Two Chicks With A Side Hustle

🌐 Associate Underwriter 💻

(Remote – U.S.) 🧾 About the RoleSymetra is seeking a detail-oriented Associate Underwriter to join its growing underwriting team. In this remote role, you’ll support pricing and renewal of Life, AD&D, Disability, and Supplemental Health products for groups ranging from 100 to 1,500 lives. You’ll evaluate risk, analyze data, and collaborate with cross-functional teams to […]

🌐 Benefits Specialist 💻

(Remote – U.S., including Massachusetts and other locations) 🧾 About the RoleSymetra is hiring a Benefits Specialist to support in-force business across Life, Disability, Absence Management, and Supplemental Health product lines. In this client-facing role, you’ll manage relationships with assigned accounts, resolve service issues, drive retention and growth, and deliver a seamless experience for customers […]

🌐 Platinum Sales Support Specialist – Retirement 💻

(Remote – U.S.) 🧾 About the RoleSymetra is hiring a Platinum Sales Support Specialist to join its Retirement Sales team. In this remote position, you’ll provide white-glove support for high-impact annuity applications, assist with case processing, and collaborate with internal wholesalers and advisors. This role offers a clear path for growth, including the opportunity to […]

🌐 Training and Sales Specialist 💻

(Remote – U.S.) 🧾 About the RoleSymetra is hiring a Training and Sales Specialist to support the Benefits Division. In this remote role, you’ll design, lead, and continuously improve sales training programs—ensuring new hires get off to a strong start and experienced reps continue to sharpen their skills. You’ll work closely with sales leadership, subject […]

🌐 Sr. Employee Relations Specialist 💻

(Remote – U.S.) 🧾 About the RoleSymetra is hiring a Senior Employee Relations Specialist to join its Talent Management team. In this role, you’ll lead complex workplace investigations, collaborate with HR and legal teams, and shape a more inclusive and psychologically safe employee experience. If you’re passionate about fairness, compliance, and proactive culture building, this […]

🌐 Actuarial Associate II 💻

(Remote – U.S.) 🧾 About the RoleSymetra is seeking a full-time remote Actuarial Associate II to join its Actuarial Modernization team. In this hybrid role, you’ll work on retirement forecasting, support financial plan and solvency assessments, and contribute directly to the team’s growing Python code base. Perfect for an actuarial student with strong technical chops […]

🌐 Actuary I 💻

(Remote – U.S.) 🧾 About the RoleSymetra is seeking a full-time remote Actuary I to support key financial reporting and actuarial analysis within its Embedded Value (EV) framework. In this cross-functional role, you’ll collaborate with teams across the company, drive model improvements, support high-profile deliverables, and mentor junior talent—all while contributing to enterprise-wide strategy. ✅ […]

🌐 Policy Administrative Representative 💻

(Remote – U.S.) 🧾 About the RoleSymetra is hiring a remote Policy Administrative Representative to support new business and in-force contract administration for Workforce Benefits and Medical Stop Loss products. This role is ideal for someone who enjoys handling complex transactions, thrives in a fast-paced environment, and values both autonomy and collaboration. ✅ Position Highlights• […]

🌐 Customer Service Representative 💻

(Remote – U.S.) 🧾 About the RoleSymetra is hiring full-time remote Customer Service Representatives for its Life Insurance Division. If you’re passionate about helping people with their financial needs and want to work in a collaborative, remote-friendly environment, this is your opportunity to make a difference with a company committed to inclusion and innovation. ✅ […]

🌐 Technical Business Analyst 💻

(Remote – U.S.) 🧾 About the RoleWorld Travel Holdings is hiring a full-time remote Technical Business Analyst to support its Business-to-Business (B2B) Division, including Dream Vacations and CruiseOne. If you thrive on translating business needs into technical solutions and enjoy working in a fast-paced Agile environment, this role offers the chance to make a real […]