Sift Healthcare

• Generate and close net-new business with health systems, with a focus on pipeline development via direct outreach, industry relationships, and personal network • Exceed quota by maintaining a 4x pipeline and winning 30% of qualified deals • Drive full-cycle enterprise sales from first contact through signed contract • Use a consultative sales approach to uncover pain and align Sift’s value prop • Partner closely with Head of Sales to share real-time market feedback, refine messaging, and improve conversion across the pipeline • Contribute to shaping repeatable sales motion based on early deal experience • Partner with marketing, product, and customer success to accelerate deal velocity • Provide regular updates and reports on sales activities, pipeline status, and revenue forecasts via Hubspot and in weekly 1:1s • Represent Sift at industry events, conferences, and partner forums • Build and nurture relationships with customers and high-value accounts • Feed insights back into product and commercial strategy

• Work closely with data science, ML/DevOps, and engineering teams to enhance AI infrastructure • Improve and enhance predictive models • Test hypotheses and present findings to management • Develop understanding of Sift’s data and provide analysis • Stay up to date with current ML and GenAI trends • Collaborate with Data Scientists, ML & Dev Ops, Engineers, and Product teams to integrate capabilities

Sift Healthcare is seeking an AI Engineer to join our highly collaborative, growing analytics group. This hire will work closely with our data science, ML/DevOPs, and engineering teams to enhance Sift’s machine learning and AI infrastructure, techniques, and practices. Sift is transforming healthcare payments by equipping healthcare organizations to fully leverage their payments data to work smarter, protect their margins and accelerate cash flow. Large health systems, leading HCIT vendors, payers and outsourced revenue management agencies use Sift's Payments Intelligence Platform, ML integrations and advanced analytics to optimize payment outcomes and enable data-driven decision-making within the revenue cycle. The AI Engineer is a key member of the Data Science team, responsible for improving and enhancing Sift’s suite of predictive models and operations that work to solve complex healthcare payment problems. We are seeking a candidate with 5+ years of experience in an AI or deep learning role, with an advanced degree (MS or higher) in a related field. A key attribute of the employee will be their ability to test hypotheses and present findings to upper management, both internally and externally, and help other team members do the same. They must be collaborative and have strong communication skills. The employee must develop a deep understanding of the data Sift utilizes, provide advanced analysis, and suggest how Sift Healthcare can improve current AI and deep learning techniques and infrastructure. The employee is expected to remain up to date with current ML and GenAI trends. Experience working with PII/PHI/HIPAA data is required. Experience working with healthcare data is required. A Wisconsin resident is preferred for this role. RESPONSIBILITIES - Generative AI & LLMs, Monitoring and Observability: Utilization and deployment of LLMs for clinical decision support, and revenue-cycle automation. Implement systematic LLM evaluation and monitoring, including task-level metrics, LLM-as-a-judge scoring, and detection of input, embedding, and output drift to ensure stable production performance. - Retrieval: Build and optimize RAG pipelines, including document ingestion, chunking, embeddings, and retrieval. Implement evaluation and monitoring frameworks to assess retrieval and generation quality and detect drift in data, embeddings, and outputs. - Deep Learning: Research, develop, and optimize deep learning models for healthcare revenue-cycle applications, from experimentation and training through evaluation and assisting with deployment. Leverage embedding architectures such as TitanV2 and ClinicalBERT variants, along with other transformer-based models, to understand clinical documentation, denials, and payer communications. - Unsupervised & deep clustering: Design deep clustering pipelines, leveraging techniques such as HDBSCAN for scalable density-based clustering and IDEC (Improved Deep Embedded Clustering) for joint representation learning and clustering. - Best practices & compliance: Uphold rigorous code quality standards, conduct peer reviews, adhere to Git workflows, and ensure HIPAA-compliant handling of PII/PHI data. - Cross-functional collaboration: Partner with Data Scientists, ML & Dev Ops, Engineers, and Product teams to integrate deep learning capabilities into our platform and drive data-driven features. QUALIFICATIONS - Educational background: Bachelor’s or Master’s in Computer Science, Engineering, or related field; advanced degree strongly preferred. - Hands-on Deep Learning and GenAI experience: 5+ years building and deploying GenAI or deep learning models (TensorFlow, PyTorch) in production settings. - LLM & NLP expertise: Practical experience with transformer architectures, prompt engineering, and retrieval-augmented generation workflows. - ML Ops proficiency: Familiarity with containerization (Docker), orchestration (Kubernetes), and CI/CD pipelines. - Healthcare data knowledge: Working understanding of claims, clinical documentation, and HIPAA requirements for PII/PHI data. - Coding skills: Strong Python proficiency, debugging skills, Git-based version control, and collaborative code review. - Communication & teamwork: Excellent written and verbal communication, with the ability to translate complex models into business impact. - Management experience a plus. COMPENSATION Compensation will be based on skills, experience, and performance. ABOUT SIFT HEALTHCARE Sift is a data science company working to improve payments operations and outcomes in the healthcare industry. We are a growing and dynamic team that is serious about technology. Based in Milwaukee, Wisconsin, Sift is thriving and looking for motivated team members who will help shape our culture. Sift offers competitive salaries and benefits. Learn more about Sift at www.sifthealthcare.com.

• Cloud Security Engineering: Design, develop, and implement cloud-based infrastructure and programs, including identity and access management, configuration management, and security monitoring. • Cloud Security Architecture: Design and implement secure cloud architectures. • Security Operations: Lead the secure operations of cloud infrastructure, platforms, and software, including installation, maintenance, and improvement of cloud computing environments. • Threat Modeling and Risk Assessment: Analyze and identify potential security threats, assess risks, and develop mitigation strategies to ensure the security and integrity of cloud-based systems. • Compliance and Governance: Ensure compliance with regulatory requirements (e.g., HIPAA, Fed/StateRAMP, GDPR) and organizational policies, and develop and maintain cloud security governance frameworks. • Collaboration and Communication: Partner with architects, engineers, and data scientists to develop and implement AI/ML and cloud security strategies. • Continuous Improvement: Identify areas for improvement to enhance visibility, detective capabilities, and risk reduction.

Role Description Sift Healthcare is seeking a Senior Cloud Security Engineer to join our growing team. The Senior Cloud Security Engineer will be responsible for designing, implementing, and maintaining secure cloud infrastructure, platforms, and applications for Sift and will work closely with cross-functional teams to identify and mitigate risks, develop and implement cloud security strategies, and ensure compliance with regulatory requirements. - Cloud Security Engineering: Design, develop, and implement cloud-based infrastructure and programs, including identity and access management, configuration management, and security monitoring. - Cloud Security Architecture: Design and implement secure cloud architectures. - Security Operations: Lead the secure operations of cloud infrastructure, platforms, and software, including installation, maintenance, and improvement of cloud computing environments. - Threat Modeling and Risk Assessment: Analyze and identify potential security threats, assess risks, and develop mitigation strategies to ensure the security and integrity of cloud-based systems. - Compliance and Governance: Ensure compliance with regulatory requirements (e.g., HIPAA, Fed/StateRAMP, GDPR) and organizational policies, and develop and maintain cloud security governance frameworks. - Collaboration and Communication: Partner with architects, engineers, and data scientists to develop and implement AI/ML and cloud security strategies. - Continuous Improvement: Identify areas for improvement to enhance visibility, detective capabilities, and risk reduction. Qualifications - 8+ years of relevant Cyber Security experience. - Strong understanding of cloud security frameworks, regulations, and standards (e.g., NIST, ISO 27001). - Experience with cloud security tools and technologies (e.g., AWS IAM, AWS Control Tower, GuardDuty, Macie, CNAPP, CWPP, SIEM). - Excellent communication and collaboration skills, with the ability to work with technical and non-technical stakeholders. - Highly organized and motivated, with the ability to deliver results with minimal direction. Requirements - Cloud certifications (e.g., AWS Certified Security). - Experience with DevOps and automation tools (e.g., Terraform, Ansible, GitHub Actions). - Knowledge of scripting languages (e.g., Python, Bash, R, Jupyter Notebook, PowerShell). - Familiarity with Agile development methodologies. - Healthcare experience. Compensation Compensation will be based on skills, experience, and performance. Company Description Sift is a data science company working to improve payments operations and outcomes in the healthcare industry. We are a growing and dynamic team that is serious about AI. Based in Milwaukee, Wisconsin, Sift is thriving and looking for motivated team members who will help shape our culture. Sift offers competitive salaries and benefits. Learn more about Sift at www.sifthealthcare.com .

• Own Product Strategy and Delivery for an Assigned Domain • Lead and Develop Product Talent • Translate Complex Workflows into Scalable Product Solutions • Drive Roadmap Execution and Release Planning • Integrate Data Science and ML into Product Decisions • Drive Customer-Centered Discovery and Iteration • Define and Measure Product Success • Support Cross-Functional Launch and Enablement • Contribute to Product Operations and Process Maturity

Sift Healthcare is seeking a Director of Product to lead execution and delivery across key components of its Payments Intelligence Platform. This individual will own a defined product domain and be responsible for translating company strategy into clear product requirements, prioritized backlogs, and high-quality releases. This is a hands-on leadership role focused on product delivery, cross-functional coordination, and driving measurable outcomes within a specific product area. The Director will work closely with Engineering and Data Science to ensure timely execution, while partnering with Commercial and Client Success teams to ensure solutions meet customer needs. This role is ideal for a strong product operator who thrives in a data-driven SaaS environment and enjoys balancing structured execution with customer-driven iteration. RESPONSIBILITIES Own Product Strategy and Delivery for an Assigned Domain : Define and lead strategy and execution for a defined product area within Sift’s Payments Intelligence Platform. Translate company and product strategy into clear requirements, prioritized backlogs, and structured release plans aligned to business priorities and platform scalability. Serve as the accountable decision-maker for scope, sequencing, and trade-offs. Lead and Develop Product Talent : Manage and mentor Product Managers and/or Product Owners within the domain. Set clear expectations, coach high-quality product thinking and execution, and foster a culture of accountability, customer empathy, and outcomes-driven delivery. Partner with leadership on hiring, onboarding, performance management, and team structure as the product organization scales. Translate Complex Workflows into Scalable Product Solutions : Develop detailed product requirements, user stories, and acceptance criteria grounded in healthcare revenue cycle workflows (claims, denials, payer-provider dynamics, payment workflows). Partner closely with Engineering and Data Science to clarify scope, dependencies, model assumptions, and system constraints. Ensure solutions are designed for repeatability and platform reuse—not one-off customization. Drive Roadmap Execution and Release Planning : Maintain and prioritize the product backlog based on customer impact, revenue opportunity, and technical feasibility. Lead quarterly planning and release sequencing, ensuring alignment across internal stakeholders. Proactively manage delivery risk, scope changes, and trade-offs to ensure high-quality, on-time releases. Integrate Data Science and ML into Product Decisions : Collaborate with Analytics and Data Science to translate predictive models into usable, workflow-integrated product features. Define model performance thresholds, user-facing outputs, and intervention/decision logic in partnership with clinical SMEs and operational teams. Monitor model performance and drive iterative improvement based on real-world usage and outcomes. Drive Customer-Centered Discovery and Iteration : Conduct structured customer discovery and workflow validation; synthesize client feedback into prioritized enhancements while protecting platform integrity. Partner with cross-functional teams to ensure solutions align with real-world operational environments. Define and Measure Product Success : Establish domain-level KPIs (adoption, engagement, outcome impact, revenue contribution) and track them consistently. Use quantitative and qualitative data to inform iteration and continuous improvement. Provide regular performance updates to executive leadership and stakeholders. Support Cross-Functional Launch and Enablement : Partner with Sales, Marketing, Client Success, and Implementation to ensure successful launches and clear roadmap communication. Develop release documentation, positioning guidance, and internal training materials as needed. Serve as the primary product representative for assigned initiatives. Contribute to Product Operations and Process Maturity : Strengthen documentation standards, intake processes, and delivery frameworks as the organization scales. Promote clarity, accountability, and disciplined execution across the product lifecycle. QUALIFICATIONS 6–8+ years of product management experience in healthcare technology or enterprise SaaS environments. Experience owning feature delivery and roadmap execution within a defined product domain. Familiarity with healthcare revenue cycle concepts (claims, denials, payer contracts, payment integrity, financial workflows) strongly preferred. Experience working in data-intensive or analytics-driven products; exposure to AI/ML-enabled solutions is a plus. Strong ability to develop clear product requirements and work collaboratively within Agile development environments. Exceptional written and verbal communication skills with the ability to align technical and non-technical stakeholders. Strong prioritization, stakeholder management, and cross-functional collaboration skills. Proven ability to analyze complex workflows, identify user needs, and translate them into scalable product solutions. Ability to thrive in a fast-paced, growth-stage environment with a high degree of ownership and accountability. Experience working with data tools (SQL, Excel, BI platforms) to evaluate product performance is preferred. COMPENSATION Compensation will be based on skills, experience, and performance. ABOUT SIFT HEALTHCARE Sift is a data science company working to improve payments operations and outcomes in the healthcare industry. We are a growing and dynamic team that is serious about AI. Based in Milwaukee, Wisconsin, Sift is thriving and looking for motivated team members who will help shape our culture. Sift offers competitive salaries and benefits. Learn more about Sift at www.sifthealthcare.com.

• Work with sales and marketing to plan, execute, and optimize demand generation campaigns across paid, organic, and owned channels to drive qualified leads and pipeline • Partner closely with sales and product to align campaigns with ICPs, buyer personas, and revenue goals • Own top-of-funnel and mid-funnel programs, including paid search, paid social, email marketing, and content syndication • Build, manage, and optimize lead nurturing programs to improve conversion rates across the funnel • Configure dashboards to measure campaign performance, report on KPIs (MQLs, SQLs, pipeline contribution, etc.), and make informed decisions • Support other marketing initiatives and product launches with targeted campaigns and messaging • Maintain clean data practices and ensure accurate lead tracking and attribution in Hubspot • Document processes and keep campaign assets organized so programs are repeatable and scalable • Stay current on demand generation best practices, emerging channels, and industry trends

• Develop Strong Partnerships Internally and with Client Partners: Ensure client satisfaction through development of strong relationships with client counterparts. Own the definition, delivery, and demonstration of client success to exceed client expectations. Ensure internal alignment on client deliverable and timeline prioritization, risks, and opportunities. • Monitor and Measure Success: Provide clients with KPI and insight reports based on your data analysis expertise. This includes the creation of reports and insights leading to performance improvement recommendations during our client partnerships to demonstrate Sift RCM product ROI. Understand client goals (individual and organizational) to inform value measures and definitions of success. Communicate value achievement consistently with internal and client executives. • Deliver Value to Clients Utilizing Sift Products and Processes: Collaborate with internal teams and client counterparts to identify opportunities for client RCM improvement and value achievement using Sift solutions, aligning with client needs and business goals. • Be the Voice of Customer for Product Development: Collaborate with Sift product owners and the development team to shape the product strategy and roadmap for Sift solutions, serving as the voice of customer guiding decisions relative to client usability, value, and business goal achievement. • Deliver High-Quality Work and Ensure Seamless Collaboration: As a growing company, Sift expects team members to perform assignments with a high degree of autonomy. This includes being the front line to respond to client data and analysis requests. Maintain internal and external stakeholder relationships ensuring we exceed delivery and client value generation expectations. • Demonstrate Subject Matter Expertise in Healthcare Revenue Cycle: Utilize your prior experience working in healthcare revenue cycle to be a SME assisting both internal Sift team members as well as your client counterparts in simplifying the complexities of RCM. Maintain current knowledge of best practices and changes that impact the healthcare/RCM industry.