PayNearMe

Director, Revenue Enablement

PayNearMe

full-time

Posted on:

Location Type: Remote

Location: California • United States

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Salary

💰 $200,000 - $215,000 per year

Job Level

Lead

About the role

  • Define and own the sales enablement vision and roadmap aligned to PayNearMe’s GTM strategy and growth priorities
  • Translate buyer insights, personas, and journeys into actionable sales motions and messaging
  • Ensure consistent value-based storytelling across segments, verticals, and deal stages
  • Act as a strategic partner to Marketing, Product, Sales Leadership, and RevOps
  • Lead GTM readiness for product launches, new verticals, and strategic initiatives
  • Establish clear operating rhythms (launch reviews, enablement councils, feedback loops)
  • Partner with Marketing and Product to ensure content is buyer-relevant, easily discoverable, and clearly mapped to sales stages and use cases
  • Own content activation—guidance on when, how, and why reps use assets
  • Reduce noise by curating high-impact content and sunsetting what doesn’t perform
  • Design and scale role-based enablement programs for new hire onboarding, product and solution launches and sales skills (discovery, challenger selling, objection handling, competitive)
  • Partner with Sales Leadership to reinforce training through manager-led coaching
  • Ensure learning drives behavior change, not just completion rates
  • Partner with RevOps to align enablement with sales process and CRM stages
  • Build and maintain sales playbooks (new logo, vertical-specific, expansion, competitive)
  • Drive consistency while allowing flexibility for complex, enterprise deals
  • Own the enablement tech ecosystem in partnership with RevOps
  • Ensure tools are embedded into seller workflows and adopted at scale
  • Drive clear value realization for sellers—tools must help close deals, not add friction
  • Define and track enablement success metrics tied to revenue outcomes, including ramp time, win rates, deal velocity and size, and content and training effectiveness
  • Partner with RevOps to establish dashboards and a single source of truth
  • Use data and field feedback to continuously iterate and improve
  • Lead enablement as a change engine across the GTM org
  • Communicate the “why” behind new initiatives and reinforce through multiple channels
  • Build trust with Sales by incorporating field feedback and showing measurable impact
  • Build, lead, and mentor a high-performing sales enablement team
  • Establish clear roles, priorities, and career paths within enablement
  • Serve as an executive-level voice for the seller and buyer experience

Requirements

  • 5+ years of experience in sales enablement, sales operations, revenue operations, or related GTM roles
  • 3+ years in a senior leadership role building and scaling enablement programs
  • Experience in B2B SaaS or fintech, supporting complex, consultative sales cycles
  • Proven ability to influence without authority across Marketing, Product, Sales, and RevOps
  • Strong executive presence with the ability to operate at both strategic and tactical levels
  • Preferred Bachelor’s degree in Business, Marketing, Finance or related field
  • Experience supporting enterprise, mid-market sales teams and emerging markets
  • Background in payments, financial services, lending, or regulated industries
  • Familiarity with modern enablement and sales tech stacks (CRM, CI, LMS, enablement platforms)
Benefits
  • 100% Remote (must be in US)
  • Base salary per year (paid semi-monthly)
  • Fast-paced and professional work culture
  • Stock options with standard startup vesting - 1 year cliff; 4 years total
  • $50 monthly communication expense stipend to go towards your phone/internet bill
  • $250 stipend to enhance your WFH setup
  • Reimbursement for peripheral equipment: monitor (up to $400), keyboard and mouse (up to $200)
  • Premium medical benefits including vision and dental (100% coverage for employees)
  • Company-sponsored life and disability insurance
  • Paid parental bonding leave
  • Paid sick leave, jury duty, bereavement
  • 401k plan
  • Flexible Time Off (our team members typically take off ~3-4 weeks per year)
  • Volunteer Time Off
  • 13 scheduled holidays
  • 2x / year in-person team meet-ups (2-3 days, company paid)
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
sales enablementsales operationsrevenue operationsenablement programsconsultative sales cyclesB2B SaaSfintechdata analysiscontent activationenablement success metrics
Soft Skills
influence without authorityexecutive presencestrategic thinkingtactical executioncommunicationtrust buildingmentoringcollaborationfeedback incorporationchange management
Certifications
Bachelor’s degree in BusinessBachelor’s degree in MarketingBachelor’s degree in Finance