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:
SOX Manager
Remote
$140,000 - $150,000
The SOX Manager will serve as a critical leader in managing the company’s Sarbanes-Oxley (SOX) compliance program, ensuring robust governance, risk, and compliance practices across both IT and business operations. This position will have visibility across the enterprise, regularly collaborating with Finance, Technology, Risk, and Audit stakeholders, and delivering actionable reporting directly to the VP of Security Risk & Governance, the CFO, and the Operational Governance Committee. The SOX Manager will also oversee the design, implementation, and continuous enhancement of the Internal Controls over Financial Reporting (ICFR) including IT General Controls (ITGCs) and Business Process Controls. You will administer and manage the organization’s GRC tool, drive control design reviews for new application implementations, and provide expert advisory support at the outset of system implementation projects to embed SOX requirements early.
Cloud Support Engineer
Remote
$115,000 - $125,000
Upland Capital Group is seeking a Cloud Support Engineer to provide Tier 1 support for our cloud-based platforms and integration services. This individual will serve as the first line of defense for technical support, helping ensure that our cloud workflows and services remain reliable, secure, and responsive to business needs. The role will focus on monitoring system health, responding to alerts and user inquiries, and resolving common issues related to cloud-based workflows, access, and service availability—particularly within Azure Logic Apps and related integration services. This is a remote role.
HR Generalist
Westwood, MA
$80,000 - $95,000
We are seeking an experienced HR Generalist to join our dynamic, remote first rapidly growing organization. Our workforce is distributed across multiple U.S. states, and we have a growing international footprint. The ideal candidate has strong generalist skills, is highly adaptable, and thrives in a virtual environment. This is a hybrid role, working three days onsite at our office in Westwood, two days remote.