Project Manager - Risk, Analytics and Data

Job Overview

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 a Project Manager to join our Risk, Analytics & Data team.

Upland Capital Group is hiring a Project Manager to enhance the efficiency and scalability of our Data team. This individual contributor role is ideal for someone who excels in project management, driving execution, and cross-functional collaboration.

You will independently lead projects while also supporting developer-driven initiatives with coordination and communication. You'll own the team's internal delivery rhythm, manage project artifacts and documentation, and drive continuous improvements in how we plan and deliver work.

• Lead and support projects across the data portfolio
• Maintain the team's internal delivery rhythm and operational cadence
• Drive process improvements and operational excellence
• Manage project documentation, tracking systems, and stakeholder communication

The ideal candidate is an organized project manager with proven delivery experience who thrives in dynamic, fast-paced environments. Your experience includes managing projects across multiple business functions and stakeholder groups, as well as supporting technical teams in delivery execution.

You may be a good fit if you:

• Are a proactive operator who sees around corners
• Have experience in P&C Insurance and/or working within a data engineering team
• Can jump into a messy process and bring order without over engineering it
• Are known for getting things done and keeping others on track
• Enjoy working across disciplines and connecting the dots between technical and business priorities
• Are responsive, detail-oriented, and persistent
• Own project artifacts including RAID logs, project charters, project plans, and status reports
• Build and maintain tracking systems and documentation in Jira, Confluence or similar tools
• Document business requirements and process flows in support of project and team initiatives
• Manage communication and change during rollouts, migrations, and process changes
• Drive continuous improvements in how the team plans, prioritizes, and delivers work
• Support Internal Controls and compliance processes including documentation, audit support, and control tracking
• Other duties assigned

• Lead cross-functional projects and work streams end-to-end including scoping, planning, and driving execution across engineering, analytics, and business teams
• Provide project management support for developer-driven initiatives, serving as the coordination and communication bridge between technical teams and stakeholders
• Maintain the team's internal delivery rhythm including team ceremonies, processes, and ways of working to ensure smooth delivery

• Bachelor's degree preferred with 3+ years of experience in data operations, business operations, or project/program manager; or equivalent combination of experience and education
• P&C insurance experience highly preferred
• Strong project management and organizational skills with the ability to run multiple work streams concurrently
• Comfortable with ambiguity, structured in your thinking, and decisive in your execution
• Excellent communicator - clear, concise, and able to tailor to technical and business audiences
• Familiar with Agile or Kanban-based delivery models. Please note - this is not a scrum master role
• Insurance or regulated industry experience a plus
• Experience with SOX, data governance, or compliance-related documentation preferred but not required

Pay Estimate: $85,000 - $100,000/year

Other compensation: annual incentive program

Benefits: health insurance including FSA and HSA options and free access to Teladoc, vision, dental, disability and life insurance, parental leave, responsible time off (unlimited vacation days without an accrual system), paid sick time as required by law, 401(k), tuition reimbursement and employee assistance program.

Anticipated close date:
January 2, 2026