Sales Operations & Enablement Manager at Truehold in Remote

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.

What You'll Own

• 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

Who You Are

• You've done this before — at a SaaS company, a financial services firm, or somewhere in between. 
• You're a builder who's energized by an empty page, operator-brained enough to notice when the CRM doesn't match how deals actually move, and commercially aware enough to know which enablement investments reps will actually use. 
• You manage your own priorities, communicate proactively, and don't need daily check-ins.

Qualifications

Required:

• 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.

Preferred:

•  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.