Sales Enablement Lead

Summary

Join TLDR as their Sales Enablement Lead and help accelerate growth in their sponsorship business by enhancing seller effectiveness. You will collaborate directly with the VP of Sales to shape partnerships with major tech and media companies. Responsibilities include building onboarding and training programs, creating sales materials, partnering with various teams to design playbooks, analyzing sales performance, maintaining enablement resources, and improving deal size and close rates. The ideal candidate possesses 2-10 years of sales enablement experience, a proven track record of success, deep media or ad sales expertise, and the ability to connect enablement efforts to revenue outcomes. This is a highly cross-functional role requiring collaboration with various teams within the sales organization. The position offers a competitive salary, performance-based compensation, remote work, unlimited PTO, and comprehensive benefits.

Requirements

• 2–10 years of experience in sales enablement or GTM enablement roles
• A track record of promotions and impact in past roles
• Deep experience in media or ad sales — this is a must
• Strong insights on how to onboard new hires at early-stage companies
• Experience building out enablement from scratch at a startup
• Proven ability to tie enablement work to revenue outcomes
• Skilled at building materials that AEs and AMs actually use

Responsibilities

• Build onboarding and training programs to ramp new hires faster
• Create sales collateral, talk tracks, objection handling guides, and competitive intel
• Partner with Sales, AM, and Marketing to design high-impact playbooks
• Analyze what’s working and what’s not across the funnel, and build content that closes gaps
• Maintain and scale enablement materials in a way that supports TLDR’s growth
• Enable the team to speak confidently to our media offerings and ad formats
• Drive improvements to deal size and close rate through better tools and training

Preferred Qualifications

• Lack media or ad sales experience
• Have only worked at large, structured companies
• Don’t focus your enablement work on measurable revenue impact

Benefits

• Competitive base salary plus additional performance-based compensation
• 100% remote company with a shared sense of purpose
• Annual team offsite — August 2025, location TBD!
• Unlimited PTO — most team members take 2–3 weeks off per year plus holidays
• 401(k) plan
• Comprehensive medical, dental, and vision benefits with a 100% paid option
• Paid parental leave
• Hardware stipend — MacBook Pro M4, monitor, headset, chair included
• Software, Learning & development stipend — we’re a curious group that values growth
• Contemporary tech stack and tools — we embrace and expect automation
• Autonomy and agency to contribute to the growth of one of the largest tech newsletters in the world