Peek is the operating system powering the experiences industry - from museums and attractions to tours and activities. With over $7B in bookings, Peek’s AI-powered platform has helped thousands of merchants to increase revenues, save time, and deliver seamless guest experiences. Customers include MoMA, Whitney Museum, Seattle Aquarium, Bryant Park & Looping Group. The company has raised over $150 million from institutional investors Westcap, Goldman Sachs, and SpringCoast Partners. Learn more at www.peek.com.

As a remote-first company recognized by Forbes as one of America’s Best Startup Employers and by Built In as a 2025 and 2026 Best Place to Work, we are a global team of “Peeksters” who “Obsess Over Our Customers,” “Accomplish Big Things,” “Collaborate With Purpose,” and “Get Better Every Day.

The Role

We’re hiring an Associate Product Manager to join our small, high-ownership product team supporting the ACME brand - a B2B SaaS platform serving museums, cultural attractions, and non-profit organizations across North America.

This is a strong opportunity for someone looking to further their career in product management or making a deliberate move into product - whether you’re coming from implementation, operations, customer success, or a technical role. You will receive Mentorship from senior product lead in AI Integration strategy and enterprise platform design.

The role has two core areas:

~70% - Core Product PM: Own features for ACME from discovery through launch. You’ll write requirements, think through edge cases, and be the person cross-functional teams trust for accurate, grounded answers. Opportunities to support cross brand features and/or processes.

~30% - Integrations PM (Workato/Salesforce): Own ACME’s enterprise integration capabilities, powered by Workato. This includes building and maintaining recipes that connect ACME to Salesforce for partners, supporting implementations, and managing a backlog of integration requests. This scope may grow or evolve as our integration strategy develops.

What You’ll Do

Product Management

• Write clear, thorough product specs and PRDs that engineering and design can act on without constant back-and-forth

• Manage and prioritize a ticket backlog with accuracy and consistency - nothing falls through the cracks

• Think carefully through use cases and edge cases before anything goes to development

• Partner with ops and sales teams to represent the product clearly in operator-facing contexts

• Use analytics tools to monitor product usage and identify opportunities and measure impact of releases.

• Use AI tools actively and responsibly in your day-to-day workflow - for research synthesis, writing, competitive analysis, summarizing feedback, and accelerating decisions

• Identify opportunities to leverage AI, automation, and webhook-based workflows to solve real end-user problems - translating what’s technically possible into features that actually ship and matter

• Stay curious about the AI and automation landscape; bring forward practical ideas for how emerging tooling can reduce manual work or unlock new operator capabilities across our platform

Integrations (Workato / Salesforce)

• Design, build, and maintain Workato recipes that integrate ACME with Salesforce using REST APIs, webhooks, data mapping, conditional logic, and workflow automation

• Support real-time data synchronization and business process automation across operator environments

• Troubleshoot and resolve integration issues raised by operators or internal teams; own the integration support queue

• Manage the backlog of integration requests, balancing urgency against available capacity

• Partner with implementation teams to onboard new enterprise partners onto the Workato platform

• Maintain documentation on integration architecture, recipes, and known edge cases

• Validate that Workato recipes perform as expected in staging and production environments

What we’re looking for (required)

• 1–2+ years of product management experience, or equivalent in a PM-adjacent role (product operations, business analyst, technical PM) where you owned discovery, requirements, and cross-functional collaboration

• Familiar with Salesforce as an admin, power user, or in a customer-facing capacity, and comfortable working within CRM-driven workflows

• Technically curious - comfortable with REST APIs, webhooks, and integration logic; able to create Workato recipes following best practices for task efficiency. Strong knowledge of SQL and familiarity with Ruby.

• User-grounded - you can clearly articulate the user problem behind any ticket you own, and you ask “why” before you write requirements

• A clear, reliable writer - your specs are readable, your async updates are complete without being long, and cross-functional teams trust your answers

• AI-native in your workflow - you’ve meaningfully used AI tools to accelerate research, writing, or analysis, and can speak to how

• Hands-on experience with an integration platform (Workato or Zapier preferred)

• Located in Latin America with meaningful overlap with US time zones

Nice to Have

• Salesforce Administrator Certification - we’ll support you in obtaining this if not already certified

• Workato Integration Developer Certification - same as above

• Salesforce Nonprofit Cloud (NPC) or NPSP certification

• Prior product management experience in any capacity

• Experience at an online booking platform, travel tech, payments platform, or B2B SaaS business

• Familiarity with agile processes, Jira, and sprint-based delivery

• Experience working with or alongside customer success or implementation teams

Peek Travel Inc. is an equal-opportunity employer.  All qualified applicants will receive consideration for employment without regard to race, color, religion, national origin, sex, sexual orientation, gender identity, veteran status, disability, or other legally protected status.

If you are unable to apply due to incompatible assistive technology or a disability, please contact us at talent@peek.com.  We will make every effort to respond to your request for disability assistance as soon as possible.

1Password is growing. We’ve surpassed $400M in ARR and we’re continuing to accelerate, earning a spot on the Forbes Cloud 100 for four years in a row and teaming up...

Hello, Associate Product Manager!

Freeosk is looking for anAssociate Product Manager to join our Product team. Our ideal candidate has experience supporting cross‑functional initiatives, working with data and insights to inform decisions, and helping teams move product work from discovery through delivery with strong organization and communication.

About the Role

The Associate Product Manager helps turn ideas into execution by supporting discovery, planning, coordination, and delivery of product initiatives across Freeosk’s platform. This role partners closely with Product, Technology, and cross‑functional stakeholders to bring clarity to complex problems, translate insights into requirements, and keep initiatives moving forward. Through strong analytical thinking, documentation, and coordination, this role improves visibility, alignment, and execution across the product development process.

Over time, the Associate Product Manager builds deep platform knowledge and grows into increased ownership of product initiatives and product areas that directly impact business outcomes and customer experiences.

We work in a distributed environment. Our office is in Chicago, but this role can be based anywhere within the continental United States. Periodic travel to our Chicago office may be required.

Salary Range: $80,000 - $95,000, commensurate with experience

Key Responsibiilties

• Support product discovery by gathering, analyzing, and synthesizing stakeholder, user, and operational inputs.

• Translate product initiatives into clear requirements, user stories, and structured work that enables efficient development.

• Coordinate execution across Product, Technology, and business stakeholders to maintain alignment and momentum.

• Monitor progress, dependencies, and risks, using data and context to surface issues early and support successful delivery.

• Support product testing, launch readiness, and ongoing documentation of product knowledge and workflows.

The Impact You’ll Have

In this role, you will:

• Bring clarity to product work by helping teams move from ideas and inputs to well‑defined, development‑ready requirements.

• Turn stakeholder feedback, user insights, and operational data into actionable recommendations that influence product decisions.

• Improve transparency by maintaining clear visibility into status, dependencies, and risks across product initiatives.

• Help teams avoid delivery delays by identifying risks, blockers, and misalignment early.

• Contribute to smooth, well‑executed product launches with minimal post‑launch issues.

• Strengthen team efficiency by keeping product documentation, workflows, and knowledge organized and accessible.

Your Background, Skills, and Experience

Experience

• 1–3 years of experience in Product Management, Business Analysis, Product Operations, Project Coordination, Operations, or a related field.

• Internship, co‑op, or entry‑level experience supporting technology, software, or business initiatives is a plus.

• Experience supporting cross‑functional projects from planning through delivery.

• Experience gathering requirements, documenting workflows, and coordinating stakeholders.

• Exposure to agile software development environments and modern product development practices.

Education

• Bachelor’s degree preferred.

• Relevant fields include Business, Information Systems, Marketing, Engineering, Computer Science, Communications, or related disciplines.

• Equivalent practical experience may be considered.

Technical & Analytical Skills

• Experience with tools such as Jira, Confluence, Slack, Google Workspace, Microsoft Office, or similar platforms.

• Strong proficiency with Excel and/or Google Sheets for analysis, organization, and reporting; familiarity with BI tools such as Amazon QuickSight, Google Looker, or similar platforms is a plus.

• Comfort working with data, metrics, and operational inputs to support product decisions and tradeoffs.

• Ability to create clear documentation, process maps, presentations, and product requirements.

• Familiarity with Agile / SCRUM methodologies.

What You’ll Learn at Freeosk

• Freeosk’s platform, data flows, and operational workflows across retail media and in‑store experiences.

• Product discovery and decision‑making frameworks such as Opportunity Solution Trees (OST), Desirability‑Feasibility‑Viability (DFV), User Journey Mapping, and Service Blueprinting.

• How to manage product initiatives end‑to‑end, from early discovery through launch and iteration.

• How to grow from supporting product work into owning initiatives and product areas over time.

Our Benefits

• Competitive pay

• 401(k) Match Program

• Medical, Dental, Vision Insurance

• Work From Home Stipend

• Short‑Term and Long‑Term Disability

• Life Insurance

• Paid Time Off

• Volunteer Opportunities

• Summer Hours

• Parental Leave

• Tuition Reimbursement

• Sabbatical Program

• Professional Development

• Wellness Stipend

• Social events

Who Are We?

Freeosk Experiential Retail Media® is a marketing technology platform helping brands and retailers influence shopper behavior through immersive, in‑store discovery. By combining physical product trial, digital media, and identity‑based measurement, Freeosk transforms everyday product moments into opt‑in, high‑impact engagements that convert curiosity into purchase and engagement into measurable business outcomes.

With more than a decade of in‑store experience and millions of one‑to‑one shopper interactions, Freeosk is leading discovery at scale across top retail environments. From Fortune 100 brands to emerging innovators, we partner with marketers and retail media networks to drive incremental sales through identifiable, closed‑loop experiences that bridge physical and digital.

Headquartered in Chicago, Freeosk employees can be found all across the country thanks to our flex‑work structure. This has allowed us to create an authentic, cross‑disciplinary team of engineers, creatives, strategists, data scientists, and retail experts. As retail media evolves, Freeosk is redefining what in‑store engagement can be when physical interactions fuel digital intelligence.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

Hello, Associate Product Manager!

Freeosk is looking for anAssociate Product Manager to join our Product team. Our ideal candidate has experience supporting cross‑functional initiatives, working with data and insights to inform decisions, and helping teams move product work from discovery through delivery with strong organization and communication.

About the Role

The Associate Product Manager helps turn ideas into execution by supporting discovery, planning, coordination, and delivery of product initiatives across Freeosk’s platform. This role partners closely with Product, Technology, and cross‑functional stakeholders to bring clarity to complex problems, translate insights into requirements, and keep initiatives moving forward. Through strong analytical thinking, documentation, and coordination, this role improves visibility, alignment, and execution across the product development process.

Over time, the Associate Product Manager builds deep platform knowledge and grows into increased ownership of product initiatives and product areas that directly impact business outcomes and customer experiences.

We work in a distributed environment. Our office is in Chicago, but this role can be based anywhere within the continental United States. Periodic travel to our Chicago office may be required.

Salary Range: $80,000 - $95,000, commensurate with experience

Key Responsibiilties

• Support product discovery by gathering, analyzing, and synthesizing stakeholder, user, and operational inputs.

• Translate product initiatives into clear requirements, user stories, and structured work that enables efficient development.

• Coordinate execution across Product, Technology, and business stakeholders to maintain alignment and momentum.

• Monitor progress, dependencies, and risks, using data and context to surface issues early and support successful delivery.

• Support product testing, launch readiness, and ongoing documentation of product knowledge and workflows.

The Impact You’ll Have

In this role, you will:

• Bring clarity to product work by helping teams move from ideas and inputs to well‑defined, development‑ready requirements.

• Turn stakeholder feedback, user insights, and operational data into actionable recommendations that influence product decisions.

• Improve transparency by maintaining clear visibility into status, dependencies, and risks across product initiatives.

• Help teams avoid delivery delays by identifying risks, blockers, and misalignment early.

• Contribute to smooth, well‑executed product launches with minimal post‑launch issues.

• Strengthen team efficiency by keeping product documentation, workflows, and knowledge organized and accessible.

Your Background, Skills, and Experience

Experience

• 1–3 years of experience in Product Management, Business Analysis, Product Operations, Project Coordination, Operations, or a related field.

• Internship, co‑op, or entry‑level experience supporting technology, software, or business initiatives is a plus.

• Experience supporting cross‑functional projects from planning through delivery.

• Experience gathering requirements, documenting workflows, and coordinating stakeholders.

• Exposure to agile software development environments and modern product development practices.

Education

• Bachelor’s degree preferred.

• Relevant fields include Business, Information Systems, Marketing, Engineering, Computer Science, Communications, or related disciplines.

• Equivalent practical experience may be considered.

Technical & Analytical Skills

• Experience with tools such as Jira, Confluence, Slack, Google Workspace, Microsoft Office, or similar platforms.

• Strong proficiency with Excel and/or Google Sheets for analysis, organization, and reporting; familiarity with BI tools such as Amazon QuickSight, Google Looker, or similar platforms is a plus.

• Comfort working with data, metrics, and operational inputs to support product decisions and tradeoffs.

• Ability to create clear documentation, process maps, presentations, and product requirements.

• Familiarity with Agile / SCRUM methodologies.

What You’ll Learn at Freeosk

• Freeosk’s platform, data flows, and operational workflows across retail media and in‑store experiences.

• Product discovery and decision‑making frameworks such as Opportunity Solution Trees (OST), Desirability‑Feasibility‑Viability (DFV), User Journey Mapping, and Service Blueprinting.

• How to manage product initiatives end‑to‑end, from early discovery through launch and iteration.

• How to grow from supporting product work into owning initiatives and product areas over time.

Our Benefits

• Competitive pay

• 401(k) Match Program

• Medical, Dental, Vision Insurance

• Work From Home Stipend

• Short‑Term and Long‑Term Disability

• Life Insurance

• Paid Time Off

• Volunteer Opportunities

• Summer Hours

• Parental Leave

• Tuition Reimbursement

• Sabbatical Program

• Professional Development

• Wellness Stipend

• Social events

Who Are We?

Freeosk Experiential Retail Media® is a marketing technology platform helping brands and retailers influence shopper behavior through immersive, in‑store discovery. By combining physical product trial, digital media, and identity‑based measurement, Freeosk transforms everyday product moments into opt‑in, high‑impact engagements that convert curiosity into purchase and engagement into measurable business outcomes.

With more than a decade of in‑store experience and millions of one‑to‑one shopper interactions, Freeosk is leading discovery at scale across top retail environments. From Fortune 100 brands to emerging innovators, we partner with marketers and retail media networks to drive incremental sales through identifiable, closed‑loop experiences that bridge physical and digital.

Headquartered in Chicago, Freeosk employees can be found all across the country thanks to our flex‑work structure. This has allowed us to create an authentic, cross‑disciplinary team of engineers, creatives, strategists, data scientists, and retail experts. As retail media evolves, Freeosk is redefining what in‑store engagement can be when physical interactions fuel digital intelligence.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

Who We Are

Canadian Health Systems Inc. (CHS) is a leader in unified assistive healthcare platforms, delivering end-to-end workflow solutions that empower individual practitioners, clinics, and entire healthcare systems. As an affiliate of Appletree Shared Services Corp., CHS develops and supports innovative technologies that streamline healthcare delivery and improve patient outcomes at scale. CHS is redefining the future of healthcare—locally and globally. From advancing virtual care and intelligent healthcare systems to helping communities rebuild and modernize healthcare infrastructure worldwide, our organization is driven by a shared commitment to innovation, accessibility, and excellence.

Why You Should Join Us

At CHS, you’ll have the opportunity to work on meaningful healthcare solutions that directly impact providers and patients. You’ll collaborate with a supportive, mission-driven team while developing valuable experience across healthcare operations, product development, and modern technology platforms.

If you’re excited about healthcare, technology, product thinking, and solving real-world problems, we’d love to hear from you.

What We Offer

• Remote-first work environment.
• Competitive compensation based on experience.
• Opportunities for growth into product and leadership roles.
• Collaborative and mission-driven team culture.
• Meaningful work that impacts healthcare delivery.
  
  

The Opportunity

Canadian Health Systems is looking for a curious, driven, and detail-oriented Junior Product Analyst to join our growing team. This role is ideal for someone who enjoys solving problems, understanding real-world workflows, and translating business needs into actionable product requirements that improve healthcare delivery and operational efficiency.

This is a hands-on, collaborative role with exposure to product ownership responsibilities, blending business analysis, product thinking, workflow design, and stakeholder collaboration. You’ll work closely with clinical users, stakeholders, developers, and QA teams to help shape and support solutions that make a meaningful impact on healthcare operations and patient care.

What You'll Do

• Analyze business and clinical workflows and translate them into clear, actionable product and system requirements.
• Write clean, testable user stories and tickets with well-structured acceptance criteria aligned with business rules and QA validation.
• Collaborate with stakeholders and end users to gather requirements, manage feedback, and convert insights into prioritized backlog items.
• Support product planning activities by helping define scope, identify priorities, and improve workflow efficiency.
• Identify gaps, edge cases, inconsistencies, and workflow risks early in the analysis and design process.
• Create mockups, process flows, and wireframes using tools such as Figma (or similar platforms) to support stakeholder alignment and product clarity.
• Support developers and QA teams throughout sprint cycles by clarifying requirements, resolving ambiguities, and ensuring tickets are development-ready.
• Assist in validating system behavior and troubleshooting issues through data analysis and workflow review.
• Leverage modern tools and technologies — including AI-assisted productivity and documentation tools — to improve documentation quality, efficiency, and execution.
  
  

Required Qualifications

What We're Looking For:

• Strong analytical and problem-solving skills.
• Excellent written and verbal communication skills.
• Ability to translate complex workflows into structured requirements and documentation.
• Experience collaborating with cross-functional teams and managing stakeholder feedback.
• Highly organized with strong attention to detail.
• Curious mindset with an eagerness to learn new systems, tools, and workflows.
  
  

Preferred Experience

• Exposure to healthcare, clinical operations, or other workflow-intensive environments is considered a strong asset.
• Experience working with agile teams, product backlogs, or sprint-based development environments.
• Familiarity with workflow mapping, process improvement, or systems analysis.
  
  

Nice-to-Have Technical Skills (Or Willingness To Learn)

• SQL for querying and validating data.
• Azure DevOps or similar ticket/project management platforms.
• Figma or other wireframing/mockup tools.
• GitHub.
• GraphQL.
• AI-assisted productivity and documentation tools.
  
  

Who You Are: We’re looking for someone who is:

• A keen and quick learner.
• An intuitive thinker and natural problem solver.
• Curious and eager to explore new ideas, tools, and workflows.
• Proactive, collaborative, and adaptable in a fast-moving environment.
• Passionate about improving healthcare systems and user experiences.
• Interested in product thinking, workflow optimization, and building practical solutions for real users.
  
  

What's Next

Our hiring process is thorough and designed to ensure a strong mutual fit—both for you and for our organization. We are committed to fairness, equity, and diversity, and as such, candidates will have the opportunity to meet and engage with multiple members of our hiring team throughout the process.

The screening stage includes application questions and an initial video interview. Candidates who successfully advance to the selection stage may be invited to a live interview, during which detailed information about the role will be shared. This stage also provides candidates with the opportunity to ask role-specific questions and make an informed decision about joining our team.

We are committed to the full inclusion of all qualified individuals. In support of this commitment, reasonable accommodations are available for candidates with disabilities throughout the recruitment and interview process. If you require an accommodation, please contact careers@appletreemedicalgroup.com.

About Appletree Medical Group

The Appletree difference Founded in 1992, Appletree Medical Group is one of Canada’s largest multi-specialty groups. Our growing network of modern medical facilities across Ontario enables our doctors to provide world-class medical care to our patients. Working with highly-trained staff and the latest technology, our physicians are able to deliver the best care possible for patients and their families in our communities. Our Mission Appletree Medical Group exists to professionalize, and improve access to, community healthcare in Canada. We provide comprehensive healthcare solutions when, and where, they are needed. We use technology and efficient clinic workflows to optimize medical practices for physicians, while creating flexible and accessible healthcare experiences for our patients.

Who We Are

Canadian Health Systems Inc. (CHS) is a leader in unified assistive healthcare platforms, delivering end-to-end workflow solutions that empower individual practitioners, clinics, and entire healthcare systems. As an affiliate of Appletree Shared Services Corp., CHS develops and supports innovative technologies that streamline healthcare delivery and improve patient outcomes at scale. CHS is redefining the future of healthcare—locally and globally. From advancing virtual care and intelligent healthcare systems to helping communities rebuild and modernize healthcare infrastructure worldwide, our organization is driven by a shared commitment to innovation, accessibility, and excellence.

Why You Should Join Us

At CHS, you’ll have the opportunity to work on meaningful healthcare solutions that directly impact providers and patients. You’ll collaborate with a supportive, mission-driven team while developing valuable experience across healthcare operations, product development, and modern technology platforms.

If you’re excited about healthcare, technology, product thinking, and solving real-world problems, we’d love to hear from you.

What We Offer

• Remote-first work environment.
• Competitive compensation based on experience.
• Opportunities for growth into product and leadership roles.
• Collaborative and mission-driven team culture.
• Meaningful work that impacts healthcare delivery.
  
  

The Opportunity

Canadian Health Systems is looking for a curious, driven, and detail-oriented Junior Product Analyst to join our growing team. This role is ideal for someone who enjoys solving problems, understanding real-world workflows, and translating business needs into actionable product requirements that improve healthcare delivery and operational efficiency.

This is a hands-on, collaborative role with exposure to product ownership responsibilities, blending business analysis, product thinking, workflow design, and stakeholder collaboration. You’ll work closely with clinical users, stakeholders, developers, and QA teams to help shape and support solutions that make a meaningful impact on healthcare operations and patient care.

What You'll Do

• Analyze business and clinical workflows and translate them into clear, actionable product and system requirements.
• Write clean, testable user stories and tickets with well-structured acceptance criteria aligned with business rules and QA validation.
• Collaborate with stakeholders and end users to gather requirements, manage feedback, and convert insights into prioritized backlog items.
• Support product planning activities by helping define scope, identify priorities, and improve workflow efficiency.
• Identify gaps, edge cases, inconsistencies, and workflow risks early in the analysis and design process.
• Create mockups, process flows, and wireframes using tools such as Figma (or similar platforms) to support stakeholder alignment and product clarity.
• Support developers and QA teams throughout sprint cycles by clarifying requirements, resolving ambiguities, and ensuring tickets are development-ready.
• Assist in validating system behavior and troubleshooting issues through data analysis and workflow review.
• Leverage modern tools and technologies — including AI-assisted productivity and documentation tools — to improve documentation quality, efficiency, and execution.
  
  

Required Qualifications

What We're Looking For:

• Strong analytical and problem-solving skills.
• Excellent written and verbal communication skills.
• Ability to translate complex workflows into structured requirements and documentation.
• Experience collaborating with cross-functional teams and managing stakeholder feedback.
• Highly organized with strong attention to detail.
• Curious mindset with an eagerness to learn new systems, tools, and workflows.
  
  

Preferred Experience

• Exposure to healthcare, clinical operations, or other workflow-intensive environments is considered a strong asset.
• Experience working with agile teams, product backlogs, or sprint-based development environments.
• Familiarity with workflow mapping, process improvement, or systems analysis.
  
  

Nice-to-Have Technical Skills (Or Willingness To Learn)

• SQL for querying and validating data.
• Azure DevOps or similar ticket/project management platforms.
• Figma or other wireframing/mockup tools.
• GitHub.
• GraphQL.
• AI-assisted productivity and documentation tools.
  
  

Who You Are: We’re looking for someone who is:

• A keen and quick learner.
• An intuitive thinker and natural problem solver.
• Curious and eager to explore new ideas, tools, and workflows.
• Proactive, collaborative, and adaptable in a fast-moving environment.
• Passionate about improving healthcare systems and user experiences.
• Interested in product thinking, workflow optimization, and building practical solutions for real users.
  
  

What's Next

Our hiring process is thorough and designed to ensure a strong mutual fit—both for you and for our organization. We are committed to fairness, equity, and diversity, and as such, candidates will have the opportunity to meet and engage with multiple members of our hiring team throughout the process.

The screening stage includes application questions and an initial video interview. Candidates who successfully advance to the selection stage may be invited to a live interview, during which detailed information about the role will be shared. This stage also provides candidates with the opportunity to ask role-specific questions and make an informed decision about joining our team.

We are committed to the full inclusion of all qualified individuals. In support of this commitment, reasonable accommodations are available for candidates with disabilities throughout the recruitment and interview process. If you require an accommodation, please contact careers@appletreemedicalgroup.com.

About Appletree Medical Group

The Appletree difference Founded in 1992, Appletree Medical Group is one of Canada’s largest multi-specialty groups. Our growing network of modern medical facilities across Ontario enables our doctors to provide world-class medical care to our patients. Working with highly-trained staff and the latest technology, our physicians are able to deliver the best care possible for patients and their families in our communities. Our Mission Appletree Medical Group exists to professionalize, and improve access to, community healthcare in Canada. We provide comprehensive healthcare solutions when, and where, they are needed. We use technology and efficient clinic workflows to optimize medical practices for physicians, while creating flexible and accessible healthcare experiences for our patients.

We are seeking a motivated and technically skilled Associate Product Manager to support the development and delivery of innovative data and AI-driven solutions.

About Extend:

Extend is revolutionizing the post-purchase experience for retailers and their customers by providing merchants with AI-driven solutions that enhance customer satisfaction and drive revenue growth. Our comprehensive platform offers automated customer service handling, seamless returns/exchange management, end-to-end automated fulfillment, and product protection and shipping protection alongside Extend’s best-in-class fraud detection. By integrating leading-edge technology with exceptional customer service, Extend empowers businesses to build trust and loyalty among consumers while reducing costs and increasing profits.

Today, Extend works with more than 1,000 leading merchant partners across industries, including fashion/apparel, cosmetics, furniture, jewelry, consumer electronics, auto parts, sports and fitness, and much more. Extend is backed by some of the most prominent technology investors in the industry, and our headquarters is in downtown San Francisco.

About the Role:

Extend is invested in AI across the entire company, and the program is moving from foundation-laying to scale. We have an AI Integrations engineering team in place, a growing library of MCP connectors to the systems we run on, a shared agent skill library every team composes from, and a slate of exec-sponsored AI builds in flight across Revenue, Accounting, Operations, and GTM. We are looking for a cross-functional leader that wraps all of this.

As a Product Manager you will own the business intake, the prioritization, and the cross-functional program management that turn “we should automate this” into shipped, adopted systems. The role spans two surfaces — the AI Integrations connector backlog and Sponsored AI Builds, the exec-prioritized cross-functional projects where the team delivers workflows that change how parts of the business operate day to day. You’ll partner directly with the AI Integrations Engineering Manager and inherit a working playbook.

What You’ll Do:

• Connector Backlog Ownership. You run intake from across the company, prioritize against business value and technical readiness, and keep the queue of business-system connectors moving — surfacing tradeoffs, sequencing the work, and protecting the team from churn.
• Sponsored AI Build Delivery. You lead exec-prioritized cross-functional projects from intake through ship, working alongside the business stakeholder who owns the workflow, the AI Engineer who owns the build, and the AI Champion who owns adoption. You own scope, schedule, and the cross-functional decisions that keep the work moving.
• Stakeholder Front Door. You triage requests, manage office hours, and run the AI Builds and champion support channels. You translate between engineering and the business and act as first responder alongside the EM so engineers can stay focused on shipping.
• Cross-Team Coordination. You hold the map of who owns what across DevX, DevOps, Product Engineering, and the network of Champions in the business. You surface and resolve overlap, dependencies, and ownership questions before they become blockers.
• Program Operations. You run the planning, check-in, and reflect cadences. You decompose the roadmap into tickets, sequencing, and owners, and adjust as priorities change.

What We’re Looking For:

• 3+ years in Product Management, Technical Product Management, Technical Program Management, or Platform Product roles, with experience partnering closely with engineering and business stakeholders.
• Experience working on technical integrations or internal systems. You have contributed to or materially owned at least 1–2 shipped integrations, connectors, internal workflows, or system-to-system capabilities involving APIs, authentication, data exchange, or similar technical patterns.
• Hands-on technical fluency. You can reason about APIs, OAuth flows, schemas, webhook payloads, permissions, and failure handling, and you are comfortable using technical documentation, basic queries, or AI-assisted analysis to validate assumptions before escalating to engineering.
• Direct AI / LLM product experience. In the last 12–18 months, you have contributed to at least 1 internal AI/LLM workflow, pilot, prototype, or shipped feature. You are comfortable learning and working with MCP (Model Context Protocol), agent frameworks (Claude Code, LangChain, CrewAI, OpenAI Agents SDK, or equivalent), prompt design, and the basics of how agentic workflows operate in practice.
• Proven intake and prioritization. You have managed or supported an intake or backlog process, and you can show examples of balancing urgent requests, business needs, and planned roadmap work. You know when to escalate, when to push back, and when to ask for clearer prioritization.
• Cross-functional program leadership. You have driven projects or workstreams from intake through launch, with ownership of scope, timelines, dependencies, follow-ups, and communication. You can write the brief, run the meeting, and publish the recap, while partnering closely with your manager and engineering leads on the toughest calls.
• Experience operating as a front door for a technical team. You have managed intake, triage, office hours, support channels, or similar workflows and turned ambiguous requests into clear tickets, specs, or execution plans.
• Strong program operations discipline. You are comfortable running planning cadences, status reviews, roadmap check-ins, or similar operating rhythms, and helping translate roadmap intent into sequencing, owners, and execution visibility.
• Strong written communication. You can produce clear briefs, launch notes, meeting recaps, and operating updates. Internal program documentation lives in Google Docs, Slack threads, and meeting notes — the next iteration is yours to author.

Nice-To-Haves:

• Experience inside a developer platform team, internal developer platform (IDP), enterprise integration team, or internal automation platform team.
• Experience contributing to a connector backlog, integrations program, plugin ecosystem, API platform, or shared internal tooling surface.
• Background in Revenue Ops, Finance Ops, Operations, Support Ops, or another non-engineering function, with examples of translating business workflow needs into technical delivery.
• Experience supporting adoption of an internal tool, workflow, or platform from pilot usage to repeatable team adoption.
• Familiarity with AWS at the application level — Lambda, API Gateway, DynamoDB, IAM scoping, and adjacent deployment patterns — enough to follow a deploy story end-to-end.
• Experience working with business systems commonly involved in internal AI and integration workflows, such as Salesforce, Zendesk, Netsuite, Snowflake, Workday, or similar platforms.
• Experience in environments where success depended on reducing reactive work, creating self-service paths, or helping shift technical teams from ad hoc support toward roadmap execution.

Expected Pay Range: $111,000 - $129,000 per year salaried*

*The target base salary range for this position is listed above. Individual salaries are determined based on a number of factors including, but not limited to, job-related knowledge, skills and experience.

Life at Extend:

• Working with a great team from diverse backgrounds in a collaborative and supportive environment.
• Competitive salary based on experience, with full medical and dental & vision benefits.
• Stock in an early-stage startup growing quickly.
• Generous, flexible paid time off policy.
• 401(k) with Financial Guidance from Morgan Stanley.

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We are a hybrid, remote-office company dedicated to growing our talent anywhere!

We have onsite locations in: Sioux Falls, SD,  Scottsdale, AZ,  Louisville, KY,  Troy, MI,  Franklin, TN,  Easton, PA.

At Pathward, we take tremendous pride in our purpose to create financial inclusion for all™. We are a financial empowerment company that works with innovators to increase financial availability, choice, and opportunity for all.  We strive to remove barriers that traditional institutions put in the way of financial access, and promote economic mobility by providing responsible, secure, high quality financial products.

We are a team of problem solvers and innovators who celebrate our differences and know that our unique perspectives make us stronger and well-positioned for success.  We celebrate, and embrace, our team members through our *HUMBLE*HUNGRY*SMART approach, and we believe that we are strongest when we embrace the voices of our employees, customers, partners, and the communities we serve.

About the Role:

Defines and drives delivery of solutions that enables product outcomes that delights our stakeholders and customers. Develops solutions and deliver scalable products to the end user.

What You Will Do:

• Creates and manages product strategies, roadmaps, and product specifications for all payments specific product suites.
• Ensures product features and processes align with applicable financial compliance and risk management standards.
• Creates and validates user story feature acceptance criteria as well as ensure appropriate testing frameworks for product features.
• Collaborates with business leads, partner operations, customer success, architecture and engineering and product inputs to assess cross-partner value, scope of effort, usability, and priority of product features.
• Supports or leads product discovery on new product offerings, working with the Product Manager team, strategy team, business partners, and others to identify potential new lending products and validate the opportunity.
• Collaborates with product marketing, sales, partners, support etc. to develop product collateral such as product descriptions, presentations and training for a strong go-to market and customer support plan.
• Develops and/or implement database recovery plans and procedures.
• Other duties as assigned

What You Will Need:

• Bachelor’s degree or equivalent education and work experience
• Up to 2+ years with bachelor’s or equivalent
• Customer Focus
• Integrity & Trust
• Intellectual Horsepower
• Problem Solving
• Planning
• Organizing
• Drive for Result

The responsibilities listed above are not all inclusive and may be changed at any time.

Salary range:  $50,000 – $84,000

The salary range reflects the minimum and maximum target for a new hire in this role. Individual pay within the range will be determined by multiple factors which can include but are not limited to a candidate’s experience, qualifications, skills, and location. Your recruiter can share more about the specific salary for your location during the hiring process. Ranges may be modified in the future.

This role is also eligible for an annual performance-based incentive opportunity.  Pathward offers a comprehensive benefits package for eligible employees, including health insurance, 401(k) retirement benefits, life insurance, disability benefits, paid time off, and more.

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Don’t have everything listed under qualifications? If you’re excited about this role but your experiences don’t match exactly to everything in the posting, we encourage you to apply anyway. You may be just the right candidate for this or other Pathward roles. Pathward is an equal employment opportunity employer and considers candidates for roles without regard to their race, sex, national origin, ethnicity, age, disability or any other category protected by law.

Who we are:

Our commitment to inclusion is woven into our DNA. We believe that we are strongest when we embrace the voices of our employees, customers, partners, and the communities we serve.

We provide equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, ethnicity, religion, sex, sexual orientation, gender identity, transgender status, pregnancy, national origin, age (age 40 and over), disability, genetic information, marital status, hair texture or hairstyle, ancestry, service in the uniformed services, protected veteran status, status as a victim of domestic violence or any other class protected by federal, state and local laws.

Please click here to learn more about our benefits and review information about our Privacy Policy, Affirmative Action Plan and other notices. Applicants with disabilities may be entitled to reasonable accommodation under the terms of the Americans with Disabilities Act and certain state or local laws. For assistance completing an application, please contact a Pathward People & Culture Representative by emailing – careers@pathward.com

Please click here to view Pathward’s Applicant Privacy Notice.

Applications will be accepted for a minimum of 3 days after posting, and there is no predetermined date by which applications should be submitted.

Knowingly submitting false information will result in disqualification for consideration of future positions, termination of employment and forfeiture of other rights.

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We encourage you to be cautious of hiring scams that impersonate Pathward. Copy and paste the following URL into your browser to learn more: https://www.pathward.com/about-us/people-culture/careers/