Senior Customer Success Manager
Dooly
Sales & Business Development, Customer Service
USD 125k-145k / year
Posted on Dec 4, 2025
Who we are:
At Mediafly, we help the world’s top revenue teams work smarter and achieve measurable impact. Our platform brings together sales enablement, content, and performance insights so sellers have the coaching, tools, and intelligence they need to succeed. By weaving value selling into every workflow, we empower teams to accelerate deal cycles, boost win rates, and prove ROI.
For you, that means joining a company where innovation meets purpose—where your work helps businesses deliver more meaningful buyer experiences and drives results that truly matter. You’ll be part of a collaborative, growth-focused team that values expertise, creativity, and human connection.
Read this first (optional, but encouraged depending on the role): Research shows that while men apply to jobs when they meet an average of 60% of the criteria, women and other marginalized groups tend to only apply when they check every box. If you think you have what it takes, but don't necessarily meet every single point on the job description, please apply. We'd love to have a chat to see what skills/experiences you are able to bring to this team.
We are looking for a customer-focused and passionate Senior Customer Success Manager to join our Customer Success team! As a Senior Customer Success Manager, you will ensure our customers’ success by understanding their business objectives, delivering day-to-day guidance on our products, and providing solutions to their biggest challenges. Our Customer Success team recognizes that the ability to create an amazing customer experience is to not only flawlessly react to customer requests, but to also be proactive in developing best practices and processes for the customer. If this sounds like you, we are looking forward to receiving your cover letter and resume.
Responsibilities of a Customer Success Manager
- Lead strategic, executive-level customer conversations to deeply understand business objectives, define measurable success outcomes, and position Mediafly as a long-term strategic partner.
- Serve as the “captain” of the account team, modeling best-in-class customer leadership, driving internal alignment, orchestrating cross-functional initiatives, and ensuring all stakeholders (internal and external) are prioritized and supported.
- Build and execute robust, data-backed mutual success plans that drive adoption, business value realization, and executive alignment across complex customer organizations.
- Drive adoption and ROI expansion by proactively identifying opportunities, recommending best practices, and influencing customer behavior through consultative yet confident guidance.
- Demonstrate exceptional executive presence and value storytelling, translating product capabilities and customer insights into compelling, outcome-driven narratives tailored for audiences up to the C-suite.
- Own the customer’s strategic lifecycle, from onboarding to renewal and expansion, ensuring customers derive continuous value and achieve measurable business outcomes.
- Proactively anticipate risks and opportunities by monitoring customer health, synthesizing qualitative and quantitative insights, and taking decisive action to protect and grow customer relationships.
- Champion customer needs internally by collaborating closely with Sales, Product, Engineering, and Support to drive alignment, influence roadmap direction, and ensure a seamless customer experience.
- Adopt and evangelize new processes, methodologies, and tools, leading by example and reinforcing operational excellence across the Customer Success organization.
- Provide thought leadership to customers and internal teams, including guidance on industry trends, emerging use cases, and best practices that elevate the partnership and position Mediafly as a trusted advisor.
We would love to work with you if you have:
- 8+ years of progressive experience in Customer Success or related customer-facing roles (CS, Account Management, Sales Engineering, Consulting), preferably within B2B SaaS and managing large, complex, multi-stakeholder accounts.
- Proven track record operating as a strategic-focused CSM, leading executive conversations, driving enterprise adoption, and delivering measurable customer outcomes.
- Extensive experience engaging and influencing senior-level and C-suite stakeholders, with exceptional confidence, presence, and strategic communication skills.
- Demonstrated ability to manage multiple high-priority initiatives, requests, and stakeholders simultaneously, maintaining clear ownership and proactive communication throughout.
- Strong analytical mindset and ability to use data to diagnose issues, uncover opportunities, and make informed recommendations that support customer value and partnership growth.
- Expertise in building, executing, and managing mutual success plans, change management strategies, and long-term account roadmaps.
- Outstanding written, verbal, and value-based storytelling skills, with the ability to simplify complex information and tailor messaging to technical and non-technical audiences.
- Experience delivering trainings, workshops, and webinars to audiences of varying sizes, from end users to executives, with the ability to adapt style and content to maximize impact.
- Strong understanding of Gainsight and SFDC is a must. Bachelor’s degree in technology, marketing, business, or a related field, or equivalent experience.
$125,000 - $145,000 a year
At Mediafly, we are committed to fostering pay equity and transparency, which are essential to creating a fair and inclusive workplace. We believe that clear and open compensation practices help build trust and ensure that all employees are compensated fairly for their contributions. The specific salary offered for a role will be determined by a variety of factors, including your individual skills, experience, geographic location, and other relevant considerations.
The salary range listed is a typical starting point for this role, but at Mediafly, your potential doesn’t stop there! We believe in rewarding talent, curiosity, and impact, which means there’s plenty of room to grow your career, and your compensation, over time. Join us, and you’ll have the chance to take on new challenges, expand your skills, and advance in ways that reflect your contributions and ambition.
Why Mediafly?
Remote based in US
Flexible working hours
Generous PTO
Competitive Salary
401K Retirement Plan with match
Transparent Career Paths
Medical, Dental, Vision
Generous Paid Parental Leave
Remote Stipend
Work in a creative environment with high energy
Mediafly is an equal opportunity employer, which means we do not discriminate on the basis of race, color, religion, marital status, age, national origin, ancestry, physical or mental disability, medical condition, pregnancy, genetic information, gender, sexual orientation, gender identity or expression. We celebrate diversity and are committed to creating an inclusive environment for all employees. We welcome people of different backgrounds, experiences, abilities and perspectives and encourage all interested individuals to apply.
Thanks to our commitment to employee experience, Mediafly has been recognized as a Best Place to Work from Crain's, Inc. and BuiltIn.
Mediafly's HQ is based in Chicago, IL.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
