Flex - Manager, Sales Enablement
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Requirements
• 4–6 years in sales enablement, revenue enablement, or a closely related role at a B2B company — ideally with some fintech or financial services experience • Proven track record of building enablement programs from scratch in a high-growth, resource-constrained environment • Salesforce proficiency — comfortable building reports, understanding stage hygiene, and partnering with admins on configuration needs; familiarity with Apollo and ZoomInfo as part of the GTM stack is a plus • 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) as a real part of your workflow — content creation, program design, and output acceleration • Experience building structured qualification and discovery frameworks into a sales process — whether homegrown or methodology-based — and the ability to get a team to actually use them • Strong written and verbal communication skills; able to produce crisp executive-facing materials and also sit in a deal debrief and translate what you heard into program improvements • High ownership instinct — you identify gaps without being asked and move on them without waiting for consensus • 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) — ability to pull your own data rather than depend on analysts
Responsibilities
• Onboarding & Ramp • Design and own end-to-end onboarding programs for AE, BDR, and partnerships roles — covering product knowledge, sales process, tool proficiency, and Flex's ICP • Build role-specific certification paths and 30/60/90-day ramp benchmarks; track and report on time-to-productivity for every new hire • Partner with sales managers to identify where new reps are breaking down and close those gaps fast • Ongoing Enablement • Develop and maintain a living sales playbook by segment — covering AE, BDR, and partner motions — updated quarterly or as the product and market evolve • Build and manage a content library: battle cards, objection-handling guides, competitive positioning, case studies, and discovery frameworks • Own call coaching infrastructure via Apollo — build review cadences, scorecards, and feedback loops that make managers more effective coaches • Facilitate enablement sessions (live, async, and AI-assisted) that are role-specific and tied to real deal scenarios, not generic training content • Sales Methodology & Process • 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 reflect how the team actually sells • Identify execution gaps in the funnel (conversion rate drops, stage stall, ACV variance) and build targeted programs to address them • Cross-Functional Collaboration • Own the sales enablement workstream for every new product launch — from pre-launch rep readiness and certification to post-launch reinforcement and feedback loops back to product; at Flex's current pace of product development this is a core, recurring responsibility not a one-off project • Partner with the RevOps Director on sequence strategy and outbound tooling (Clay, Apollo, Orum) to ensure BDR enablement keeps pace with GTM experiments • Define and own a core set of enablement KPIs: ramp time, content adoption, methodology adherence, win rate by segment, and pipeline conversion by rep cohort • Report on program effectiveness to sales leadership on a regular cadence and use that data to continuously improve
Benefits
• Build something generational — Capture the full lifecycle of money for ambitious business owners. • Work on real money, real risk — Payments, credit, and banking at serious scale. • Solve hard problems — AI, underwriting, compliance, and global finance from first principles. • True ownership — Small teams, high trust, real accountability. • Founder-level exposure — Direct access to leadership, customers, and investors. • High bar, high taste — Move fast without cutting corners. • Elite peers — People here are builders, not tourists. • Real upside — Meaningful equity if you help build something big. • Compensation: $130,000–$150,000 OTE plus equity • Location: Remote, US-based, with occasional travel for off-sites • Employment type: Full-time
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