Senior Software Engineer, Core Data – United States

Build the data backbone that helps clinicians and product teams move faster, smarter, and with confidence. This is a senior, hands-on data engineering role where you’ll own pipelines, models, and infrastructure that cut Pomelo’s “time to insight” and power data-driven features across the platform.

About Pomelo Care
Pomelo Care delivers evidence-based, virtual care for women and children across pregnancy, postpartum, infant care and pediatrics, plus hormonal health through perimenopause and menopause. Their 24/7 multispecialty model targets the medical, behavioral, and social factors that most impact outcomes, partnering with payers, employers, and providers to expand access and improve health outcomes.

Schedule

  • Remote (United States)
  • Fast-moving startup environment, cross-functional collaboration with product, clinical, analytics

What You’ll Do

  • Build and maintain reliable data pipelines that ingest from multiple sources and normalize data for company-wide use
  • Lead design and development of scalable data infrastructure using tools like dbt, Dagster, Beam, and Dataflow
  • Write clean, performant SQL and Python to turn raw data into actionable, production-ready datasets
  • Architect data models and transformations for operational analytics and data-driven product features
  • Mentor other engineers through code reviews, best practices, and thoughtful technical guidance
  • Partner with product, clinical, and analytics teams to translate needs into infrastructure that unlocks insight and impact
  • Optimize workflows for performance, reliability, and cost

What You Need

  • 5+ years building high-quality, scalable data systems and pipelines
  • Expert SQL + Python, with strong data modeling and transformation fundamentals
  • Hands-on dbt experience and pipeline orchestration experience (Dagster, Beam, Dataflow, or similar)
  • Experience with modern data stack and cloud data warehouse design principles
  • Track record shipping maintainable solutions that drive real business outcomes
  • Comfort with ambiguity and a “find the leverage” mindset

Bonus Points

  • Data infrastructure for AI/ML workloads or real-time analytics
  • Experience in a product-oriented, high-velocity environment where data drives decisions
  • Healthcare data experience, including privacy and compliance awareness

Benefits

  • Competitive healthcare benefits
  • Generous equity compensation
  • Unlimited vacation
  • First Round Network membership
  • Salary range: $190,000–$220,000 (plus equity and benefits)

If you’re the kind of engineer who doesn’t just move data, but designs systems that make everyone else sharper, faster, and more confident, this role will feel like home.

Happy Hunting,
~Two Chicks…

APPLY HERE.

Senior Data Scientist, Care Intelligence – United States

Build AI-powered products that actually move the needle for moms, babies, and care teams. This role is for a data scientist who can prototype with LLMs, define what “good” looks like with measurable evaluation, and turn ambiguous healthcare problems into shipped features and real outcomes.

About Pomelo Care
Pomelo Care delivers evidence-based, virtual care for women and children across pregnancy, postpartum, infant care and pediatrics, plus hormonal health through perimenopause and menopause. Their 24/7 multispecialty model targets the medical, behavioral, and social factors that most impact outcomes, partnering with payers, employers, and providers to expand access and improve health outcomes.

Schedule

  • Remote role (United States)
  • Startup pace, cross-functional product development work

What You’ll Do

  • Learn Pomelo’s business model and patient experience deeply to spot high-value AI product opportunities
  • Run exploratory analyses to shape AI features (ex: conversation topic categorization, patient journey segmentation)
  • Help develop AI-powered capabilities (content generation, clinical decision support, automated workflows)
  • Define metrics and measurement frameworks to evaluate AI-generated content and workflow impact
  • Measure AI product performance with experiments and A/B tests, tying results to clinical and business outcomes

What You Need

  • 6+ years experience as a data scientist, with real product development experience
  • 3+ years working in healthcare or another regulated industry
  • Expert proficiency in SQL and Python
  • Proven experience prototyping AI products, leveraging LLMs and doing model evaluation
  • Strong ability to scope and execute against complex, ambiguous problems across domains
  • Clear communication with both technical and non-technical stakeholders, including explaining limits and tradeoffs

Bonus Points

  • Building production AI applications (fine-tuning, prompt engineering, model evaluation)
  • Healthcare AI, clinical decision support, or medical NLP experience
  • Dashboarding and visualization tools (Looker, Tableau, Metabase)
  • Modern data stack tools (dbt, Airflow, Snowflake)

Benefits

  • Competitive healthcare benefits
  • Generous equity compensation
  • Unlimited vacation
  • Salary range: $180,000–$210,000 (plus equity and benefits)

If you’re the type who can take “we need something smarter here” and turn it into a measured, tested, shipped AI feature, this is your lane.

You’ll be building the intelligence layer, not just running analyses.

Happy Hunting,
~Two Chicks…

APPLY HERE.

Senior Data Scientist, Analytics – United States

Turn clinical and operational data into reporting and insights that prove Pomelo’s impact and guide better decisions across the business. If you can build trustworthy dashboards, automate messy reporting, and translate stakeholder questions into clear metrics, this role will stay busy in the best way.

About Pomelo Care
Pomelo Care delivers evidence-based, virtual care for women and children across pregnancy, postpartum, infant care, pediatrics, and hormonal health through perimenopause and menopause. Their 24/7 multispecialty model partners with payers, employers, and providers to expand access and improve outcomes across the healthcare system.

Schedule

  • Remote role (United States)
  • Cross-functional, stakeholder-facing analytics work in a startup environment

What You’ll Do

  • Become an expert in Pomelo’s patient care and clinical outcomes data and help shape Pomelo’s data culture
  • Build recurring and custom reports and dashboards for care delivery, operational performance, and patient outcomes
  • Partner with Customer Success, Operations, Market Ops, and Finance to scope requests and translate needs into technical requirements
  • Reduce manual reporting time by identifying automation opportunities and implementing the right tooling
  • Use data to tell Pomelo’s value story, improve patient care, and inform strategy through metrics and visualizations

What You Need

  • 4+ years experience in data analytics, data science, data engineering, or statistical analysis involving SQL
  • Strong interest in improving maternal health outcomes
  • Ability to prioritize across multiple workstreams as an autonomous individual contributor
  • Experience scoping and delivering data solutions for ambiguous problems, prioritizing efficacy over complexity
  • Comfort working cross-functionally with technical and non-technical stakeholders
  • Strong communication skills and ability to tailor insights to different audiences

Benefits

  • Competitive healthcare benefits
  • Generous equity compensation
  • Unlimited vacation
  • Salary range: $180,000–$210,000 (plus equity and benefits)

Apply now if you’re ready to own the reporting layer, automate the pain points, and use data to improve care and prove impact.

If you can make stakeholders feel “seen” through clean metrics and clear storytelling, you’ll thrive here.

Happy Hunting,
~Two Chicks…

APPLY HERE

Data Scientist, Care Intelligence – United States

Build and measure AI-powered products that improve outcomes for moms and babies, not just dashboards. If you can turn messy healthcare reality into models, metrics, and product-grade insights using SQL, Python, and LLM evaluation, this role is for you.

About Pomelo Care
Pomelo Care delivers evidence-based, virtual care for women and children across pregnancy, postpartum, infant care, pediatrics, and hormonal health through perimenopause and menopause. Their 24/7 multispecialty model partners with payers, employers, and providers to expand access and improve outcomes across the healthcare system.

Schedule

  • Remote role (United States)
  • Cross-functional product development environment within a startup pace

What You’ll Do

  • Identify AI product opportunities by becoming an expert in Pomelo’s business model and patient experience
  • Run exploratory analyses to shape AI features (conversation topic categorization, patient journey segmentation)
  • Help build AI-powered features (content generation, clinical decision support, automated workflows)
  • Define and implement metrics and measurement frameworks for AI-generated content and workflows
  • Measure AI product performance, run A/B tests, and quantify impact on clinical and business outcomes

What You Need

  • 6+ years of data science experience focused on product development
  • 3+ years experience in healthcare or another regulated industry
  • Expert SQL and Python proficiency
  • Proven experience prototyping AI products using LLMs and model evaluation approaches
  • Strong ability to scope and execute solutions for complex, ambiguous problems
  • Strong cross-functional communication skills with technical and non-technical stakeholders
  • Passion for improving maternal health outcomes through AI

Benefits

  • Competitive healthcare benefits
  • Generous equity compensation
  • Unlimited vacation
  • Salary range: $140,000–$160,000 (plus equity and benefits)

Apply now if you want your models and metrics tied directly to better care, not just better reporting.

If you’re a product-minded data scientist who can ship, measure, and iterate on AI in a regulated space, this is your lane.

Happy Hunting,
~Two Chicks…

APPLY HERE

Conversational AI Delivery Manager (English & French OR German) – Remote

Lead end-to-end chatbot and voicebot delivery, from launch to continuous optimization, with clear ownership of timelines, stakeholders, and outcomes. If you can run client-facing AI projects with strong structure, sharp communication, and real delivery discipline, this role is for you.

About Foundever
Foundever is a global leader in customer experience (CX), supporting 800+ leading and digital-first brands. They combine technology, expertise, and people-led delivery to create seamless customer experiences in the moments that matter.

Schedule

  • Remote role (Poland, any location)
  • Must be eligible to work within EMEA hours
  • Ongoing project lifecycle ownership (implementation through maintenance)

What You’ll Do

  • Oversee all stages of conversational AI projects (chatbots and voicebots) from setup through continuous improvement
  • Define project objectives, strategies, timelines, resources, and delivery plans
  • Assign tasks to Conversational Designers and Conversational AI Engineers
  • Collect and document customer requirements and translate feedback into actionable team work
  • Lead client-facing meetings (weekly check-ins, delivery presentations, retrospectives) and track decisions and next steps
  • Monitor project performance, KPIs, delivery health, and optimization opportunities
  • Identify risks and implement mitigation and contingency plans
  • Own the roadmap and support backlog prioritization across sprints (Agile/Scrum)
  • Ensure compliance with internal processes and client SLAs, including QA checkpoints and approval flows
  • Maintain visibility through dashboards, reporting, and stakeholder updates

What You Need

  • 5+ years of Conversational AI delivery experience
  • Fluent English and French OR German (C1 minimum)
  • Experience delivering chatbot and voicebot projects using Cognigy and/or LLM tools
  • Familiarity with Jira, Smartsheet, or similar project management tools
  • Strong leadership, communication, and presentation skills
  • Agile/Scrum experience and comfort running multi-stakeholder initiatives
  • Proficiency in Excel and PowerPoint
  • Ability to work under pressure, meet tight deadlines, and stay highly organized

Benefits

  • Remote, EMEA-facing delivery role in a global organization
  • High-visibility ownership across AI delivery, roadmap, and optimization
  • Cross-functional collaboration with client and internal engineering/design teams

Apply now while this delivery seat is open and active.

If you’re built to lead AI delivery like a closer, not a coordinator, this is your lane.

Happy Hunting,
~Two Chicks…

APPLY HERE

AI Certifications Project Manager – Remote

Own the global certification and audit machine behind Foundever’s AI products, from ISO 27001 to ISO 42001 and SOC 2. If you’re the kind of PM who can herd stakeholders, speak “engineering” and “audit,” and keep compliance moving without drama, this role matters.

About Foundever
Foundever is a global leader in customer experience (CX), supporting 800+ leading and digital-first brands. They operate at scale across 60+ languages and 45 countries, combining technology and people-led expertise to deliver seamless customer experiences.

Schedule

  • Remote role (GB, any location)
  • Global, cross-functional collaboration across time zones as needed
  • Ongoing audit and certification cycle ownership

What You’ll Do

  • Lead end-to-end delivery of security certifications and audits (ISO 27001, ISO 42001, SOC 2, PCI-DSS, HITRUST, HIPAA, and more) for Foundever AI products
  • Build and maintain a certification roadmap across products and geographies
  • Review compliance and security reports to confirm requirements are met
  • Support internal and external audits by coordinating evidence and documentation delivery
  • Partner with Engineering, Product, IT, Cloud, Legal, and Privacy to embed compliance into SDLC and operations
  • Produce regular reporting for leadership and AI risk steering committees
  • Maintain documentation, controls inventories, evidence repositories, and audit tooling
  • Support Sales and Customer Success with security assessments and certification-related responses
  • Monitor evolving standards and translate them into actionable internal requirements

What You Need

  • 5+ years of experience in security compliance, GRC, or certification program management
  • Proven experience running audits/certification programs (ISO 27001/42001, SOC 2, PCI-DSS, HIPAA, HITRUST, or similar)
  • Strong project management skills leading multi-stakeholder initiatives
  • Experience with cloud environments (AWS, GCP, Azure) and technical security controls
  • Excellent communication skills translating compliance requirements to engineering and business teams
  • Experience managing evidence repositories, compliance documentation, and audit tooling
  • Strong interest in AI products and AI-related certifications (ISO 42001)

Benefits

  • High-impact role shaping global certification strategy across multiple products
  • Cross-functional influence across engineering, product, security, IT, legal, and privacy
  • Growth and learning opportunities in a global environment
  • Competitive compensation and attractive salary and benefits package

Apply now while this global certification seat is open and active.

If you’re ready to drive certifications that unlock enterprise trust for AI products, this is the platform.

Happy Hunting,
~Two Chicks…

APPLY HERE

Sr. SAP ECPayroll Configuration Analyst – Remote

Own the build and optimization of SAP SuccessFactors Employee Central Payroll across the US and Canada. If you live in schemas, PCRs, wage types, and compliance details, this is a high-impact role supporting payroll at scale.

About Foundever
Foundever is a global leader in customer experience (CX), supporting 800+ leading and digital-first brands. With 150,000 associates worldwide, they combine technology and expertise to deliver seamless operations in the moments that matter.

Schedule

  • Remote role (Canada only)
  • Must be located in and eligible to work in Canada
  • Cross-functional collaboration with stakeholders and teams

What You’ll Do

  • Configure and support SAP SuccessFactors Employee Central Payroll for the US and Canada
  • Build and maintain payroll configuration (schemas, PCRs, wage type attributes, posting, DRM, GL posting)
  • Analyze payroll business requirements and deliver integrated solutions
  • Troubleshoot issues and resolve integration challenges in a timely, collaborative way
  • Optimize payroll processes (gross-to-net, tax reporting, garnishments, third-party remittances, year-end, accruals)
  • Run parallel payroll testing and resolve defects and variances
  • Maintain environments and deliver technical enhancements, custom operations, rules, and functions
  • Monitor system performance and maintain compliance by applying support packs on time
  • Communicate progress, risks, and issues clearly to management and stakeholders

What You Need

  • SAP SuccessFactors Employee Central Payroll certification
  • 3–5 years of hands-on, independent SAP Payroll configuration experience
  • Experience with US and Canadian payroll legislation
  • Experience in at least 1 end-to-end SAP Payroll implementation across full lifecycle phases
  • Strong written and verbal English communication skills

Benefits

  • Remote work within Canada
  • Opportunity to support enterprise-scale payroll operations
  • Collaborative, cross-functional environment

Apply now while this payroll configuration seat is open.

If you want a role where your payroll expertise directly impacts how thousands get paid correctly and on time, this is it.

Happy Hunting,
~Two Chicks…

APPLY HERE

Senior Network Engineer – Remote

Own high-impact enterprise networking across VOIP, security, routing, and wireless in complex environments. If you thrive on solving hard problems at scale and mentoring others while you do it, this role is built for you.

About Foundever
Foundever is a global customer experience (CX) services leader combining digital operations with a large, people-led workforce across 45+ countries. They enable billions of customer conversations and deliver technology-enabled outcomes for 800+ leading brands.

Schedule

  • 80% virtual / 20% onsite (within reasonable driving distance of the Green Valley Datacenter)
  • Remote, Ontario (Canada)
  • Ability to work different shifts and extended hours
  • After-hours change requests as needed
  • Up to 30% domestic travel

What You’ll Do

  • Support enterprise network technologies (VOIP, security, routing, Layer 3 switching, proxy, wireless)
  • Provide Level 3 support for complex enterprise break/fix and client-impacting incidents
  • Work assigned tickets from a queue based on priority and SLAs/MTTR expectations
  • Design network solutions for deployments and create documentation (Wiki articles, MS Visio diagrams)
  • Remediate security vulnerabilities and implement/optimize firewall rules
  • Deploy new equipment at call center facilities and data centers
  • Contribute to infrastructure designs and assist with annual budget planning for equipment refresh
  • Mentor engineers on technology and processes and participate in management/client meetings

What You Need

  • Minimum 5 years of relevant experience
  • Ability to lead medium to large projects, including documentation and testing processes
  • Strong security experience (firewalls, VPN, IPS, proxy) in networking environments
  • Hands-on switching and routing (Cisco Catalyst, Nexus; MPLS WAN technologies)
  • Practical experience with BGP, IGP, and OSPF
  • Practical understanding of VOIP/SIP
  • Four-year degree or equivalent combination of education and experience
  • CCNP (voice or security specialization) or equivalent experience
  • Valid driver’s license and ability to lift 40 lbs overhead

Benefits

  • Salary starting from $65,000 CAD
  • Medical, dental, life, and vision insurance
  • Company-matched RRSP and paid time off
  • Employee assistance and wellness programs, plus free roadside assistance membership

Apply now while this senior-level seat is open and active.

If you want enterprise-scale complexity, modern tech, and room to lead, this is the right arena.

Happy Hunting,
~Two Chicks…

APPLY HERE

App Dev & Support Engineer III – Remote

Build and support scalable, web-based apps on the Microsoft stack, with real ownership from architecture through releases. This is for a seasoned .NET engineer who can ship clean code, tune SQL, and keep production moving without panic.

About Conduent
Conduent delivers mission critical services and solutions for Fortune 100 companies and over 500 governments. Their teams build platforms and applications that support large-scale operations and client programs, with opportunities to grow across a global footprint.

Schedule

  • Full-time regular
  • Work style: Collaborative with IT + QA teams, Agile environment
  • Focus: Build, release coordination, SDLC workflow improvements, and fast-turnaround support

What You’ll Do

  • Design and develop highly scalable web applications based on business needs
  • Customize software for client use to improve operational efficiency
  • Integrate applications in .NET and handle data integration with SQL Server
  • Build and operate SaaS platforms using modern Microsoft services-based architectures
  • Recommend and configure Azure subscriptions and set up connectivity
  • Partner with IT teams to define and implement new architecture requirements
  • Coordinate releases with QA, improve SDLC workflows, and strengthen source control integration
  • Implement build processes and CI with unit testing frameworks
  • Translate business needs into technical solutions, and explain decisions clearly
  • Mentor junior developers and enforce development guidelines
  • Take technical ownership of products and provide quick-turn support
  • Prioritize and execute under pressure without letting quality slip

What You Need

  • Bachelor’s or Master’s in Computer Science / Computer Engineering
  • 6+ years building enterprise-scale Windows and web apps using Microsoft .NET technologies
  • 5+ years with C#, ASP.NET MVC, and .NET Core Web API
  • 1+ year with Angular 2+
  • Strong knowledge of design patterns and unit testing frameworks
  • Experience with Agile development
  • SQL Server development + performance tuning + troubleshooting (2014/2016)
  • Strong communication skills and attention to detail
  • Ability to work with urgency and stay organized when things get noisy

Nice to Have

  • Bootstrap, Knockout, Entity Framework, NHibernate
  • Subversion, LINQ
  • Asynchronous Module Definition tools (like RequireJS)

Benefits
Conduent typically offers a full benefits package including health coverage, retirement savings, PTO, and more (exact details vary by role and location).

If you’re the type who can build it, document it, ship it, and keep it stable after launch, this one’s in your lane.

Take your shot while it’s open.

Happy Hunting,
~Two Chicks…

APPLY HERE.

Java Developer – Remote

Build and maintain enterprise-level Java services that power high-impact government and client-facing systems. If you’re a full stack Java dev who’s comfortable in J2EE, APIs, and security standards, this role puts you in the middle of real production work that matters.

About Conduent
Conduent delivers mission critical services and solutions for Fortune 100 companies and over 500 government organizations. Their teams build and support large-scale programs that impact millions of people, with room to grow across a global portfolio.

Schedule

  • Remote: Work from home
  • Full-time: Regular, full-time role
  • Work style: SDLC ownership with collaboration across technical and client-facing teams
  • Methodologies: Agile experience is preferred (Scrum)

What You’ll Do

  • Enhance and maintain enterprise-class applications on the J2EE platform
  • Participate in all phases of the SDLC (requirements through deployment/support)
  • Develop server-side and web services, including REST and SOAP integrations
  • Implement authentication/authorization and caching strategies in J2EE environments
  • Build secure REST services using standards like JWT and OAuth
  • Develop reusable, testable modules and components with ownership of services end-to-end
  • Support client-facing applications and service integrations
  • Collaborate with teams to troubleshoot, optimize performance, and maintain stability

What You Need

  • Bachelor’s degree in Computer Science or a related field
  • 3+ years total experience as a Full Stack Java developer
  • Hands-on skills with technologies such as:
    • Java, J2EE, REST/SOAP
    • Spring, JSON, XML
    • HTML5, JavaScript, AJAX, CSS3, Bootstrap, Webix JS
    • Security and API tooling: JWT, OAuth, Postman, ReadyAPI (or similar)
  • Experience implementing REST service security (JWT, OAuth, related standards)
  • Federal government or state-level project experience
  • 1+ year experience in Health and Human Services programs (SNAP, TANF)
  • 1+ year experience in Eligibility and Enrollment

Benefits

  • Estimated salary range: $80,080–$104,000 (varies by location, experience, and performance)
  • Benefits may include:
    • Health insurance and voluntary dental/vision
    • Life and disability insurance
    • Retirement savings plan
    • Paid holidays
    • PTO, vacation, and/or sick time
  • Career growth opportunities and a supportive, award-recognized work environment

If you’re ready to build secure services, ship reliable code, and support systems people count on, apply while this role is open.

Bring the backend strength, the API discipline, and the “let’s make it scalable” mindset.

Happy Hunting,
~Two Chicks…

APPLY HERE