Act as the bridge between global enablement strategy and Mid-Market sellers; design, adapt, and deliver enablement programs to accelerate pipeline growth, increase average deal size, and support seller career growth.
Build trusted partnerships with Mid-Market sales leaders and represent seller needs in global enablement forums.
Align enablement to the sales process and buyer journey; deliver persona-focused, channel-specific guidance and just-in-time resources.
Partner with sales leadership to design programs that move the needle on pipeline velocity, seller ramp time, average deal size, and campaign adoption.
Embed community, cultural, and audience insights into training so sellers confidently position Reddit’s differentiated value.
Adapt and pilot global initiatives (onboarding “Ramp to Ready”, manager coaching) for Mid-Market needs before scaling.
Use data, adoption analytics, and AI tools to surface timely guidance and prioritize seller activities.
Define enablement success metrics, gather field feedback, and iterate to continuously improve impact.
Act as connective tissue across Sales, Marketing, Product, and Ops to ensure alignment, clarity, and execution speed.
Requirements
10+ years in sales enablement, sales operations, or sales leadership—experience in mid-market or commercial segments strongly preferred.
Skilled in building and delivering enablement programs that improve performance and revenue outcomes.
Exceptional facilitator and communicator with strong stakeholder management skills.
Data-driven and fluent in using metrics, dashboards, and AI-powered insights to diagnose needs and evaluate outcomes.
Experienced working cross-functionally in SaaS, B2B, or enterprise sales environments.
Proficient in enablement tools (Highspot, Gong, LMS), Salesforce, and analytics platforms.
Committed to inclusive, accessible learning design that meets diverse seller needs.
Must be based in New York City, Chicago, or San Francisco and able to be in office 1-2x/month.
Benefits
Comprehensive Healthcare Benefits and Income Replacement Programs
Medical, dental, and vision insurance
401k Match
Family Planning Support
Gender-Affirming Care
Mental Health & Coaching Benefits
Flexible Vacation & Reddit Global Days off
Generous paid Parental Leave
Paid Volunteer time off
Eligible to receive equity in the form of restricted stock units
May be eligible to receive a commission
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.