---
title: 'Scaled Customer Success Manager at Dropbox'
canonical: 'https://feeny.ai/job/scaled-customer-success-manager-dropbox-canada-r0v4gn3a2ysp'
type: 'job'
last_seen: '2026-10-13'
---

# Scaled Customer Success Manager at Dropbox

- **Company:** Dropbox
- **Location:** Canada
- **Compensation:** $142k–$193k
- **Work type:** remote
- **Posted:** 2026-10-01
- **Last confirmed live:** 2026-10-13
- **Apply:** https://jobs.dropbox.com/listing/8233087?gh_jid=8233087

## Job description

## Role Description

As a Scaled Customer Success Manager at Dropbox, you will drive adoption, value realization, and renewal readiness across a portfolio of mid-market and small business managed customers. You will use customer and product signals to identify where engagement can have the greatest impact, then deliver timely, relevant experiences through targeted campaigns, group programs, digital touchpoints, and selective personalized outreach.

You will play a central role in connecting our Programmatic and Digital Customer Success team with the Renewals Desk for scaled segment accounts. You will ensure customer health, sentiment, risk, and adoption signals translate into clear renewal-readiness actions, while identifying and qualifying customer-backed growth opportunities as Customer Success Qualified Leads (CSQLs) for handoff to Sales.

Within the scaled portfolio, you will provide more focused engagement for a priority group of customers and translate customer health, retention, renewal, and growth signals into regular executive-level updates that support forecasting and business decisions. You will also own shared inbound customer channels, ensuring questions and requests are triaged, resolved, or routed to the right partner with clear follow-through.

The successful candidate is a customer-focused operator who is equally comfortable analyzing a portfolio, building repeatable engagement programs, writing clear customer communications, and speaking directly with customers to understand their experience. You will bring recent experience managing or materially influencing customer renewals, including the ability to interpret retention metrics, identify churn and contraction risk, execute save plays, and surface customer-backed growth levers. You will help Dropbox scale Customer Success while retaining the judgment, curiosity, and customer voice that come from real customer conversations.

## Responsibilities

- Own adoption, customer health, and renewal readiness across a scaled customer portfolio, using lifecycle, product usage, engagement, sentiment, and retention signals to prioritize action and improve renewal outcomes.
- Provide focused engagement for a priority group of customers, partnering closely with Renewal Managers and other account stakeholders to coordinate retention and growth actions and deliver regular executive-level portfolio and forecast updates for top accounts in the scaled portfolio.
- Design and execute targeted campaigns and scaled touchpoints that help customers adopt key capabilities, realize value, prepare for renewal, and address common risks at the right moments in their journey.
- Serve as the coordination point between Programmatic and Digital Customer Success and the  Renewals Desk, ensuring timely handoffs, shared visibility, clear ownership, and coordinated save plays for customers with renewal-readiness gaps or identified churn and contraction risk.
- Own and manage shared inbound customer email channels, triaging questions and requests, coordinating timely responses, and ensuring issues are resolved or routed to the appropriate partner with clear follow-through.
- Use data to segment customers, identify patterns, test engagement strategies, measure impact, and continuously improve playbooks, content, workflows, and automation.
- Engage customers directly when a focused 1:1 conversation is needed to validate a signal, understand sentiment, address risk, gather product feedback, or capture a representative customer example.
- Synthesize customer voice across the portfolio and share actionable insights with Product, Marketing, Sales, Support, and Customer Experience partners to improve the product and customer journey.
- Partner cross-functionally to operationalize repeatable customer programs, resolve gaps in the customer experience, and identify customer-backed growth levers such as broader adoption, new use cases, license utilization, or additional product fit. Qualify relevant opportunities as Customer Success Qualified Leads (CSQLs) and route them to Sales with clear customer context and supporting signals.

## Requirements

- 4+ years of experience in B2B SaaS Customer Success, Account Management, Digital Customer Success, lifecycle programs, or a comparable post-sale customer role.
- Recent experience directly managing or materially influencing customer renewals across a book of business, with measurable examples of save plays, churn or contraction mitigation, and retention outcomes.
- Demonstrated success managing customer outcomes across a broad or high-volume portfolio through a combination of one-to-many programs and targeted 1:1 engagement.
- Strong analytical judgment and fluency in SaaS retention metrics, including renewal rate, gross revenue retention, net revenue retention, churn, contraction, and expansion, with experience using those measures alongside customer signals to identify risk and growth levers.
- Experience designing or executing customer lifecycle, adoption, retention, or renewal-readiness campaigns and measuring their impact on customer behavior or business outcomes.
- Excellent written and verbal communication skills, including the ability to create clear customer-facing content and lead effective discovery or feedback conversations.
- Demonstrated ability to coordinate across Customer Success, Renewals, Sales, and other teams, clarify ownership, and move shared retention and growth outcomes forward while managing concurrent programs and changing priorities.
- Experience with Customer Success platforms, CRM systems, marketing automation, business intelligence tools, or related customer-data systems.

## Preferred Qualifications

- Experience working in a Customer Success model that partners with a centralized Renewals Desk or specialized renewals team.
- Experience facilitating webinars, office hours, group enablement, customer communities, or other one-to-many programs.
- Experience applying test-and-learn methods to improve engagement, adoption, retention, or conversion outcomes.
- Experience supporting collaboration, productivity, content, or AI-enabled SaaS products.

Durable Skills

AI fluency means using these tools to amplify human judgment, not replace it. We believe people with these skills will thrive as work and technology continue to evolve:

- Awareness: Understand yourself and others.
- Judgment: Evaluate information and make decisions in complex situations.
- Adaptability: Learn, adjust, and stay effective through change.
- Connection: Communicate, collaborate, and build trust.

To learn more about why these skills matter and what the data shows about thriving through change, read this [blog post](https://www.dropbox.jobs/en/our-blog/employee-stories/the-era-of-durable-skills-what-the-data-tells-us-about-thriving-in-change/) from our Chief People Officer, Melanie Rosenwasser.

## Compensation

Canada Pay Range $142,400—$192,600 CAD

## About Dropbox

## Company Overview
- **One-liner**: Dropbox is a cloud storage and file synchronization company that is evolving into an AI-enhanced platform for distributed work.
- **Entity Type**: Public (NASDAQ: DBX)
- **Headquarters**: San Francisco, California, USA
- **Founded**: 2007
- **Founders**: Drew Houston and Arash Ferdowsi

## Core Business
- **Primary industry**: Cloud storage, file sharing, collaboration software, and AI-powered productivity tools.
- **Target customers**: Both B2C (individuals) and B2B (small businesses to large enterprises).
- **Mission statement**: “Design a more enlightened way of working.” [dropbox.jobs](https://www.dropbox.jobs/en/inside-dropbox/)

## Products & Services
- **Dropbox (Core)**: Cloud storage and file sync service (SaaS).
- **Dropbox Paper**: Collaborative document creation and project management tool (SaaS).
- **Dropbox Sign (formerly HelloSign)**: E-signature solution for businesses (SaaS).
- **Dropbox Replay**: Video review and approval tool for creative teams (SaaS).
- **Dropbox Dash**: AI-powered universal search and knowledge management tool (SaaS).
- **Dropbox Capture**: Screen recording and video messaging tool (SaaS).

## Market Standing
- **Valuation/Market Cap**: Not provided in search results; as a public company, latest figures are available via SEC filings and financial news. Ticker: DBX.
- **Key Metric**: Annual revenue – not included in provided sources; refer to Dropbox’s 10-K filings.
- **Notable Investors/Partners**: Not detailed in search results. Historical investors include Sequoia Capital, Accel Partners, and Index Ventures. Key partnerships often include Microsoft, Google, and Zoom.
- **Growth Signals**:
  - 92% of employees agree that the Virtual First model is a key reason they stay at Dropbox. [dropbox.jobs](https://www.dropbox.jobs/en/virtual-first/)
  - High internal satisfaction: 89% feel productive, 87% feel they have greater impact in a Virtual First model. [dropbox.jobs](https://www.dropbox.jobs/en/virtual-first/)
  - Continued expansion of AI features (Dropbox Dash, AI-powered search) signals a pivot toward intelligent work orchestration.

## Competitive Advantages
- **Brand trust**: Used by millions of teams and individuals worldwide; strong reputation for reliability and simplicity.
- **Virtual First operating model**: A deliberate distributed-work culture that is deeply embedded in the company’s products and employee experience.
- **AI integration**: Early mover in applying AI to file organization, search, and workflows (e.g., Dropbox Dash).
- **User base & ecosystem**: Large installed base creates network effects and switching costs.

## Strategic Focus
- **AI-powered productivity**: Building AI tools to automate and streamline knowledge work (e.g., universal search, smart summaries).
- **Deepening platform stickiness**: Expanding beyond storage into collaboration, e-signature, video review, and workflow automation.
- **Scaling Virtual First**: Refining a distributed work model that balances asynchronous deep work with intentional in-person connection. [dropbox.jobs](https://www.dropbox.jobs/en/virtual-first/)

## Why Work Here
- **Culture**: Values-driven environment centered on “Own your impact,” “Make work human,” and “Be worthy of trust.” Emphasis on experimentation, simplicity, and customer focus. [dropbox.jobs](https://www.dropbox.jobs/en/inside-dropbox/)
- **Work model**: Virtual First – designed for flexibility with asynchronous communication, core collaboration hours, and optional in-person workspaces and offsites. [dropbox.jobs](https://www.dropbox.jobs/en/virtual-first/)
- **Benefits**: Medical/dental/vision, mental health support (Modern Health), 401(k) plan, paid parental and family leave, adoption assistance, Peloton Corporate Wellness, quarterly perks allowance, volunteer time off. [dropbox.jobs](https://www.dropbox.jobs/en/inside-dropbox/)
- **Community**: Employee Resource Groups (ERGs), Dropbox for Good volunteer program, and Neighborhoods for local coworking and connection. [dropbox.jobs](https://www.dropbox.jobs/en/virtual-first/)
- **Growth**: Commitment to employee development through durable skills, mentorship, and a culture of continuous learning. Hiring process focuses on durable human skills like critical thinking, adaptability, and judgment. [dropbox.jobs](https://www.dropbox.jobs/en/how-we-hire/)

## Sources
1. [Dropbox Careers – Inside Dropbox](https://www.dropbox.jobs/en/inside-dropbox/)
2. [Dropbox Careers – How We Hire](https://www.dropbox.jobs/en/how-we-hire/)
3. [Dropbox Careers – Virtual First](https://www.dropbox.jobs/en/virtual-first/)
4. [Dropbox Careers – Teams Overview](https://www.dropbox.jobs/en/teams/)

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