join our R&A team. This role will report to the Actuarial Manager and is fully remote.