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Mediafly, Inc. logo

Senior Manager Associate Director Customer Success (US Remote)

Job Overview

Location

Remote - US

Job Type

Full-time

Category

Customer Success Manager

Date Posted

September 14, 2025

Full Job Description

📋 Description • Own the end-to-end health of a strategic book of Mediafly’s enterprise customers, ensuring every account achieves measurable ROI, expands usage, and renews at or above target rates. • Lead, mentor, and scale a high-performing team of 5-8 Customer Success Managers across time zones; set quarterly OKRs, run weekly deal/health reviews, and build individualized development plans that turn good CSMs into industry leaders. • Serve as the executive escalation point for at-risk accounts: diagnose root causes, marshal product, support, and services resources, and present recovery plans to both customer c-suites and Mediafly leadership that protect ARR and reputation. • Operationalize a data-driven CS motion—define segmentation, health scoring, playbooks, and QBR templates that increase platform adoption by 20 % and reduce churn to <2 % annually; own the Gainsight/Salesforce dashboards that surface early warning signals. • Partner with Sales during pre-sale cycles to craft success plans, ROI models, and executive alignment workshops that accelerate deal closure and set realistic post-sale expectations. • Collaborate with Product Management to translate customer feedback into roadmap priorities; quarterly, present a “voice of customer” report that influences sprint allocation and new revenue products. • Drive expansion revenue: coach CSMs to identify whitespace, quantify business impact, and co-sell with AEs; personally quarterback six-figure upsells and cross-sells that contribute 15 % of company new ARR. • Optimize the customer journey—from onboarding, adoption, value realization, advocacy, and renewal—removing friction through automation, self-service resources, and executive advisory boards. • Host monthly “Customer Advisory” webinars and annual user conference tracks that turn delighted customers into reference champions, generating 30 % of pipeline via case studies and peer referrals. • Champion diversity, equity, and inclusion inside the CS org; build a culture where psychological safety, curiosity, and customer obsession thrive, resulting in team eNPS >60 and Best Place to Work awards. • Report to the VP of Customer Experience with weekly forecast accuracy, quarterly business reviews, and board-ready metrics; continuously iterate on segmentation, coverage models, and pricing strategy to maximize LTV. • Stay ahead of revenue enablement industry trends—bring outside-in thinking on value frameworks, AI-guided selling, and content personalization that keep Mediafly the undisputed category leader. 🎯 Requirements • 5+ years in B2B SaaS Customer Success, including 2+ years managing CSMs with proven quota attainment on retention and expansion. • Demonstrated success owning ≥$20 M ARR portfolio and achieving net revenue retention ≥110 %. • Expert command of Salesforce and a Customer Success platform (Gainsight, ChurnZero, or similar); can build dashboards, health scores, and automated plays. • Bachelor’s degree or equivalent experience; MBA or management consulting background is a plus. 🏖️ Benefits • 100 % remote-first culture with flexible working hours and annual $1,200 remote-office stipend. • Competitive base salary $140 k–$175 k plus 15 % variable tied to team retention & expansion; transparent career path to Director and VP levels. • Unlimited PTO, 12 paid holidays, and 16 weeks fully paid parental leave for all genders.

Skills & Technologies

Senior
Remote
Degree Required

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Mediafly, Inc.
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About Mediafly, Inc.

Mediafly provides revenue enablement software that unites sales content management, training, coaching and buyer engagement in a single platform. Founded in 2006 and headquartered in Chicago, the company serves Fortune 500 and mid-market organizations seeking to improve sales productivity, align marketing and sales, and deliver interactive buying experiences. Its modular suite includes content hubs, readiness tools, conversation intelligence and digital sales rooms, all powered by analytics that track buyer engagement and revenue impact.

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