by Terrance Ellis | Jan 26, 2026 | Uncategorized
This is a strategic, enterprise-level role for someone who can turn AI buzzwords into real capability across a huge organization. You’ll own the AI learning strategy, build scalable programs, and partner with senior leaders to accelerate adoption and grow technical talent across CVS Health’s tech teams.
About CVS Health
CVS Health is focused on building a more connected, convenient, and compassionate health care experience. With a nationwide footprint and hundreds of thousands of colleagues, the company supports millions of people through in-person care, digital channels, and health solutions designed to simplify care for individuals, families, and communities.
Schedule
- Full-time (40 hours/week)
- Remote
What You’ll Do
- Lead the enterprise AI learning strategy aligned to business and transformation goals
- Partner with senior executives and technical leaders to identify skill gaps and future workforce needs
- Design and deliver advanced AI learning experiences (executive briefings, immersive workshops, role-based learning paths)
- Translate complex AI topics (generative AI, LLMs, ethical AI, MLOps) into accessible, actionable learning for broad audiences
- Establish program governance, success metrics, and continuous improvement using data and insights
- Track AI trends and advise leadership on what’s emerging and what it means for workforce development
- Represent CVS Health externally in AI learning forums and partnerships to strengthen employer brand and industry credibility
What You Need
- 8+ years in technology-adjacent roles, including 3+ years influencing senior stakeholders
- Proven experience designing and executing enterprise-level AI or advanced technology strategies
- Strong understanding of AI/ML concepts (deep learning, generative AI, MLOps)
- Familiarity with AI frameworks and languages (Python, TensorFlow, PyTorch) and cloud AI services (AWS SageMaker, Azure AI, Google Vertex AI)
- Strong coaching and technical talent development ability
- Exceptional executive communication and strategic consulting skills
Preferred
- Adult learning expertise and instructional design frameworks (ADDIE, SAM)
- Experience advising senior leaders on AI workforce readiness and transformation
- Hands-on AI model development/deployment experience
- Knowledge of responsible AI practices and regulatory considerations
- Master’s degree preferred
Benefits
- Pay range: $106,605–$284,280 (base; final offer varies by experience, education, and geography)
- Bonus, commission, or short-term incentive eligibility (role dependent)
- Equity award target included
- Medical plan options
- 401(k) with matching contributions
- Employee stock purchase plan
- Wellness programs, counseling, and financial coaching
- Paid time off and additional leave options (varies by eligibility)
- Tuition assistance and additional benefit offerings (varies by eligibility)
If you’ve got the blend of AI fluency, executive presence, and learning design chops to move a massive org forward, this is the kind of role that can turn into real influence fast.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 26, 2026 | Uncategorized
This is a relationship-plus-numbers role: you’re recruiting providers to shore up network coverage, negotiating rates and contract language within Aetna standards, and then owning the follow-through (building the contract, signatures, loading, and ongoing performance). If you like the chase of negotiations but also have the discipline to manage details after the handshake, this one fits.
About CVS Health
CVS Health is a major health solutions company working to make care more connected, convenient, and compassionate. This role sits in the corporate lane and supports provider network strategy and cost management through contract negotiation and performance management.
Schedule
- Full-time, 40 hours per week
- Remote
- Application window expected to close: 01/31/2026
What You’ll Do
- Recruit providers as needed to ensure network adequacy and support expansion goals
- Negotiate contracts with healthcare providers using internal financial standards and guidelines
- Use competitive intel to negotiate best-in-market discounts
- Develop rate proposals and run financial analyses to ensure targets are hit
- Negotiate contract language aligned to Aetna standards, partnering with internal teams when terms fall outside standards
- Build contracts and amendments in the contract management system
- Obtain signatures, track progress post-signature, and verify accuracy after release
- Manage contract performance and coordinate with internal departments on:
- Execution and loading
- Ongoing maintenance
- Questions and issue resolution
- Support negotiation and implementation of value-based contracting arrangements
- Manage relationships with key providers and resolve escalated issues, including:
- Claims payment concerns
- Contract interpretation and parameters
- Provider contract and demographic accuracy
- Negotiate settlements when needed
- Identify cost issues and recommend cost-saving initiatives
What You Need
- 3+ years negotiating contracts with providers such as:
- Ancillary providers
- Facilities
- Physician groups
- IPAs
Including rate proposal development, contract language negotiation, financial analysis, and competitive data analysis
- Knowledge of common contract provisions and provider reimbursement methodologies
- Understanding of industry payment policies and practices
- Understanding of provider financial issues, regulatory requirements, and competitor strategies
- High proficiency in Microsoft Office (Outlook, Word, Excel, etc.)
- Strong communication, analytical, and negotiation skills
- Ability to manage expectations and maintain strong internal and external relationships
- Strong organization and prioritization across multiple negotiations and deadlines
- Bachelor’s degree or equivalent combination of education and experience
Preferred
- Strong problem resolution and decision-making
- Hospital contract negotiation and or management experience
- Value-based contracting negotiation and or management experience
Benefits
- Pay range: $54,300–$145,860 (final offer varies by experience, education, geography, and other factors)
- Eligible for bonus, commission, or short-term incentive program in addition to base pay
- Affordable medical plan options
- 401(k) with matching contributions
- Employee stock purchase plan
- No-cost programs: wellness screenings, tobacco cessation, weight management, confidential counseling, financial coaching
- Paid time off and flexible work schedules (where eligible)
- Family leave, dependent care resources, colleague assistance programs, tuition assistance, and more (depending on eligibility)
Real talk: the “manager” in this title reads like senior individual contributor more than people leader. You’re managing negotiations, escalations, and provider relationships, not necessarily a team. So if you’re hunting for direct reports, double-check that during the first recruiter screen.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 26, 2026 | Uncategorized
If you’re the kind of person who can translate messy benefit details into clean, accurate plan language without missing a comma, this is your lane. You’ll write and edit medical, dental, and vision plan documents for new business, making sure clients and members get clear, compliant coverage details.
About CVS Health
CVS Health is one of the nation’s largest health solutions companies, supporting millions of people through local and digital care. This role sits in Customer Care and supports new group business by producing plan documents and Summaries of Benefits and Coverage (SBCs) that reflect benefit designs accurately and consistently.
Schedule
- Full-time, 40 hours per week
- Remote
- Application window expected to close: 01/26/2026
What You’ll Do
- Draft, review, and edit plan documents for:
- Medical benefits
- Dental benefits
- Vision benefits
- Create plan documents and Summaries of Benefits and Coverage (SBCs) for new business groups
- Translate benefit designs and plan details into clear, accurate document language
- Maintain accuracy and consistency while working in a fast-paced, changing environment
- Manage multiple deadlines independently with strong ownership and follow-through
- Collaborate as needed using Microsoft tools and shared documentation workflows
What You Need
- 2–4 years of extensive plan writing experience supporting:
- Self-funded plans
- Fully insured plans
- 2–4 years of experience in the health insurance industry
- Proficiency with:
- Microsoft Word
- Microsoft Excel
- SharePoint
- Outlook
- Strong independent work habits, including:
- Critical thinking
- Self-starter mentality
- Deadline-driven execution
- High attention to detail and accuracy under pressure
Preferred
- Knowledge and experience with medical, dental, and vision benefits
- Strong grasp of benefit terminology
- General understanding of compliance and regulations, including:
- Strong time management and ability to consistently meet or exceed deadlines
- Strong verbal and written communication skills
Benefits
- Pay range: $18.50–$42.35/hour (actual offer depends on experience, education, and geography)
- Eligible for bonus, commission, or short-term incentive program in addition to base pay
- Affordable medical plan options
- 401(k) with matching company contributions
- Employee stock purchase plan
- No-cost wellness and support programs, including:
- Wellness screenings
- Tobacco cessation
- Weight management
- Confidential counseling
- Financial coaching
- Paid time off
- Flexible work schedules (where eligible)
- Family leave and dependent care resources
- Tuition assistance (where eligible)
- Additional benefits may apply depending on eligibility
This is a precision job. If you’re sloppy, you’ll drown. If you’re detail-obsessed in a healthy way and you can write benefits language that survives audits and client scrutiny, you’ll shine.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
If you’re sharp with documents, steady with deadlines, and you don’t miss details, this role is a clean fit. You’ll help dealerships increase warranty reimbursement by building precise, compliant labor rate and parts rate filings that meet strict manufacturer and legal standards.
About Dynatron
Dynatron builds SaaS tools that help automotive service departments improve profitability, streamline workflows, and level up the customer experience. They’re scaling fast and run on a results-driven culture grounded in accountability, urgency, and continuous improvement.
Schedule
- Full-time, remote
- Reports to: Manager, FileSmart Services
What You’ll Do
- Review customer pay repair orders (ROs) in Dynatron’s software to ensure they meet manufacturer and state requirements
- Calculate average labor rates and parts markups using qualifying ROs and preset guidelines
- Build complete filing packages for manufacturers, including summaries, supporting documents, and required forms
- Submit labor rate and parts rate increase requests on time and within all filing requirements
- Maintain compliance with manufacturer rules, guidelines, and deadlines
- Respond to dealership and manufacturer questions on status, documentation, and clarifications
- Keep records organized and communicate updates to dealership management when needed
- Stay current on policy changes, reimbursement rules, and state laws
- Spot trends that improve accuracy and approval rates; contribute to process improvements and special projects
What You Need
- 1–2 years in a dealership service department (warranty admin, service advisor, technician, or service management preferred)
- Strong Excel skills and comfort preparing documentation packages
- Ability to follow detailed manufacturer guidelines and compliance rules
- Strong organization and time management with a high accuracy bar
- Clear written and verbal communication
- Analytical mindset and ability to work independently in a remote environment
Benefits
- Base salary: $45,000–$52,000
- Performance-based bonus potential
- Medical, dental, vision
- Employer-paid short- and long-term disability + life insurance
- 401(k) with company match
- Flexible PTO + 11 paid holidays
- Welcome swag + home office setup support
This one’s a “precision and pace” job. If your brain likes clean documentation, repeatable process, and being right the first time, it’s worth applying.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
If you’re the kind of person who can hold someone’s hand through a stressful life moment and still keep the paperwork airtight, this role is built for you. You’ll manage employee leaves end-to-end, balancing empathy, compliance, and precision while partnering with HR, payroll, and claims teams.
About Sparrow
Sparrow is a high-tech, high-touch leave management solution helping companies simplify employee leave (family, medical, etc.). They turn a complex, regulation-heavy process into a streamlined experience, saving companies significant time and money per leave. Sparrow is headquartered in San Francisco with a remote team across the U.S.
Schedule
- Remote, full-time hourly (non-exempt)
- Core hours expectation: 8 working hours (excluding breaks) between 8am–6pm in your local time, weekdays
What You’ll Do
- Manage a portfolio of employee leaves (short-term and long-term) from start to finish across multiple companies in the U.S. and Canada
- Apply and explain leave policies and programs (FMLA, ADA, STD/LTD) including eligibility, certification, and benefits
- Communicate with employees, HR, payroll, managers, HRBPs via phone and email to maintain clarity and trust
- Coordinate with third parties as needed while protecting confidential medical documentation
- Keep clean, accurate internal records and document best practices
- Partner with payroll teams to ensure accurate, on-time pay and clearly explain payroll calculations
- Partner with internal claims teams to file and manage claims with states and private disability insurance providers
- Use multiple tools to manage updates, communication, and progress across each leave
- Support service quality by meeting SLAs, tracking satisfaction, and adapting to process improvements
- Participate in team meetings, contribute feedback, and help improve workflows and the product through customer insight
What You Need
- 2+ years of client-facing experience where relationship-building matters
- Strong verbal and written communication, with a calm, empathetic tone and clear problem-solving
- High attention to detail and strong organizational skills (you don’t drop balls)
- Comfort moving between multiple tasks quickly in a fast-paced environment
- Ability to interpret basic payroll calculations and explain them in plain language
- Discretion and confidence handling confidential information appropriately
- Adaptability and a learner mindset in a growing startup environment
Benefits
- Compensation: $22.25 to $27.50 per hour (based on legal state of residence)
- Mission-driven work supporting employees during critical life moments
- Opportunity to influence process improvements and product feedback loops
If you’re applying, your strongest angle is this: “I can be both the calm voice and the organized brain.” Lead with that.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 23, 2026 | Uncategorized
If you’re the kind of person who keeps the machine running quietly in the background, this is your lane. Sparrow needs someone who can own the paperwork, deadlines, and correspondence that make leave claims move, while the customer-facing team handles the front line. Detail-forward, calm, and consistent wins here.
About Sparrow
Sparrow is a high-tech, high-touch employee leave management solution. They help companies simplify family and medical leave by turning a complex, compliance-heavy process into a streamlined experience that saves teams time and money. Sparrow is headquartered in San Francisco with a remote-first team across the U.S.
Schedule
- Full-time, hourly (non-exempt)
- Remote
- Expectation of 8 working hours (not including breaks) within core hours of 8am–6pm local time on weekdays
What You’ll Do
- Manage the flow of leave paperwork and correspondence for multiple concurrent leaves
- Collaborate with external administrative partners via phone and email to keep claims moving
- Ensure accurate completion and timely submission of benefits claims
- Track and document claim escalations and communicate them to the appropriate internal team members
- Maintain, improve, and stay organized within internal systems and workflows
- Participate in team meetings to resolve issues and push process improvements
- Stay current on new state programs and evolving processes
- Work efficiently in a fast-paced environment, switching between tasks without losing accuracy
What You Need
- 1–3 years of relevant administrative experience
- Strong comfort learning and using new tech systems
- Excellent organization and attention to detail (nothing slips)
- Strong verbal and written communication skills with an empathetic tone
- Ability to manage multiple priorities and handle quick task switching
- Self-directed, adaptable, and open to feedback in a fast-changing environment
- Ability to anticipate needs and stay a step ahead
- High discretion and care when handling confidential information
- Comfortable working and communicating in a remote-first setting
Benefits
- Compensation: $17.97–$22.21/hr (based on your legal state of residence)
- Mission-driven company with strong training, growth opportunities, and a supportive team culture
If you’re trying to get into HR/benefits ops or customer experience operations, this is a clean entry point with real-world impact.
Happy Hunting,
~Two Chicks…
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