About The Position

Truehold is seeking a Sales Operations & Enablement Manager to establish and lead the infrastructure that drives sales effectiveness and consistency across both entities. This is a foundational role, not one embedded within an established GTM organization. Reporting to the VP of Sales Strategy & Operations, you will partner closely with sales leadership to design and execute the core programs, tools, and content that enable rep performance - including onboarding, CRM administration, playbooks, training, and reporting. The role offers high visibility, meaningful ownership, and individual contributor scope. Candidates who have built or transformed sales enablement functions and are comfortable operating without a predefined roadmap will thrive.

Requirements

  • 3–6 years in sales ops, sales enablement, or GTM-adjacent ops (ideally at a 20–100 person sales org).
  • Demonstrated experience building or significantly overhauling an enablement function.
  • Salesforce experience is a big plus
  • Track record of creating content reps actually adopt.
  • Strong analytical and written communication skills.

Nice To Haves

  • Financial services, real estate, or consultative sales background.
  • Notion power user.
  • Familiarity with LMS or sales readiness platforms.
  • Experience supporting a team through a new product launch or go-to-market change.

Responsibilities

  • Design and manage structured onboarding programs across Truehold and Truehold Financial sales roles, including role-specific ramp plans, product training, and clear 30/60/90 milestones
  • Build and maintain the core enablement library—playbooks, talk tracks, battlecards, and product materials—grounded in how deals are actually won
  • Deliver ongoing enablement through targeted training, micro-learning, and workshops aligned to product updates, methodology, and performance gaps
  • Diagnose skill and knowledge gaps using data and field insight, and design solutions that drive measurable improvements in productivity, pipeline, and revenue
  • Define and track enablement KPIs (e.g., time-to-productivity, win rates, quota attainment, content adoption) and iterate programs based on results
  • Document and standardize the end-to-end sales motion, maintaining SOPs and owning the sales knowledge base (Notion) for accuracy and accessibility
  • Partner cross-functionally with Sales, RevOps, Marketing, and Product to support GTM initiatives, product launches, and process changes with strong field readiness
  • Evaluate, implement, and drive adoption of sales tools and CRM workflows, translating operational changes into clear, actionable enablement
  • Build a coaching and continuous learning ecosystem in partnership with sales leadership, incorporating manager feedback, peer learning, and performance insights
  • Monitor market trends and leverage emerging tools (including AI) to continuously improve enablement speed, quality, and impact
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