Field Entitlement Enrollment Team Lead

$68K - $99K NY, US Senior AI/ML Engineer

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Skills & Technologies

AwsRagSalesforce

About This Role

AI job market dashboard showing open roles by category

The Retention Advocate Team Lead oversees the activities of the Sr Retention Advocate team who are responsible to provide Healthfirst members support in obtaining financial entitlements for which they are eligible. This enables members to maintain the highest level of independence both at home and within their communities. The SRA team provides education within our lines of business, assists our members in applying and continuous follow up to eligibility. They are responsible for a longer cycle of work. Healthfirst has a paperless work environment requiring daily hands\-on administration of multiple proprietary and packaged electronic databases including security requirement tools such as encryption. These systems include, but are not limited to, Salesforce, Trucare, Outlook, MS Office, e\|fax, Interaction Client, VoIP, Virtual Work Platforms (using VPN), and scanning.Duties \& Responsibilities:

  • Supervises Retention Advocates\- This includes observing staff in the field (travel within NYC, Westchester and Nassau counties) and conducting customer phone audits to ensure all activities are completed in accordance with Company protocols and State regulations
  • Coordinates a synchronized workflow while maintaining the integrity of member confidential information, as well as proprietary business information in collaboration with staff in Marketing, Relationship Coordinators, Growth Team, and Referral Sources
  • Tracks the designated application process and outcomes, to meet department enrollment conversion goals
  • Addresses patterns of appointments outcomes: Not interested, re\-scheduled or cancelled members
  • Conducts monthly audits established by yearly Goals in the areas of Medicaid, Medicare and Customer Service surveys, tracking of all applications/documents
  • Directs the Entitlement process by explaining features to callers, entering activities into proprietary Employee Medical Records system, responding to questions from enrollees/significant others and resolving daily routine problems including complicated cases
  • Prepares monthly summary reports for Manager/Director/VP Operations to show status of applications and Conversions
  • Keeps up to date on product laws and changes. Shares all updated information with Team members as appropriate
  • Contribute to continuous performance improvements, this includes but not limited to, monitoring staff effectiveness based on productivity, conversions, documentation, accuracy of data entry, and overall timeliness of the intake, assessment, and application process
  • Ability to multitask and remain focused in an environment with distractions
  • Follows protocols and use common sense to escalate situations to management or other Healthfirst teams appropriately
  • Handles other duties as assigned with the occasional need to work weekends, on\-call, additional hours before or after shift schedule and/or from other HF site locations
  • Additional duties as necessary

Minimum Qualifications:

  • High School Diploma or GED equivalent
  • Prior experience with Medicaid /Medicare/MSP applications
  • Experience supervising and delegating to others
  • Effective oral and written communication skills
  • Organized, detail oriented, and able to adapt to procedural and other business information changes
  • Strong data entry skills, must be able to maintain monthly spreadsheets for tracking and statistical purposes
  • Must be able to travel throughout the 5 boroughs, Westchester, Orange, Sullivan, Rockland, and Nassau County.

Preferred Qualifications

  • Bachelor’s degree from an accredited institution
  • Monitors and acts on feedback to ensure Member/Client satisfaction
  • A solid understanding of the value of integrated care.

Compliance \& Regulatory Responsibilities: Noted above

License/Certification: N/A

Hiring Range\*:

  • Greater New York City Area (NY, NJ, CT residents): $68,900 \- $99,620
  • All Other Locations (within approved locations): $61,300 \- $89,440

As a candidate for this position, your salary and related elements of compensation will be contingent upon your work experience, education, licenses and certifications, and any other factors Healthfirst deems pertinent to the hiring decision.

In addition to your salary, Healthfirst offers employees a full range of benefits such as, medical, dental and vision coverage, incentive and recognition programs, life insurance, and 401k contributions (all benefits are subject to eligibility requirements). Healthfirst believes in providing a competitive compensation and benefits package wherever its employees work and live.

  • *The hiring range is defined as the lowest and highest salaries that Healthfirst in “good faith” would pay to a new hire, or for a job promotion, or transfer into this role.*

61300\-89440

Salary Context

This $68K-$99K range is below the median for AI/ML Engineer roles in our dataset (median: $100K across 15465 roles with salary data).

View full AI/ML Engineer salary data →

Role Details

Title Field Entitlement Enrollment Team Lead
Location NY, US
Category AI/ML Engineer
Experience Senior
Salary $68K - $99K
Remote No

About This Role

AI/ML Engineers build and deploy machine learning models in production. They work across the full ML lifecycle: data pipelines, model training, evaluation, and serving infrastructure. The role has evolved significantly over the past two years. Where ML Engineers once spent most of their time on model architecture, the job now tilts heavily toward inference optimization, cost management, and integrating LLM capabilities into existing systems. Companies want engineers who can ship production systems, and the experimenter-only role is fading fast.

Day-to-day, you're writing training pipelines, debugging data quality issues, setting up evaluation frameworks, and figuring out why your model performs differently in staging than it did on your dev set. The best ML engineers are obsessive about reproducibility and measurement. They instrument everything. They know that a model is only as good as the data feeding it and the infrastructure serving it.

Across the 26,159 AI roles we're tracking, AI/ML Engineer positions make up 91% of the market. At Healthfirst (New York), this role fits into their broader AI and engineering organization.

Demand for AI/ML Engineers has been strong and consistent. Unlike some AI roles that spike with hype cycles, ML engineering is a foundational need. Every company deploying AI models needs people who can keep them running, and the gap between research prototypes and production systems keeps growing.

What the Work Looks Like

A typical week might include: debugging a data pipeline that's silently dropping 3% of training examples, running A/B tests on a new model version, writing documentation for a feature flag system that lets you roll back model deployments, and reviewing a junior engineer's PR for a new evaluation metric. Meetings tend to be cross-functional since ML touches product, engineering, and data teams.

Demand for AI/ML Engineers has been strong and consistent. Unlike some AI roles that spike with hype cycles, ML engineering is a foundational need. Every company deploying AI models needs people who can keep them running, and the gap between research prototypes and production systems keeps growing.

Skills Required

Aws (34% of roles) Rag (64% of roles) Salesforce (3% of roles)

Python and PyTorch dominate the requirements. Most roles expect experience with cloud platforms (AWS, GCP, or Azure) and familiarity with ML frameworks like TensorFlow or JAX. RAG (Retrieval-Augmented Generation) has become a top-3 skill requirement as companies integrate LLMs into their products. Docker and Kubernetes show up in about a third of postings, reflecting the production focus of the role.

Beyond the core stack, employers increasingly want experience with experiment tracking tools (MLflow, Weights & Biases), feature stores, and vector databases. Fine-tuning experience is valuable but less common than you'd think from reading Twitter. Most production LLM work is RAG and prompt engineering, not fine-tuning. If you have both, you're in a strong position.

Companies that are serious about AI/ML hiring tend to post specific infrastructure details in the job description: the frameworks they use, their model serving stack, their data pipeline tools. Vague postings that just say 'ML experience required' without specifics are often companies that haven't figured out what they need yet.

Compensation Benchmarks

AI/ML Engineer roles pay a median of $166,983 based on 13,781 positions with disclosed compensation. Senior-level AI roles across all categories have a median of $227,400. This role's midpoint ($84K) sits 50% below the category median. Disclosed range: $68K to $99K.

Across all AI roles, the market median is $184,000. Top-quartile compensation starts at $244,000. The 90th percentile reaches $309,400. For comparison, the highest-paying categories include AI Engineering Manager ($293,500) and AI Architect ($292,900). By seniority level: Entry: $76,880; Mid: $131,300; Senior: $227,400; Director: $244,288; VP: $234,620.

Healthfirst (New York) AI Hiring

Healthfirst (New York) has 2 open AI roles right now. They're hiring across AI/ML Engineer. Positions span New York, NY, US, NY, US. Compensation range: $99K - $188K.

Location Context

Across all AI roles, 7% (1,863 positions) offer remote work, while 24,200 require on-site attendance. Top AI hiring metros: Los Angeles (1,695 roles, $178,000 median); New York (1,670 roles, $200,000 median); San Francisco (1,059 roles, $244,000 median).

Career Path

Common paths into AI/ML Engineer roles include Data Scientist, Software Engineer, Research Engineer.

From here, career progression typically leads toward ML Architect, AI Engineering Manager, Principal ML Engineer.

The fastest path into ML engineering is through software engineering with a self-directed ML education. A CS degree helps, but production engineering skills matter more than academic credentials. Build something that works, deploy it, and measure it. That portfolio project is worth more than a Coursera certificate. For career growth, the fork comes around the senior level: go deep on technical complexity (staff/principal track) or move into managing ML teams.

What to Expect in Interviews

Expect system design questions around ML pipelines: how you'd build a training pipeline for a specific use case, handle data drift, or design A/B testing infrastructure for model deployments. Coding rounds typically involve Python, with emphasis on data manipulation (pandas, numpy) and algorithm implementation. Take-home assignments often ask you to build an end-to-end ML pipeline from raw data to deployed model.

When evaluating opportunities: Companies that are serious about AI/ML hiring tend to post specific infrastructure details in the job description: the frameworks they use, their model serving stack, their data pipeline tools. Vague postings that just say 'ML experience required' without specifics are often companies that haven't figured out what they need yet.

AI Hiring Overview

The AI job market has 26,159 open positions tracked in our dataset. By seniority: 2,416 entry-level, 16,247 mid-level, 5,153 senior, and 2,343 leadership roles (Director, VP, C-Level). Remote roles make up 7% of the market (1,863 positions). The remaining 24,200 roles require on-site or hybrid attendance.

The market median for AI roles is $184,000. Top-quartile compensation starts at $244,000. The 90th percentile reaches $309,400. Highest-paying categories: AI Engineering Manager ($293,500 median, 28 roles); AI Architect ($292,900 median, 108 roles); AI Safety ($274,200 median, 19 roles).

Demand for AI/ML Engineers has been strong and consistent. Unlike some AI roles that spike with hype cycles, ML engineering is a foundational need. Every company deploying AI models needs people who can keep them running, and the gap between research prototypes and production systems keeps growing.

The AI Job Market Today

The AI job market spans 26,159 open positions across 15 role categories. The largest categories by volume: AI/ML Engineer (23,752), AI Software Engineer (598), AI Product Manager (594). These three account for the majority of open positions, though smaller categories often have higher per-role compensation because of specialized skill requirements.

The seniority mix tells a story about where AI teams are in their maturity. Entry-level roles (2,416) are outnumbered by mid-level (16,247) and senior (5,153) positions, reflecting that most companies are past the 'build a team from scratch' phase and need experienced engineers who can ship production systems. Leadership roles (Director, VP, C-Level) total 2,343 positions, representing the bottleneck between technical execution and organizational strategy.

Remote work availability sits at 7% of all AI roles (1,863 positions), with 24,200 requiring on-site or hybrid attendance. The remote share has stabilized after the post-pandemic correction. Senior and specialized roles (Research Scientist, ML Architect) are more likely to be remote-eligible than entry-level positions, partly because experienced hires have more negotiating power and partly because these roles require less hands-on mentorship.

AI compensation is structured in clear tiers. The market median sits at $184,000. Top-quartile roles start at $244,000, and the 90th percentile reaches $309,400. These figures include base salary with disclosed compensation. Total compensation (including equity, bonuses, and sign-on) runs 20-40% higher at companies that offer those components.

Category matters for compensation. AI Engineering Manager roles lead at $293,500 median, while Prompt Engineer roles sit at $122,200. The spread between highest and lowest-paying categories reflects the premium on specialized technical skills versus broader analytical roles.

The most in-demand skills across all AI postings: Rag (16,749 postings), Aws (8,932 postings), Rust (7,660 postings), Python (3,815 postings), Azure (2,678 postings), Gcp (2,247 postings), Prompt Engineering (1,469 postings), Openai (1,269 postings). Python dominates, appearing in the vast majority of role descriptions regardless of category. Cloud platform experience (AWS, GCP, Azure) is the second most common requirement. The newer entrants to the top skills list (RAG, vector databases, LLM APIs) reflect the shift from traditional ML toward generative AI applications.

Frequently Asked Questions

Based on 13,781 roles with disclosed compensation, the median salary for AI/ML Engineer positions is $166,983. Actual compensation varies by seniority, location, and company stage.
Python and PyTorch dominate the requirements. Most roles expect experience with cloud platforms (AWS, GCP, or Azure) and familiarity with ML frameworks like TensorFlow or JAX. RAG (Retrieval-Augmented Generation) has become a top-3 skill requirement as companies integrate LLMs into their products. Docker and Kubernetes show up in about a third of postings, reflecting the production focus of the role.
About 7% of the 26,159 AI roles we track offer remote work. Remote availability varies by company and seniority level, with senior and leadership roles more likely to offer location flexibility.
Healthfirst (New York) is among the companies actively hiring for AI and ML talent. Check our company profiles for detailed breakdowns of open roles, salary ranges, and hiring trends.
Common next steps from AI/ML Engineer positions include ML Architect, AI Engineering Manager, Principal ML Engineer. Progression depends on whether you lean toward technical depth, people management, or product strategy.

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