About The Position

This is Flex's first dedicated Sales Enablement hire, focused on building programs from scratch to support a rapidly growing Go-To-Market (GTM) team. The role involves designing and implementing onboarding, ongoing enablement, and sales methodology programs for Account Executives (AEs), Business Development Representatives (BDRs), and partnerships teams. The position requires leveraging AI tools for content creation and program efficiency, and collaborating closely with sales leadership, product marketing, and Revenue Operations (RevOps) to drive revenue. The role also serves as a crucial feedback loop between GTM and R&D, ensuring product and engineering stay grounded in customer buying behaviors and field experiences. Success will be measured by direct accountability for rep success and the ability to build scalable programs for future growth.

Requirements

  • 4–6 years in sales enablement, revenue enablement, or a closely related role at a B2B company.
  • Proven track record of building enablement programs from scratch in a high-growth, resource-constrained environment.
  • Salesforce proficiency, including building reports, understanding stage hygiene, and partnering with admins.
  • Hands-on experience with an LMS or knowledge management platform; able to design and deliver multi-modal learning (async, live, self-paced).
  • Fluency with AI tools (Claude, ChatGPT, or equivalent) for content creation, program design, and output acceleration.
  • Experience building structured qualification and discovery frameworks into a sales process and ensuring team adoption.
  • Strong written and verbal communication skills; able to produce executive-facing materials and translate field insights into program improvements.
  • High ownership instinct; ability to identify gaps and act without waiting for consensus.

Nice To Haves

  • Fintech or financial services experience.
  • Familiarity with Apollo and ZoomInfo as part of the GTM stack.
  • Experience supporting both an outbound BDR motion and a consultative AE motion simultaneously.
  • Familiarity with Clay, Apollo, or Orum in the context of BDR enablement.
  • Experience with a partner or channel enablement motion.
  • Prior experience at a company that went through rapid AE headcount scaling (2x–4x in a 12–18 month window).
  • SQL or BI tool comfort (Hex, Looker, or similar) for data analysis.

Responsibilities

  • Design and own end-to-end onboarding programs for AE, BDR, and partnerships roles, covering product knowledge, sales process, tool proficiency, and Flex's Ideal Customer Profile (ICP).
  • Build role-specific certification paths and 30/60/90-day ramp benchmarks, tracking and reporting on time-to-productivity for new hires.
  • Partner with sales managers to identify and address gaps in new rep performance.
  • Develop and maintain a living sales playbook by segment, updated quarterly or as the product and market evolve.
  • Build and manage a content library including battle cards, objection-handling guides, competitive positioning, case studies, and discovery frameworks.
  • Own call coaching infrastructure via Apollo, building review cadences, scorecards, and feedback loops.
  • Facilitate role-specific enablement sessions (live, async, and AI-assisted) tied to real deal scenarios.
  • Champion and reinforce a consistent sales methodology across AE and BDR teams, including discovery, qualification, and multi-stakeholder navigation.
  • Partner with RevOps to ensure Salesforce stages, fields, and dashboards accurately reflect the sales process.
  • Identify execution gaps in the sales funnel and build targeted programs to address them.
  • Own the sales enablement workstream for new product launches, including rep readiness, certification, and feedback loops to product.
  • Partner with the RevOps Director on sequence strategy and outbound tooling to ensure BDR enablement keeps pace with GTM experiments.
  • Define and own core enablement KPIs such as ramp time, content adoption, methodology adherence, win rate by segment, and pipeline conversion by rep cohort.
  • Report on program effectiveness to sales leadership and use data for continuous improvement.

Benefits

  • Meaningful equity
  • Occasional travel for off-sites
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