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Director AI PLG

WorkSpan Inc. · Canada · Remote · Active · Rippling ATS

Job facts

FieldValue
CompanyWorkSpan Inc.
TitleDirector AI PLG
Normalized title-
Department / teamMarketing US
LocationCanada
Work modelRemote / Remote
Employment typePart Time
Salary-
Statusactive
ATS providerRippling ATS
Posted / first seen2026-03-05 / 2026-05-29
Changed / last seen2026-06-18 / 2026-06-18

Related slices

PageWhat it containsOpen
Company jobsActive postings from WorkSpan Inc..Open
Company breakdownsRole, location, ATS, and work model facets for this company.Open
ATS provider jobsActive postings observed through Rippling ATS.Open
Provider filtered searchThe same provider as a filtered job collection.Open
Department jobsActive postings in Marketing US.Open
Work model jobsActive Remote postings.Open
Lifecycle eventsOpen, update, close, and reopen events for this posting.Open
Original postingCanonical source or apply URL captured from the ATS.Open

Linked records

CompanyWorkSpan Inc.
Sourceac5dc4ae-d965-4ffe-9e08-9e5fd3f8e9f8
ATS providerRippling ATS

Description

company About WorkSpan The next era of growth is being driven by business interoperability. Cloud, genAI, solutions combining services and software- more and more, companies outpace their competition not just through building superior products, but by creating stronger partnerships, paths to market, and better business models for winning together. Cloud providers, service providers, tech partners and resellers are teaming up to win more deals together through co-selling. WorkSpan is building the world’s largest, trusted co-selling network. WorkSpan already has seven of the world’s ten largest partner ecosystems on our platform and $50B of customer pipeline under active management. AWS, Google, Microsoft, MongoDB, PagerDuty, Databricks and dozens of others trust WorkSpan to accelerate and amplify their ecosystem strategies. With a $30M series C and backing from world class investors Insight Partners, Mayfield, and M12, WorkSpan is poised to drive the future of B2B. Come be a part of it. Join our team for the opportunity to: ● Own your results and make a tangible impact on the business ● Develop a deep understanding of GTM working closely with leadership across sales & marketing ● Work with driven, passionate people every day ● Be a part of an ambitious, supportive team on a mission role About the role: Key Responsibilities AI Infrastructure & Platform Strategy Design and maintain an AI technology stack that supports automated customer life cycles and product-led engagement. Unify customer data into a definitive system of record to power all automated communications and buyer journeys. Evaluate and implement AI tools and data constructs that solve specific friction points in the freemium and trial conversion process. Establish data pipelines and model governance to ensure reliable, scalable, and automated insights. PLG AI Enablement & Support Implement AI-driven experiences within the application to communicate directly with users based on real-time behavior. Develop AI-powered health monitoring and expansion strategies to drive engagement beyond the initial sales meeting. Scale operations through automation, focusing on "human-in-the-loop" workflows rather than managing a large manual team. Provide recommendations to product and marketing teams on building the foundation for new, automated GTM motions. Cross-Functional AI Strategy Serve as the AI subject matter expert, "charting the path" for growth by translating business requirements into technical AI solutions. Conduct a 90-day "listening tour" to map out current onboarding processes, data availability, and build customer empathy. Establish performance metrics and continuously optimize AI models based on business outcomes and ROI. Required Experience 5+ years in revenue, sales, or marketing operations with recent, hands-on experience implementing AI tools. PLG Background: Proven experience at a Product-Led Growth company, ideally at the Series C stage. Technical Acumen: Strong background in data analysis, aligning data models, and evaluating model performance. Mindset: Data-driven and experimentation-minded with specific experience in freemium/trial conversion models. Execution: A "scrappy" approach to execution with the ability to manage vendor relationships and lead change management.

Full job record

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Org ID141c2377-1899-401f-b5c4-cabd84dd58b3
Source IDac5dc4ae-d965-4ffe-9e08-9e5fd3f8e9f8
Board IDac5dc4ae-d965-4ffe-9e08-9e5fd3f8e9f8
Providerrippling
Provider Job Key552e244b-3e80-472d-8a5d-04f2313dff41
TitleDirector AI PLG
Normalized Title
Statusactive
Activeyes
Location TextCanada
DepartmentMarketing US
Team
Employment Typepart_time
Workplace Typeremote
Remote Policyremote
CountryCanada
Region
City
Salary Raw
Salary Min
Salary Max
Salary Currency
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Apply URLhttps://ats.rippling.com/workspan-inc/jobs/552e244b-3e80-472d-8a5d-04f2313dff41
First Seen At2026-05-29 07:12:00Z
Last Seen At2026-06-18 09:30:21Z
Last Checked At2026-06-18 09:30:21Z
Last Changed At2026-06-18 09:30:21Z
Inactive At
Source Posted At2026-03-05 21:21:26Z
Source Updated At
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Support</strong></b></h4><ul data-pattern=\"discCircleSquare\" data-depth=\"1\" style=\"font-family:&quot;Basel Grotesk&quot;,Arial,sans-serif;font-size:11pt;font-weight:400;margin:8px 0px;line-height:1.6;padding:0px 0px 0px 32px;list-style-type:disc;\"><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Implement AI-driven experiences within the application to communicate directly with users based on real-time behavior.</span></li><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Develop AI-powered health monitoring and expansion strategies to drive engagement beyond the initial sales meeting.</span></li><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Scale operations through automation, focusing on \"human-in-the-loop\" workflows rather than managing a large manual team.</span></li><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Provide recommendations to product and marketing teams on building the foundation for new, automated GTM motions.</span></li></ul><h4 style=\"font-family:&quot;Basel Grotesk&quot;,Arial,sans-serif;line-height:1.6;font-size:18pt;font-weight:600;letter-spacing:0px;margin-top:12px;margin-bottom:4px;padding-left:0px;\"><b><strong style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Cross-Functional AI Strategy</strong></b></h4><ul data-pattern=\"discCircleSquare\" data-depth=\"1\" style=\"font-family:&quot;Basel Grotesk&quot;,Arial,sans-serif;font-size:11pt;font-weight:400;margin:8px 0px;line-height:1.6;padding:0px 0px 0px 32px;list-style-type:disc;\"><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Serve as the AI subject matter expert, \"charting the path\" for growth by translating business requirements into technical AI solutions.</span></li><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Conduct a 90-day \"listening tour\" to map out current onboarding processes, data availability, and build customer empathy.</span></li><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Establish performance metrics and continuously optimize AI models based on business outcomes and ROI.</span></li></ul><h3 style=\"font-family:&quot;Basel Grotesk&quot;,Arial,sans-serif;line-height:1.6;font-size:21pt;font-weight:600;letter-spacing:0.25px;margin-top:14px;margin-bottom:4px;padding-left:0px;\"><b><strong style=\"color:rgb(31,31,31);font-size:13pt;white-space:pre-wrap;\">Required Experience</strong></b></h3><ul data-pattern=\"discCircleSquare\" data-depth=\"1\" style=\"font-family:&quot;Basel Grotesk&quot;,Arial,sans-serif;font-size:11pt;font-weight:400;margin:8px 0px;line-height:1.6;padding:0px 0px 0px 32px;list-style-type:disc;\"><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">5+ years in revenue, sales, or marketing operations with recent, hands-on experience implementing AI tools.</span></li><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">PLG Background: Proven experience at a Product-Led Growth company, ideally at the Series C stage.</span></li><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Technical Acumen: Strong background in data analysis, aligning data models, and evaluating model performance.</span></li><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Mindset: Data-driven and experimentation-minded with specific experience in freemium/trial conversion models.</span></li><li style=\"color:rgb(31,31,31);font-size:11pt;margin:3px 0px;letter-spacing:0.25px;line-height:1.6;\"><span style=\"color:rgb(31,31,31);font-size:11pt;white-space:pre-wrap;\">Execution: A \"scrappy\" approach to execution with the ability to manage vendor relationships and lead change management.</span></li></ul>",
      "company": "<meta><p style=\"font-family:&quot;Basel Grotesk&quot;,Arial,sans-serif;font-size:11pt;font-weight:400;line-height:1.6;letter-spacing:0.25px;margin:4px 0px;padding:0px;\"><b><strong style=\"font-size:18pt;white-space:pre-wrap;\">About WorkSpan</strong></b></p><p style=\"font-family:&quot;Basel Grotesk&quot;,Arial,sans-serif;font-size:11pt;font-weight:400;line-height:1.6;letter-spacing:0.25px;margin:4px 0px;padding:0px;\"><br></p><p style=\"font-family:&quot;Basel Grotesk&quot;,Arial,sans-serif;font-size:11pt;font-weight:400;line-height:1.6;letter-spacing:0.25px;margin:4px 0px;padding:0px;\"><span style=\"color:black;background-color:white;font-size:10.5pt;white-space:pre-wrap;\">The next era of growth is being driven by business interoperability. Cloud, genAI, solutions combining services and software- more and more, companies outpace their competition not just through building superior products, but by creating stronger partnerships, paths to market, and better business models for winning together. Cloud providers, service providers, tech partners and resellers are teaming up to win more deals together through co-selling.</span><br><br><span style=\"background-color:white;white-space:pre-wrap;\">WorkSpan is building the world’s largest, trusted co-selling network.</span><br><br><span style=\"background-color:white;white-space:pre-wrap;\">WorkSpan already has seven of the world’s ten largest partner ecosystems on our platform and $50B of customer pipeline under active management. AWS, Google, Microsoft, MongoDB, PagerDuty, Databricks and dozens of others trust WorkSpan to accelerate and amplify their ecosystem strategies.</span><br><span style=\"background-color:white;white-space:pre-wrap;\">With a $30M series C and backing from world class investors Insight Partners, Mayfield, and M12, WorkSpan is poised to drive the future of B2B. Come be a part of it.</span><br><br><b><strong style=\"background-color:white;white-space:pre-wrap;\">Join our team for the opportunity to:</strong></b><br><span style=\"background-color:white;white-space:pre-wrap;\">●&nbsp; &nbsp;&nbsp;Own your results and make a tangible impact on the business</span><br><span style=\"background-color:white;white-space:pre-wrap;\">●&nbsp; &nbsp;&nbsp;Develop a deep understanding of GTM working closely with leadership across sales &amp; marketing</span><br><span style=\"background-color:white;white-space:pre-wrap;\">●&nbsp; &nbsp;&nbsp;Work with driven, passionate people every day</span><br><span style=\"background-color:white;white-space:pre-wrap;\">●&nbsp; &nbsp;&nbsp;Be a part of an ambitious, supportive team on a mission</span></p>"
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          },
          "name": "U.S. Job Questions"
        }
      ]
    },
    "hasAIEvaluationsEnabled": true,
    "eeocQuestionnaireEnabled": false,
    "applicationConfirmationTemplate": "6793e2dc32e2afc303759673",
    "eeocQuestionnaireEnabledForJobPost": false
  },
  "detail_meta": {
    "url": "https://ats.rippling.com/api/v2/board/workspan-inc/jobs/552e244b-3e80-472d-8a5d-04f2313dff41",
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}
Get this page with API

Rendered from the bluedoor Job Postings API. Reproduce it:

GET https://api.bluedoor.sh/job-postings/v1/jobs/6069011407928addca608baf37a7213855a5eb65?include=descriptionJSON
GET https://api.bluedoor.sh/job-postings/v1/orgs/141c2377-1899-401f-b5c4-cabd84dd58b3JSON
GET https://api.bluedoor.sh/job-postings/v1/sources/ac5dc4ae-d965-4ffe-9e08-9e5fd3f8e9f8JSON
GET https://api.bluedoor.sh/job-postings/v1/jobs/6069011407928addca608baf37a7213855a5eb65/eventsJSON