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[Remote] Inside Sales Enablement Director

Remote role Full-time Open position

Note: The job is a remote job and is open to candidates in USA. iHeartMedia, the number one audio company in America, is seeking a highly impactful Sales Development Enablement Director to elevate the performance of their SDR organization. This role will focus on onboarding, coaching, and developing strategies to improve conversion rates and drive measurable pipeline impact in a high-growth sales environment.

Responsibilities

  • Thrive in a fast-paced, high-energy environment alongside a collaborative and growing SDR team
  • Lead and continuously refine new hire onboarding to accelerate time-to-productivity
  • Design and deliver high-impact training across prospecting, messaging, objection handling, and qualification
  • Provide consistent 1:1 and group coaching tied directly to performance metrics and outcomes
  • Analyze call, email, and activity data to identify trends and drive targeted development plans
  • Partner with SDR leadership to elevate team performance, consistency, and pipeline quality
  • Build and evolve scalable enablement programs, playbooks, and learning frameworks
  • Establish clear benchmarks and measure the effectiveness of training through ramp time, conversion rates, and productivity metrics
  • Influence messaging, positioning, and outbound strategy through frontline insights
  • Contribute to a culture of accountability, feedback, and continuous performance improvement

Skills

  • 2+ years of experience in sales training, enablement, high-performing SDR/BDR, or SDR/BDR leadership
  • Demonstrated success improving ramp time, productivity, or conversion metrics
  • Deep understanding of outbound prospecting, pipeline generation, and qualification strategies
  • Professional presence with strong facilitation, coaching, and stakeholder influence skills
  • Ability to translate data and performance insights into actionable training strategies
  • Excellent written and verbal communication skills; bilingual in Spanish a plus
  • Experience working in a highly accountable, metrics-driven, and tech-savvy sales environment
  • A passion for developing talent and raising the performance bar across teams
  • A competitive spirit with a strong sense of ownership and accountability
  • In-Depth knowledge of the media industry and related sales processes
  • Ability to apply expertise in a complex sales environment to service large accounts and/or complicated business segments
  • Confidence to prospect and quickly build rapport with customers, adapting messaging and style based on customer needs
  • Ease working with senior level executives and using influencing skills to negotiations and drive sales
  • Desire to stay abreast of emerging market trends and customer needs to expand relationships and trust
  • Confidence to solve complex problems using analysis, judgement and multiple sources of information
  • Accountability for your own work and a desire to provide guidance to new team members
  • Business development experience with new and existing customers

Company Overview

  • iHeartMedia is a mass media company that provides a range of multiplatform advertising and marketing opportunities. It was founded in 1972, and is headquartered in San Antonio, Texas, USA, with a workforce of 5001-10000 employees. Its website is http://iheartmedia.com.
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