Erik Ashby

CEO

Lehi, Utah, United States35 yrs 1 mo experience
Most Likely To SwitchAI ML Practitioner

Key Highlights

  • Over 25 years of experience in product leadership.
  • Expert in transforming digital customer service through AI.
  • Proven track record in leading large-scale migrations.
Stackforce AI infers this person is a SaaS expert with extensive experience in product management and AI-driven customer solutions.

Contact

Skills

Core Skills

Product ManagementArtificial Intelligence (ai)Customer Interaction And PresentationCreating And Driving A VisionLarge Scale Distributed SystemsTeam BuildingDriving A VisionProject Management And Execution

Other Skills

Agile MethodologiesAgile Project ManagementCloud ComputingCloud softwareCommunity buildingDesigning and defining technical solutionsDistributed SystemsDriving cross team projectsEnterprise ArchitectureEnterprise SoftwareModern support tools and processesOffice 365Online ServicesPartner ManagementProduct delivery

About

Director of Product and Product Marketing at Helpshift engaged in transforming 'Digital Customer Service' through messaging, automation bots and AI. A leader in technology who has been transforming digital customer service and enterprise collaboration from the inception of email to the explosion of today's most critical cloud services. Proven leader in end-to-end product development: creating a product vision, informing technical design, and driving final delivery. For 25+ years he has been driving transformation the world of services and collaborates with his leadership and direct product involvement of Novell GroupWise, Microsoft Exchange, Office 365, Microsoft Outlook, and now at Helpshift where he is leading their product and product marketing teams. Specialties: Program Management, Cloud and Collaboration Software, Communication, Building and Leading Teams Life has 3 simple rules: (1) have fun, (2) work hard, and (3) get stuff done.

Experience

35 yrs 1 mo
Total Experience
12 yrs 9 mos
Average Tenure
9 yrs 7 mos
Current Experience

Helpshift

4 roles

Sr. Director and Head of Product Research at Helpshift

May 2025Present · 1 yr

  • Creating opportunity and innovation by leading the evolution of Helpshift’s strategic research department in AI, AI automation, and player engagement. With the shift in the industry around AI, I am stepping into an innovation and strategy role to build the product research department from the ground up. Leveraging on 30+ years of product leadership, and technical experience to research innovation, develop strategy, and build partnerships to drive AI innovation and create amazing AI player experiences.
Product ManagementArtificial Intelligence (AI)Strategic PartnershipsStrategic PlanningTeam LeadershipResearch and Development (R&D)

Sr. Director and Head of Product

Promoted

May 2021Present · 5 yrs

Director of Product

Feb 2019Nov 2021 · 2 yrs 9 mos

  • Heading the product and product marketing teams at Helpshift to transform 'Digital Customer Service' through messaging, automation bots and AI.

Principal Program Manager Lead

Oct 2016Nov 2021 · 5 yrs 1 mo

  • Acting as Principal Program Manager at Helpshift, I am changing the way that the world engages with customer support.

Microsoft

4 roles

Principal Program Manager IC / Lead - Outlook

Nov 2012Oct 2016 · 3 yrs 11 mos

  • Invented and delivered an entirely new telemetry service that was adopted as the Office standard for customer insights 50+ millions devices worldwide.
  • Changed the way Outlook is supported through the introduction of an in-product, real-time support, and diagnostic technology in Microsoft Outlook.
  • Delivered a cloud-first account setup process in Outlook, that is both easy-to-use and reduced cost to support.
  • Lead of ½ of the PMs in in Outlook for a year, managing multiple areas including search, account setup, authentication, support, authentication, Enterprise data protection, Outlook.com integration and Windows integration.
  • Educated and trained customers through speaker events, and critical customer events
  • Feedback: "...your ability to positively motivate folks to do even more than they thought possible, and your ability to represent the product well at broad forums, including executive reviews. The combination of your level of caring for Desktop Outlook and technical depth means that on some of the hardest problems in our product, our senior engineers tell me, "I wouldn't want any other PM on this besides Erik."
  • Skills: Customer interaction and presentation, Creating and driving a vision, Designing and defining technical solutions, Modern support tools and processes, Cloud software

Senior / Principal Program Manager (BPOS -> Office 365)

Jun 2007Nov 2012 · 5 yrs 5 mos

  • Successfully transitioned 67k enterprise customers (2M seats) from Microsoft Online (BPOS) to Office 365, beating expected transition target rate.
  • Made it possible for +100k of tenants to onboard to BPOS collaboration suite
  • Provided technical leadership in the design and implementation of BPOS, Microsoft first large distributed cloud based service.
  • Educated thousands of customers about BPOS through corporate speaker events world-wide, and executive briefings.
  • Skills: Large scale distributed systems, customer interaction and presentation, solving big problems, creating and driving a vision
  • Feedback: Rajesh Ja, CVP O365 “Erik has been the leading technical force behind the BPOS to O365 Migrations for the last two years... Erik has shown great leadership and determination, establishing the architectural foundation for these migrations... He created a new architectural model for how migrations work, and has worked tirelessly to migrate over 50,000 customers and 2 million seats over a 2 year period. During this time, Erik regularly overcame technical hurdles and roadblocks and helped grow other team members, even when under the immense pressure of the project. Erik has demonstrated his ability to be a technical leader in both STB and MOD on large scale distributed systems over a long period...”
  • Feedback: “Erik is one of the most versatile PM’s I have worked with - he can pick up any feature, UX, WS, DB or AD and drill-down to get to the root cause or craft a solution, which was invaluable during the migration engineering & execution phases at all times…. Erik is a leader who knows what he's talking about, works very well within the team setting and simply gets the job done.”
Customer interaction and presentationCreating and driving a visionDesigning and defining technical solutionsModern support tools and processesCloud software

Senior Program Manager (Project Redbull)

Feb 2005Jun 2007 · 2 yrs 4 mos

  • Lead one of the largest competitive collaboration migration in Microsoft’s history starting from scratch, including vision creation, team development, technology invention/release of the ‘Microsoft Transporter Suite’, and the cross-team coordination/training of internal and external partners to migrate from Lotus Notes to Microsoft Exchange.
  • Educated thousands of customers about transitions through personal blogs, customer visits, world-wide speaker events, and executive briefings.
  • Skills: Team building, driving a vision, community building, customer interaction and presentation, product delivery
Large scale distributed systemsCustomer interaction and presentationSolving big problemsCreating and driving a vision

Program Manager / Program Manager Lead (Exchange)

Apr 1997Feb 2005 · 7 yrs 10 mos

  • Helped grow Exchange from a basic email system with Exchange 5.1 to the enterprise powerhouse of Exchange 2003, leading several key changes including, AutoDiscover, the Active Directory integration, and the setup/deployment.
  • Grew Exchange’s customer base by creating a team and set of tools to onboard GroupWise customers to Exchange.
  • Enabled the release of Exchange 5.5 SP1, driving project timeline, components, and quality assurance for the release.
  • Educated hundreds of thousands of Exchange customers over the years through world-wide speaker events, customer training and executive briefings.
  • Skills: Project management and execution, customer interaction and presentation, driving cross team projects
Team buildingDriving a visionCommunity buildingCustomer interaction and presentationProduct delivery

Novell

Product Manager and IT Messaging Specialist

Apr 1991Apr 1997 · 6 yrs · Provo, Utah Area

  • On the leading edge of email during the 1990s, and was responsible for the deployment and management of one of the first world-wide messaging systems (Novell MHS and Novell GMHS)
  • Lead and deployed the world’s first collaboration software (Novell GroupWise) at Novell, and then enabled Novell’s customers to transition from MHS to Novell GroupWise by delivering GroupWise transition tools
Project management and executionCustomer interaction and presentationDriving cross team projects

Education

University of Phoenix

Bachelor’s Degree — Business Information Systems

Jan 1993Jan 1995

Brigham Young University - Idaho

Associate’s Degree — Business Information Systems

Jan 1988Jan 1990

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