[Remote] Founding Sales Leader

Note: The job is a remote job and is open to candidates in USA. CGS is hiring its first dedicated sales leader to build the market and establish a repeatable sales motion for its renewal enhancement platform. The role owns pipeline development and end-to-end sales, while partnering with the founding team to refine messaging, pricing, product positioning, and go-to-market strategy.

Responsibilities

• Build and manage your own pipeline through outbound prospecting, network activation, event engagement, referrals, and targeted account development
• Run end-to-end sales cycles from discovery and qualification through proposal, business case, negotiation, and close
• Lead discovery conversations that uncover renewal pain, data fragmentation, CRM limitations, manual preparation, late engagement, coverage gaps, lifecycle selling constraints, and partner execution challenges
• Educate buyers on the shift from workflow automation to work automation and the execution gap it closes, demonstrating how our platform enhances existing systems rather than forcing a rip-and-replace decision
• Explain practical AI value in renewal operations, including signal interpretation, prioritization, guided action, content preparation, and human-governed execution
• Leverage reference customers (including Red Hat) to open enterprise-level conversations
• Work directly with the founding team to refine the ideal candidate profile (ICP), messaging, pricing, packaging, proof points, and go-to-market strategy
• Translate customer and market feedback into sharper product, positioning, and GTM decisions

Skills

• 6+ years of professional B2B SaaS, revenue technology, CRM-adjacent, renewal, or complex technology-enabled sales experience
• Track record of closing consultative, multi-stakeholder deals in the $50K–$250K ACV range (comfortable with $25K–$150K deal sizes, with proven experience closing $100K+ enterprise deals)
• Demonstrated ability to source and close pipeline independently from scratch without relying on BDRs or inbound marketing volume
• Strong understanding of recurring-revenue metrics, including NRR, GRR, ARR, churn, downsell, expansion, renewal rate, and retention economics
• Deep understanding of CRM systems, especially Salesforce, including how revenue teams utilize account, opportunity, renewal, activity, ownership, and forecast data
• Ability to sell a highly conceptual, configurable solution where no two customer deployments are identical
• Strong executive presence, outstanding written communication, and the ability to translate ambiguous operational pain into a clear, measurable business case
• Direct experience selling Customer Success platforms, renewal management, revenue intelligence, CRM, subscription billing, workflow, data, or integration platforms
• Previous experience working with companies or within ecosystems such as Gainsight, ChurnZero, Totango, Planhat, Salesforce, Clari, Gong, People.ai, Outreach, Salesloft, Zuora, Chargebee, Workato, MuleSoft, ServiceNow, or early-stage B2B SaaS startups
• Proven experience selling directly to Chief Customer Officers, VP of Renewals, VP of Customer Success, CROs, RevOps leaders, CFOs, or Channel/Partner executives
• Experience selling into organizations that utilize both direct and partner-led revenue motions
• Prior experience at a Series A or Series B startup where the GTM motion was actively being built and refined

Benefits

• Health, Dental, Life Insurance and RRSP.
• Remote work (available options).
• The opportunity for career growth and development.
• A collaborative and inclusive work environment.
• Uncapped commissions and accelerators above plan.
• Team members may have access to performance-based incentive structures and performance metrics designed to offer additional earning potential based on business growth.

Company Overview