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[Remote] Founding Sales Leader

Remote · Chile Full-time

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

  • For over 40 years, CGS has enabled global enterprises, regional companies, and government agencies to drive breakthrough performance through business applications, enterprise learning and outsourcing services. It was founded in 2011, and is headquartered in New York, New York, USA, with a workforce of 5001-10000 employees. Its website is https://cgs-inc.com.
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