Role Description Join Us as a Benefits Specialist (fully remote) at Health Advocate, where you’ll become a trusted guide for members navigating benefit choices, open enrollment decisions, and plan questions. Your expertise—and your empathy—will help people make informed decisions with confidence. If you enjoy problem-solving, love helping others, and want to grow your career in benefits and healthcare, this fully remote position could be the perfect fit. What You’ll Do: Your Roadmap to Impact - Helping Members Understand Their Benefits - Answer incoming calls and respond to benefit questions with clarity and compassion. - Explain medical, dental, vision, pharmacy, life, disability, FSAs/HSAs, and other plans in easy-to-understand terms. - Guiding Open Enrollment & Life Event Decisions - Support members as they choose benefits during open enrollment, as new hires, or when their life circumstances change. - Compare and contrast plan options so members feel confident in their selections. - Providing Expert Navigation Across Coverage Types - Discuss Marketplace/exchange plans, COBRA, Medicare, and individual plans. - Help members understand costs, coverage, provider choices, and plan rules. - Solving Benefit Issues with Care & Accuracy - Research benefit concerns thoroughly and follow through until resolved. - Document all cases accurately while maintaining strict confidentiality. - Ensure compliance with HIPAA, COBRA, ACA, and all federal regulations. - Delivering Outstanding Member Experiences - Build trust quickly over the phone. - Provide objective, empathetic guidance—no sales, no quotas, just real support. Qualifications - Minimum 1–2 years of customer service and benefits experience - Minimum of 1 year of call center experience, preferably in a healthcare, insurance, or benefits environment - Minimum of 1 year of hands-on Medicare knowledge, including Medicare Advantage, Part A/B/D, and supplement plans - Ability to explain complex benefits clearly and patiently - Professional, supportive phone presence - Comfortable using MS Word, Excel, and internal systems - Strong documentation, accuracy, and time-management skills - You enjoy helping people - You thrive in a collaborative, remote environment Requirements - Fully remote work (we provide the equipment you need) - Exceptional training and ongoing development support - Real growth opportunities with leadership that invests in you - Competitive compensation & full benefits package, including: - Medical, dental & vision - Tuition assistance - 401(k) with company match - PTO & paid holidays - Starting hourly rate of $19.26 - A purpose-driven culture focused on compassion, clarity, and service Company Description Health Advocate is the nation’s leading provider of health advocacy, navigation, well-being and integrated benefits programs. For 20 years, Health Advocate has provided expert support to help our members navigate the complexities of healthcare and achieve the best possible health and well-being. Our solutions leverage a unique combination of best-in-class, personalized support with powerful predictive data analytics and a proprietary technology platform to address nearly every clinical, administrative, wellness or behavioral health need. Whether facing common issues or an unprecedented challenge like COVID-19, our team of highly trained, compassionate experts work together to go above and beyond expectations, making healthcare easier for our members and ensuring they get the care they need.

Role Description As a Senior Customer Success and Onboarding Manager, you will play a key customer-facing role at Eskimo Software, responsible for: - Client Onboarding & Training - Travel to new dealership clients across Ireland and Northern Ireland to deliver onsite, in-person system training. - Train all relevant stakeholders at each dealership on how to effectively use our CRM platform, tailoring delivery to suit varying levels of technical ability. - Ensure every new client feels confident and equipped to get the most out of our software from day one. - Account Management - Manage a portfolio of dealership accounts, building strong and trusted relationships with key contacts. - Conduct regular check-ins to monitor satisfaction, identify & proactively address concerns, and escalate technical or product issues where appropriate. - Identify accounts at risk of churn and implement retention strategies in collaboration with the Head of Sales. - Training Materials & Knowledge Resources - Develop and maintain high-quality training materials including user guides, how-to documents, video walkthroughs, and FAQs. - Continuously review and update training content to reflect product updates and evolving client needs. - Contribute to the improvement of onboarding processes based on feedback gathered from clients. Qualifications - Minimum 3 years' experience in a similar customer success, account management or training role. - Excellent interpersonal and communication skills — confident presenting to groups and building rapport with people at all levels. - Strong organisational skills with the ability to manage multiple accounts and priorities simultaneously. - Self-motivated and comfortable working independently in a remote-first environment. - A genuine passion for delivering great client experiences. - A full, clean driving licence — nationwide travel is a core requirement of this role. Requirements - Experience working within or alongside the automotive sector (advantage). - Familiarity with CRM or SaaS platforms, either as a user or in a training/support capacity (advantage). - Experience creating digital training content or e-learning materials (advantage). Benefits - Remote-first working with access to a Dublin city centre office when needed. - Mileage reimbursement for all business travel. - The opportunity to join the market leader in a growing and dynamic sector. - A collaborative, supportive team culture where your contribution is genuinely valued. - Real scope to grow and develop within the business as we scale.

Role Description The Weatherspoon Agency is actively seeking currently licensed life insurance professionals looking to build within a structured remote sales environment backed by mentorship, training, and company-supported lead programs. This opportunity is designed for motivated, coachable individuals who are already licensed in Life and Health insurance and are seeking a long-term remote career path with growth potential. We work with members and families who request information regarding available union and association benefits. Our agents meet with clients virtually through Zoom, explain available options, and assist families with coverage enrollment when appropriate. Qualifications - Active resident Life & Health insurance license - Ability to obtain additional non-resident state licenses if needed - Professional communication skills - Reliable internet and computer access - Comfortable working in a virtual environment - Self-motivated and coachable mindset Requirements - Candidates must hold an active resident insurance license in their home state - Additional non-resident licensing may be required depending on the territories and client availability assigned within the agency Benefits - Company-supported lead programs - Structured virtual onboarding and training - Remote work opportunity - Mentorship from experienced agency leadership - Advancement opportunities based on performance - Flexible scheduling options - Residual income potential Company Description This is a remote independent contractor opportunity within The Weatherspoon Agency. Training, mentorship, and support systems are provided to help qualified agents grow within the organization. Applicants selected to move forward will be contacted regarding the next steps in the interview process.

Role Description Our remote travel support team is continuing to grow, and we are seeking dependable, detail-oriented individuals to join us as Client Experience Specialist. In this role, you will assist travelers throughout the planning process by helping coordinate arrangements, organizing essential trip information, and ensuring every stage of the journey is handled with accuracy and care. This opportunity is well suited for individuals who enjoy helping others, managing details, and working independently in a flexible remote environment. No prior experience in the travel industry is required—complete training, onboarding, and ongoing mentorship are provided. Responsibilities - Assist clients with travel planning requests, preferences, and scheduling needs - Support the coordination of travel components including hotels, flights, cruises, transportation, tours, and activities - Research and compare travel options using approved supplier and booking systems - Provide clear updates on reservation status, itinerary progress, and confirmations - Communicate with clients through phone, email, and online messaging platforms - Manage itinerary changes, booking adjustments, and follow-up support requests - Maintain accurate and organized client records within internal systems - Track supplier updates, promotions, and destination information relevant to client plans - Participate in virtual onboarding sessions, training programs, and ongoing development Qualifications - Strong communication skills (written and verbal) - Excellent attention to detail and organizational abilities - Ability to manage multiple tasks independently in a remote setting - Comfortable using email, online platforms, and basic computer systems - Reliable internet connection and professional communication habits - Self-motivated with a positive, adaptable attitude - Interest in travel, hospitality, customer service, or coordination roles - Must be at least 18 years of age - Must reside in the United States, United Kingdom, Australia, Mexico, Spain or another approved region Benefits - Fully remote position - Flexible scheduling options - Structured onboarding and training support - Ongoing mentorship and professional development opportunities - Access to travel tools, supplier networks, and booking systems - Eligibility for travel-related incentives, discounts, and recognition programs - Growth opportunities within an expanding remote team