Full-Time

Customer Enablement Manager

Posted on 10/31/2025

Shakudo

Shakudo

11-50 employees

Data stack operating system for AI

No salary listed

Toronto, ON, Canada

In Person

Category
Operations & Logistics (1)
Required Skills
Data Analysis
Requirements
  • Bachelor's degree in Education, Technical Communication, Computer Science, or related field
  • 4-6 years of experience in customer enablement, technical training, or instructional design
  • Strong background in data platforms, cloud technologies, or enterprise software
  • Experience creating training content for technical audiences
  • Proven ability to translate complex technical concepts into accessible learning materials
  • Excellent presentation and facilitation skills
  • Experience with learning management systems and content creation tools
  • Strong project management and organizational skills
  • Data-driven approach to measuring and improving program effectiveness
Responsibilities
  • Design and implement comprehensive onboarding programs for new customers
  • Create scalable training curricula for different user personas (data engineers, data scientists, platform administrators)
  • Build enablement frameworks that can be delivered both virtually and in-person
  • Produce high-quality training materials including documentation, video tutorials, and interactive guides
  • Create role-based learning resources tailored to technical and business users
  • Develop best practices guides and use case playbooks
  • Maintain and update enablement content library to reflect platform updates and customer feedback
  • Facilitate virtual and on-site training sessions for customer teams
  • Conduct product demonstrations and hands-on workshops
  • Lead webinars and office hours to address common questions and challenges
  • Provide train-the-trainer programs for customer champions and power users
  • Partner with Product and Customer Success teams to identify enablement gaps and opportunities
  • Analyze customer usage data and feedback to optimize training programs
  • Develop metrics and KPIs to measure enablement program effectiveness
  • Create self-service resources that reduce support burden while improving customer outcomes
  • Build and maintain customer-facing learning management systems and knowledge bases
  • Collaborate with technical writing teams to ensure documentation accuracy and usability
  • Leverage enablement platforms and tools to deliver scalable learning experiences
  • Create interactive demos and sandbox environments for hands-on learning
Desired Qualifications
  • Experience with data engineering tools, MLOps platforms, or cloud infrastructure
  • Background in technical writing or documentation
  • Familiarity with modern data stack technologies (Docker, Kubernetes, cloud platforms)
  • Experience with video production and e-learning authoring tools
  • Previous experience in customer-facing roles at B2B SaaS companies
  • Certification in instructional design or adult learning principles
  • Understanding of DevOps and platform engineering concepts

Shakudo provides an operating system for data and artificial intelligence stacks that helps teams build, deploy, and manage AI products. The platform works by automating DevOps tasks and integrating over 170 different open-source and commercial tools into a single environment that can be self-hosted for better data security. It distinguishes itself from competitors by creating compatibility between many different software tools, which prevents companies from being locked into a single vendor's ecosystem. The company's goal is to reduce engineering overhead and complexity so that data science teams can focus on developing AI solutions more quickly.

Company Size

11-50

Company Stage

Series A

Total Funding

$17M

Headquarters

Toronto, Canada

Founded

2021

Simplify Jobs

Simplify's Take

What believers are saying

  • Loblaw reduced AI development cycles from six months to same-day delivery using platform.
  • Customer-led Series A2 funding validates product-market fit with CentralReach executives personally investing.
  • Sevenfold growth since 2023 Series A attracts strategic investors like Wittington Ventures for expansion.

What critics are saying

  • Databricks integrates 170+ tools natively, capturing enterprises with $50B valuation dominance.
  • AWS Bedrock sovereign AI controls undercut Shakudo pricing via credits for regulated clients.
  • DoD CMMC 3.0 certification delays block non-US platforms from defense contracts entirely.

What makes Shakudo unique

  • Self-hosted VPC deployment keeps customer IP within organizational infrastructure, avoiding vendor lock-in.
  • Integrates 170+ commercial and open-source tools including generative AI, reducing engineering overhead.
  • Autonomous Kaji agents run natively in customer infrastructure for regulated industries like nuclear and healthcare.

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Benefits

Professional Development Budget

Growth & Insights and Company News

Headcount

6 month growth

-2%

1 year growth

-5%

2 year growth

-5%
BetaKit
Feb 17th, 2026
Toronto's Shakudo converts customers into investors with $7M Series A2 raise

Toronto-based Shakudo has raised $7 million USD in a Series A2 round led by Wittington Ventures, the venture arm of the Weston family's holding company that controls Loblaw and Shoppers Drug Mart. The round attracted investment from existing customers, including CentralReach executives who personally backed the company. Founded in 2021, Shakudo provides AI infrastructure software that helps enterprises deploy AI tools securely within their existing systems. Loblaw reportedly reduced its AI development cycles from six months to same-day delivery using Shakudo's platform. The round included participation from Golden Ventures, GreatPoint Ventures, and RTP Global, bringing total funding to approximately $18 million USD. The company has grown sevenfold since its $7.2-million USD Series A in early 2023 and plans to raise a larger Series B within two years.

Shakudo
Feb 17th, 2026
Shakudo raises $7M to power sovereign enterprise AI with new autonomous agents

Shakudo, a platform providing operating systems for enterprise AI, has raised $7 million in a strategic funding round led by Wittington Ventures, a venture capital firm affiliated with Loblaw Companies Limited. The round included participation from existing investors Golden Ventures, GreatPoint Ventures and RTP Global, as well as personal investments from enterprise customers. The San Francisco and Toronto-based company will use the funding to expand its US operations and launch two new products: Kaji, an autonomous AI agent running within customers' Virtual Private Clouds, and Shakudo AI Gateway, a control plane for managing models and agents across organisations. Shakudo's platform deploys natively within customers' infrastructure, ensuring intellectual property remains within the organisation whilst targeting regulated industries including nuclear energy, healthcare and financial services.

BetaKit
Jul 5th, 2023
Shakudo closes $9.5M Series A to help companies adopt generative AI

Toronto-based Shakudo has secured $9.5 million CAD in Series A funding to help companies launch artificial intelligence products more quickly and cost-effectively.

BetaKit
Nov 3rd, 2021
Rebranded Shakudo raises $4.2 million to expand reach of AI platform

Toronto-based software startup Shakudo has rebranded from DevSentient, raising $4.2 million CAD in seed funding to expand the reach of its AI platform for data science and ML teams.

INACTIVE