The Aspen Group
Healthcare provider network enabling accessible care
AI Platform Engineer
Four days on-site per week required in the Chicago office.
About the job
- 3–5 years of experience in platform engineering, DevOps, Site Reliability Engineering, Machine Learning Operations, backend, or a similar software or infrastructure role.
- Strong programming skills in Python and comfort with at least one additional language such as JavaScript, TypeScript, Go, or Java.
- Hands-on experience with Google Cloud Platform as a primary cloud platform.
- Working knowledge of how large language models and artificial intelligence application programming interfaces are used in applications, including prompting, retrieval-augmented generation, embeddings, tool or function calling, and agents, or strong fundamentals and eagerness to learn.
- Experience with containers and orchestration using Docker and Kubernetes, and infrastructure as code using Terraform or a similar tool.
- Experience building and operating AI Delivery workstreams and production services.
- Experience with identity, access, and provisioning, including SSO, SAML, SCIM, role and group management, and user lifecycle management such as onboarding and deprovisioning.
- Solid understanding of AI monitoring, observability, and operational best practices.
- Ability to explain technical concepts to non-experts and write technical documentation.
- Based in or willing to relocate to the Chicago area and able to work on-site or in a hybrid arrangement.
- Deploy, scale, and operate Claude Enterprise, Gemini Enterprise, and related artificial intelligence and large language model workloads in production on Google Cloud or Anthropic while maintaining reliability, performance, and cost effectiveness.
- Build and maintain continuous integration and continuous delivery pipelines, infrastructure as code, and deployment automation for AI applications, agents, and models on the Gemini Enterprise Agent Platform.
- Instrument AI systems with monitoring, logging, and observability for latency, quality, usage, and spend, and respond to issues as part of an on-call rotation.
- Manage integrations with model providers and application programming interfaces, including authentication, rate limits, quotas, and failover.
- Own the end-to-end onboarding experience for Claude Enterprise and Gemini Enterprise, including provisioning, license and seat assignment, single sign-on, and group and role configuration.
- Manage user lifecycle processes including onboarding, role changes, and deprovisioning while keeping access, entitlements, and seat assignments accurate and auditable.
- Build automation and self-service flows that provide approved AI tools and appropriate permissions to new users and teams.
- Track adoption and seat utilization, and partner with IT and Security on identity, access reviews, and provisioning workflows.
- Manage and curate AI platform extensions, including Claude Enterprise plugins, connectors, Model Context Protocol integrations, Agent Garden, Model Garden, and connectors.
- Run the internal marketplace and catalog of approved extensions, agents, and integrations by reviewing, vetting, publishing, versioning, and retiring items.
- Define processes for requesting, evaluating, and governing extensions while balancing self-service adoption with security and data-handling requirements.
- Build and integrate custom plugins, connectors, and Model Context Protocol servers linking AI platforms to internal systems and data.
- Build internal tools, copilots, and agents on the Gemini Enterprise Agent Platform and Claude to support AI adoption in workflows.
- Develop reusable templates, reference architectures, and libraries for retrieval-augmented generation, summarization, agents, and evaluations.
- Integrate AI capabilities into existing internal systems and the developer toolchain.
- Support engineers and other teams in adopting approved AI tools through documentation, office hours, demonstrations, and hands-on assistance.
- Create and maintain best-practice guides, prompt libraries, and onboarding materials.
- Gather user feedback to prioritize platform improvements and identify new opportunities.
- Help define and implement standards, guardrails, and policies for safe, secure, and responsible AI use, including data handling, access control, acceptable use, plugins, extensions, and the marketplace.
- Build evaluation harnesses and quality checks to measure AI output quality and detect regressions.
- Partner with Security, IT, and leadership on compliance, access provisioning, and cost governance.
- Direct experience with Claude Enterprise deployment, administration, onboarding, plugins, connectors, or Model Context Protocol.
- Experience with Gemini Enterprise or the Gemini Enterprise Agent Platform, including Agent Builder, Agent Engine, Agent Garden, Model Garden, retrieval-augmented generation, or vector search.
- Experience managing or creating platform extensions, plugin ecosystems, or internal application and agent marketplaces.
- Direct experience with large language model operations or machine learning operations tooling, including model serving, vector databases, evaluation frameworks, or agent orchestration such as Agent Development Kit, LangChain, or LlamaIndex.
- Experience deploying or integrating enterprise AI tools such as Claude, Gemini, GitHub Copilot, or NotebookLM across an organization.
- Experience building internal developer platforms or developer-experience tooling.
- Familiarity with AI governance, security, or responsible-AI frameworks.
- Experience running enablement, training, or developer-advocacy programs.
- Familiarity with Google Cloud, BigQuery, Atlassian Jira and Confluence, incident.io, Grafana, OpenTelemetry, Sentry, and Microsoft 365.
- A degree in Computer Science, Engineering, or a related field, or equivalent practical experience.
About the company
TAG supports a nationwide network of dental and healthcare brands by providing the systems, training, and resources clinics need to run effectively and reach more patients. It operates a shared platform with Aspen Dental, Chapter, ClearChoice, WellNow, and AZPetVet, delivering brands, services, and operational support to streamline practice management and pricing transparency. Unlike firms that only sell equipment or marketing or run independent practices, TAG unites multiple care domains under one umbrella to empower providers with centralized resources. Its goal is to bring better, more accessible healthcare to more people by enabling clinicians and teams to deliver care where patients are across specialties.
Company Size
1,001-5,000
Company Stage
N/A
Total Funding
N/A
Headquarters
Chicago, Illinois
Founded
N/A
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Simplify's Take
What believers are saying
- Aspen Dental opened multiple 2026 practices, including Selma, Perry, and Elkin.
- TAG integrated VideaHealth Clinical Assist AI into 1,100+ dental practices in 2026.
- David Chriswick and Shelly Kaushal joined September 14, 2026 to sharpen growth marketing.
What critics are saying
- California Attorney General settlement May 7, 2026 imposed $2 million penalties and monitor.
- Bloomberg reported May 19, 2026 that TAG faced roughly $3 billion loans due 2027.
- Bloomberg reported July 6, 2026 lenders retained lawyers after TAG dropped WellNow sale.
What makes The Aspen Group unique
- TAG spans Aspen Dental, ClearChoice, WellNow, Chapter, and Lovet across 1,400+ locations.
- Rafeh Masood joined May 14, 2026, to unify brand, digital, and patient acquisition.
- TAG grew 2025 revenue nearly double digits while serving nine million patients annually.
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Benefits
Health Insurance
Dental Insurance
Vision Insurance
Unlimited Paid Time Off
401(k) Company Match
Company News
The Aspen Group, a Chicago-based healthcare support organisation, has appointed David Chriswick as senior vice president of marketing and Shelly Kaushal as vice president of marketing. Both executives previously held leadership roles at Orangetheory Fitness and The Bar Method. The appointments follow Rafeh Masood's arrival as chief commercial officer in May 2026. Chriswick will oversee marketing for Aspen Dental and ClearChoice Dental Implant Center, whilst Kaushal will focus on ClearChoice. The Aspen Group supports independent healthcare practices across five brands operating more than 1,400 locations. The new hires bring experience in building national brands and driving local market growth. At Orangetheory, they helped expand the fitness chain to over 1,500 studios across 25 countries.
The Aspen Group named a 2026 Top Workplaces winner for Culture and Excellence in three categories. Honors for Professional Development, Work-Life Flexibility and Employee Appreciation highlight TAG's investment in its people and culture CHICAGO, May 26, 2026 /PRNewswire/ - The Aspen Group (TAG), a leading healthcare support organization, today announced it has been named a 2026 Top Workplaces winner for Culture and Excellence in the categories of Professional Development, Work-Life Flexibility and Employee Appreciation. This marks TAG's first year participating in the Top Workplaces program, underscoring the strength of its culture as measured directly by employee feedback. The Top Workplaces awards are based entirely on feedback captured through a research-backed employee engagement survey, reflecting how team members experience the organization's culture. TAG's recognition in Professional Development highlights its continued investment in team members through training and education programs, including The Aspen Group University (TAG U) and the TAG Oral Care Center for Excellence. These platforms support continuous learning, career advancement and clinical excellence across TAG's network. "Our team members are at the heart of everything we do, and this recognition is especially meaningful because it comes directly from their voices," said Jacob Allen, chief human resources officer at The Aspen Group. "In our first year participating in the Top Workplaces program, recognition across professional development, flexibility and appreciation reflects our commitment to building an environment where people can grow, feel supported and do their best work. By investing in our teams through TAG U and our broader learning ecosystem, we're strengthening our ability to support clinicians and teams who expand access to care and, ultimately, improve experiences and results for patients." TAG was also recognized for Work-Life Flexibility, which celebrates organizations that provide employees with meaningful options in how and where they work, and Employee Appreciation, which honors companies that foster a culture of recognition and gratitude. While the awards are based on feedback from TAG's corporate team members, they reflect a broader commitment across TAG's family of brands, including Aspen Dental, ClearChoice Dental Implant Center, WellNow Urgent Care, Chapter Aesthetic Studio and Lovet Pet Health Care, to cultivate supportive environments where employees feel valued and empowered to support high-quality, accessible care. About TAG - The Aspen Group The Aspen Group (TAG) was built on the simple idea of bringing better healthcare to more people. TAG supports independent healthcare practices operating more than 1,400 locations in 48 states through five consumer healthcare brands: Aspen Dental(R), ClearChoice Dental Implant Center(R), WellNow Urgent Care(R), Chapter Aesthetic Studio(SM) and Lovet Pet Health Care. Combined, the companies serve more than 35,000 patients a day and more than nine million patients each year. For more information, visit teamtag.com, and follow Aspen Dental Group on LinkedIn. SOURCE TAG - The Aspen Group For further information: [email protected]
The Aspen Group (TAG), a major US healthcare support organisation, has appointed Rafeh Masood as chief commercial officer. Masood will lead commercial strategy across TAG's portfolio, including Aspen Dental, ClearChoice Dental Implant Center, WellNow Urgent Care, Chapter Aesthetic Studio and Lovet Pet Health Care. In his role, Masood will oversee brand strategy, patient acquisition, digital platforms and commercial performance as TAG expands its technology-enabled healthcare platform. The company supports over 1,400 healthcare locations across 48 states, serving more than nine million patients annually. Masood previously served as chief growth and digital officer at Royal Caribbean Group and sits on Harley-Davidson's board. He brings experience from senior roles at Bed Bath & Beyond, BJ's Wholesale Club and Dick's Sporting Goods.
The Aspen Group (TAG) appoints Rafeh Masood as chief commercial officer to advance consumer healthcare innovation and patient experience. PR Newswire Today at 5:05am PDT Veteran consumer brand and commercial leader joins TAG as the company continues expanding its technology-enabled healthcare platform CHICAGO, May 14, 2026 /PRNewswire/ - The Aspen Group (TAG), one of the largest healthcare support organizations in the United States and the platform behind leading healthcare brands including Aspen Dental(R), ClearChoice Dental Implant Center(R), WellNow Urgent Care(R), Chapter Aesthetic Studio(SM) and Lovet Pet Health Care, today announced the appointment of Rafeh Masood as chief commercial officer. Masood joins TAG as the company continues expanding its consumer-focused healthcare platform designed to improve how patients discover, access and engage with care across dental, urgent care, aesthetics and veterinary services. In his new role, Masood will lead commercial strategy across TAG's portfolio of healthcare brands with responsibility for brand strategy, go-to-market, patient acquisition, digital platforms and commercial performance. He will drive TAG's broader growth agenda through investments in digital experience and seamless consumer touchpoints that make it easier for people to choose, access and stay connected to care. "Healthcare is increasingly shaped by the expectations consumers have everywhere else in their lives - personalized experiences, easy access, and technology that removes friction," said Bob Fontana, founder, chairman and chief executive officer of The Aspen Group. "Rafeh understands how to build trusted consumer brands at scale and how to create experiences that people genuinely connect with. His leadership will help us continue advancing a more modern healthcare platform that supports both patients and providers." TAG supports more than 1,400 healthcare locations nationwide through a platform designed to help providers focus on delivering high-quality care while TAG delivers operational, technology, marketing and business support capabilities that improve the overall patient experience. Masood brings deep expertise in consumer growth, brand building and commercial transformation across scaled consumer businesses. Most recently, he served as chief growth and digital officer at Royal Caribbean Group and currently serves on the board of Harley-Davidson. He previously held senior leadership roles at Bed Bath & Beyond, BJ's Wholesale Club and Dick's Sporting Goods, where he led large-scale digital, ecommerce, marketing and customer engagement initiatives. "What drew me to TAG is the scale of the opportunity, a portfolio of brands that consumers already know and the chance to help modernize how people access and experience care," said Masood. "I am excited to join a leadership team focused on expanding access to care at scale while building a more connected commercial engine across the enterprise that brings together brand, growth, experience and technology in service of those we serve." TAG continues to invest in capabilities that strengthen both the patient and provider experience, including AI-enabled engagement tools, advanced digital technologies, learning and development programs through The Aspen Group University (TAG U), and clinical innovation initiatives like the TAG Oral Care Center for Excellence. The company's continued growth reflects broader shifts in healthcare consumer expectations, as patients increasingly seek more convenient, transparent and digitally connected experiences across every stage of their healthcare journey. About The Aspen Group The Aspen Group (TAG) was built on the simple idea of bringing better healthcare to more people. TAG supports independent healthcare practices operating more than 1,400 locations in 48 states through five consumer healthcare brands: Aspen Dental(R), ClearChoice Dental Implant Center(R), WellNow Urgent Care(R), Chapter Aesthetic Studio(SM) and Lovet Pet Health Care. Combined, the companies serve more than 35,000 patients a day and more than nine million patients each year. For more information, visit teamtag.com, and follow Theoutlookonline on LinkedIn. SOURCE TAG - The Aspen Group This is a paid placement. For further inquiries, please contact PR Newswire directly.
The Aspen Group, one of the largest healthcare support organisations in the US, has reported nearly double-digit revenue growth across its multi-brand platform spanning dental, urgent care, veterinary and aesthetics services. In 2025, TAG supported providers served more than nine million patients across 1,400 locations in 46 states. The company expanded implant training capacity by over 25% year-over-year, with several hundred doctors completing advanced surgery programmes. TAG-supported offices utilising AI diagnostic tools reported a 12% increase in patient acceptance of recommended care. ClearChoice delivered more than 50,000 3D-printed dental prostheses, whilst WellNow Urgent Care managed approximately 900,000 upper respiratory cases. Aspen Dental's network of independent practice owners grew by approximately 15% year-over-year. The funding supports continued expansion of implant capabilities and AI integration in 2026.