Principal Strategist

Caylent Logo

Caylent

💵 $136k-$154k
📍Remote - Canada

Summary

Join Caylent, a fully remote global cloud native services company, as a Principal Strategist, SaaS. You will define and implement Caylent’s go-to-market strategy for SaaS customers, collaborating with Sales and Service Delivery teams. This role involves leading strategic engagements for key clients, providing expert insights to guide their digital strategy. You will also act as Caylent's primary SaaS expert, creating enablement materials and fostering a culture of learning. Success will be measured by new logo acquisition, growth in bookings and revenue, and billable utilization. This position offers a competitive salary and a comprehensive benefits package.

Requirements

  • 10+ years of consulting experience in cloud and digital transformation, specifically within product companies or consulting for SaaS providers
  • Proven track record of developing and implementing GTM strategies targeting the SaaS customer lifecycle
  • Deep understanding of the evolving software landscape, including subscription business models, continuous delivery, and cloud-native architectures
  • Demonstrated ability to lead strategic engagements with key clients, fostering high-value, long-term partnerships
  • Experience guiding SaaS organizations through platform modernization, cloud migration, and DevOps transformations
  • Highly collaborative, adaptable to a fast-paced, changing environment
  • Expertise in public cloud infrastructure and services, preferably AWS
  • Willingness to travel for customer and AWS meetings

Responsibilities

  • Develop and Implement Caylent’s SaaS Go-To-Market
  • Craft and maintain our GTM strategy for supporting SaaS companies across their lifecycle, focusing on helping software-focused customers modernize and optimize their product offerings on AWS
  • Collaborate with sellers to effectively bring the GTM strategy to AWS and our clients, targeting the acquisition of new strategic SaaS customers
  • Maintain alignment with Technical Practices to ensure a holistic approach that addresses both market positioning and technical capabilities
  • Lead strategic engagements for key SaaS clients, providing expert insights to guide their digital strategy and maximize product success
  • Support other delivery resources and Engagement Leaders in navigating the unique challenges of the SaaS industry, from integrating acquisitions to commercializing AI features within their products
  • Enable internal teams (e.g., Account Executives, Customer Success Associates, Principal Consultants, Delivery personnel) with SaaS-customer knowledge, in collaboration with AWS
  • Develop and curate SaaS-specific materials that align with Caylent’s frameworks
  • Capture and disseminate wins, success stories, and best practices to foster a culture of learning and achievement

Preferred Qualifications

  • AWS or other Cloud Certifications
  • Experience in competitive Cloud ecosystems beyond AWS (e.g., Azure, Google Cloud)
  • Experience in AWS consulting with top-tier SaaS clients

Benefits

  • 100% remote work
  • Equitable Life - Hybrid Plan
  • 100% Premium Coverage for the employee and dependents
  • Long-Term Disability
  • 4% Pension match (employer contribution)
  • Unlimited Vacations
  • Sick Leave
  • Paid Holidays
  • Parental Leave
  • Paid for exams and certifications
  • Peer bonus awards
  • State of the art laptop and tools
  • Equipment & Office Stipend
  • Individual professional development plan
  • Annual stipend for Learning and Development

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