×
Register Here to Apply for Jobs or Post Jobs. X

Director of CDN Sales; Fully Remote

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: Cachefly
Remote/Work from Home position
Listed on 2026-01-02
Job specializations:
  • IT/Tech
Salary/Wage Range or Industry Benchmark: 200000 - 250000 USD Yearly USD 200000.00 250000.00 YEAR
Job Description & How to Apply Below
Position: Director of CDN Sales (Fully Remote)

Base (120k-150k) + Variable. Base/Variable 50/50

Director of CDN Sales (Fully Remote) at Cache Fly Purpose

Cache Fly powers fast, secure content delivery across the globe. We are a performance-driven, remote-first technology company that values ownership, accountability, and speed. You will lead Cache Fly’s revenue organization across new business acquisition, onboarding, retention, and expansion. Manage Account Executives (AE), Account Managers (AM), and Customer Success (CS) to deliver predictable, profitable Annual Recurring Revenue growth through disciplined execution, coaching, and cross-functional alignment.

Key Responsibilities
  • Team Leadership: Build a high-performance environment grounded in preparation, ownership, accountability and continuous improvement. Manage and develop AEs, AMs, and CS. Establish clear expectations, coaching rhythms, and performance standards.
  • Recurring Revenue Growth: Drive consistent outbound, inbound qualification, discovery, pricing, and POC execution. Ensure AEs generate high-quality pipeline aligned to Ideal Customer Profiles (Media & Entertainment, Gaming, Ad Tech).
  • Deal Execution: Improve deal quality, deal size, and win rates by enforcing structured discovery, technical scoping, documented success criteria, and disciplined follow-up. Ensure trial accounts have defined timelines, technical requirements, and success metrics. Partner with Engineering and Operations to remove blockers and accelerate adoption.
  • Customer Lifecycle: Oversee the AE to AM transition process to ensure smooth onboarding, early usage ramp, and customer alignment during the first six months. Partner with AMs to identify risk, monitor usage trends, and support expansion opportunities. Ensure renewal forecasting and expansion pipelines are accurate and well-documented.
  • Forecasting & Reporting: Own pipeline accuracy, forecasting discipline, and weekly sales meetings. Provide clear, data-driven visibility to executive leadership.
  • Process Excellence: Implement standardized sales processes for outbound, lead routing, discovery, pricing, POC execution, onboarding, and renewals. Enforce CRM hygiene and documentation standards.
  • Market & Competitive Insight: Stay current on CDN, cloud, networking, and performance infrastructure trends. Equip the team with competitive positioning and deal guidance.
Requirements
  • 5+ years of sales leadership experience overseeing AEs and/or AMs in B2B technology.
  • Background in CDN, cloud, networking, or technical infrastructure required.
  • Proven ability to build and scale a structured sales operating cadence.
  • Demonstrated success improving deal quality, win rates, and pipeline discipline.
  • Excellent coaching, communication, and cross-functional collaboration skills.
  • Comfortable working directly with Engineering and Operations on technical deals.
  • Highly organized, data-driven, and effective in a remote-first environment.
  • Up to 25% travel for industry events, key customer and team meetings.
We Offer
  • Competitive base salary with performance-based variable compensation.
  • Comprehensive benefits package including health, dental, and vision insurance.
  • Opportunities for career growth and leadership development.
  • Dynamic and collaborative work culture with a supportive team.
  • Cutting-edge technology and resources to help you succeed in your role.
  • Remote work environment to allow for work-life balance.
#J-18808-Ljbffr
To View & Apply for jobs on this site that accept applications from your location or country, tap the button below to make a Search.
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)

Job Posting Language
Employment Category
Education (minimum level)
Filters
Education Level
Experience Level (years)
Posted in last:
Salary