Manager of Sales Enablement, Flex

• The candidate we're looking for sees a lean org as an advantage, not a constraint
• 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
• If you're energized by building something from zero, measuring everything, and being directly accountable for whether reps succeed — this role was built for you

Desirable

• This is Flex's first dedicated Sales Enablement hire — and it's not a maintenance role
• There's no inherited playbook to manage, no existing LMS to administer, no certification path waiting to be run
• You're building from scratch, and that's the point
• As Manager, Sales Enablement, you'll be the force multiplier across a GTM team of ~30 people today — AEs, BDRs, and a partnerships team — that is growing rapidly
• The programs you build now need to work at 2x and 3x this size, and you'll be shaping this function as that growth happens
• You'll report to the Director of Revenue Operations and work closely with sales leadership, product marketing, and the broader RevOps function to design, build, and measure programs that have a direct line to revenue
• AI is not a nice-to-have here
• You're expected to leverage AI tools to build smarter content, run more efficient programs, and multiply your own output as the sole enablement practitioner
• Your work will have direct reach beyond the GTM team — helping product and engineering stay grounded in how customers actually buy and what reps encounter in the field
• At Flex's current scale, the feedback loop between GTM and R&D is a competitive advantage, and this role is part of how we close it
• 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
• Measurement:
• 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