Full-Time
Principal Market & Competitive Intelligence Manager
Updated on 9/3/2026
Dropbox
1,001-5,000 employees
Cloud storage, file sync, collaboration platform
Compensation Overview
CA$173.4k - CA$234.6k/yr
Remote in Canada
Remote
Remote within select locations in Canada.
 Growth & Marketing (1) |
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- At least 10 years of experience in competitive intelligence, product marketing, market strategy, corporate strategy, or a related business-to-business software-as-a-service discipline.
- Demonstrated ownership of an end-to-end competitive intelligence program, including executive intelligence, win/loss analysis, field enablement, and strategic recommendations.
- A record of translating complex qualitative and quantitative signals into clear points of view that influenced product, go-to-market, or revenue decisions.
- Deep experience partnering with Sales, GTM Strategy, Product Marketing, and Product teams in competitive markets and customer situations.
- Strong executive presence and the ability to communicate concise, evidence-based recommendations to senior leaders.
- Excellent cross-functional leadership skills, with a record of creating alignment and driving action in complex organizations without formal authority.
- Exceptional analytical, written, verbal, and visual communication skills, with the ability to balance long-range strategic work and fast-turn execution.
- Lead Dropbox’s enterprise competitive intelligence program across Dropbox Core, DocSend, Sign and Sign API, and Dropbox Protect.
- Establish a company-wide operating model for collecting, prioritizing, analyzing, distributing, and measuring competitive intelligence.
- Translate competitor launches, pricing and product changes, artificial intelligence developments, customer feedback, and market shifts into actionable recommendations for Sales, GTM Strategy, Product Marketing, Product, and executive leadership.
- Produce decision-ready intelligence—including executive briefings, competitive points of view, rapid-response analysis, battlecards, alerts, and market coverage—tailored to executive, strategic, product, and field audiences.
- Own and modernize Dropbox’s win/loss program in partnership with Sales, Revenue Operations, and Product Marketing, creating a recurring feedback loop into positioning, enablement, product strategy, and go-to-market decisions.
- Equip customer-facing teams to compete more effectively while partnering with product-aligned Product Marketing Managers to strengthen differentiation, objection handling, field confidence, and product-specific competitive activation.
- Use artificial intelligence, automation, and modern research platforms to scale the program, establish clear success measures, and maintain a trusted network of competitive contributors across Dropbox.
- Experience in AI-powered software, content management, collaboration, electronic signature, document workflows, or security markets.
- Experience building or modernizing competitive intelligence across a multi-product portfolio or decentralized organization.
- Familiarity with platforms such as Crayon, Clozd, and AlphaSense, including using artificial intelligence and automation to scale research, synthesis, and delivery.
- Experience partnering with Revenue Operations or Sales Operations to measure program adoption, decision influence, and business impact.
Dropbox provides cloud storage and file synchronization for individuals and organizations, with features for storing, sharing, and collaborating on documents. Users upload files to online storage; the service syncs them across devices and makes them available in shared workspaces, with links, comments, and real-time collaboration. It differentiates itself with a simple interface, strong security, reliable syncing, and a growing ecosystem of integrations and partnerships including DocSend and HelloSign. Its goal is to support remote and distributed teams by offering a straightforward, secure way to access and work on files from anywhere while growing its subscription revenue.
Company Size
1,001-5,000
Company Stage
IPO
Headquarters
San Francisco, California
Founded
2007
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Simplify's Take
What believers are saying
- August 6, 2026 guidance raised operating margin to 40.0%-40.5% and FCF to $1.07B.
- Dropbox added 96,000 paying users in Q2 2026, reaching 18.19 million.
- Dropbox authorized a $1.2 billion buyback after securing a $2 billion credit facility.
What critics are saying
- Core revenue grew only 0.9% in Q2 2026, exposing a mature business.
- AI rollout lifted compute costs, cutting non-GAAP gross margin to 81.6% in Q2 2026.
- Microsoft, Google, and Apple can bundle storage and search, crushing standalone pricing power.
What makes Dropbox unique
- Dropbox Dash unifies search across files, apps, audio, and video for teams.
- Ashraf Alkarmi and Drew Houston emphasize virtual-first culture, boosting 2026 hiring pull.
- DocSend and e-signatures keep Dropbox inside high-trust document workflows, not commodity storage.
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Benefits
Competitive medical, dental & vision coverage
Competitive 401(k) Plan with a generous company match & immediate vesting
Flexible Time Off/Paid Time Off
11 Company-wide PTO days
Volunteer time off and more
Life Insurance, Disability Insurance & Travel benefit plans
Perks Allowance
Parental benefits
Mental Health & Wellness benefits
Free Dropbox space for your friends and family
Growth & Insights and Company News
6 month growth
↑ 0%1 year growth
↑ 1%2 year growth
↑ 0%Dropbox CFO Ross Tennenbaum sold 20,326 shares of Class A Common Stock on 17 August, according to an SEC Form 4 filing. The transaction, valued at $25.34 million, was executed for tax purposes and does not reflect a change in the insider's assessment of the company's valuation. Tennenbaum continues to hold 759,000 shares directly, valued at $25.7 million based on the 18 August closing price. He also holds restricted stock units scheduled to vest through 15 November 2029, contingent upon continued service. Dropbox operates a software-as-a-service business model, generating revenue through tiered subscription plans for individual users, teams, and enterprises. The company has a market capitalisation of $8.6 billion and reported $2.5 billion in trailing twelve-month revenue.
Dropbox CTO Ali Dasdan sold 30,587 Class A shares on 17-18 August, worth approximately $1 million, according to an SEC filing. The transaction included 19,255 shares withheld for taxes and 11,332 shares sold through a pre-scheduled trading plan. The tax withholding was a non-discretionary transaction triggered by vesting equity awards. The share sale was executed under a Rule 10b5-1 plan Dasdan adopted on 12 May 2025, allowing insiders to establish predetermined selling schedules for liquidity or diversification whilst maintaining regulatory compliance. Following the disposition, Dasdan holds 471,052 shares directly, representing a 6% decrease from his previous position of 501,639 shares. His remaining direct equity interest is valued at roughly $15.95 million and represents approximately 0.2% of the company. These holdings include restricted stock units scheduled to vest through 15 November 2030.
Dropbox co-CEO Ashraf Alkarmi disposed of 47,865 shares on 17 August through a non-discretionary transaction, according to an SEC filing. The shares were withheld to cover tax obligations from vesting restricted stock units. The transaction was valued at $1.6 million. Alkarmi retains 1,032,881 shares of Class A common stock, worth $34.48 million as of the transaction date. The disposal was linked to a fixed vesting schedule rather than an open-market trade. As of 17 August, Dropbox shares had generated a one-year total return of 20%. Dropbox provides file management and collaboration solutions through subscription-based services. The company has a market capitalisation of $8.6 billion and reported revenue of $2.5 billion.
Financial services firm Ares Management and commercial asset marketplace operator RB Global have been highlighted for their strong fundamentals and profitability, whilst cloud storage provider Dropbox faces challenges. Ares Management has demonstrated exceptional revenue growth of 24.3% annually over the past two years, with earnings per share compounding at 19.5% annually over five years. The company maintains an operating margin of 21.8%. RB Global, formerly Ritchie Bros. Auctioneers, has achieved 27.4% annual revenue growth over five years, with EPS growing at 19.3% annually. The company generates a free cash flow margin of 14%. Dropbox, despite a 26.6% operating margin, showed flat billings and faces weak demand outlook. Wall Street expects flat revenue over the next 12 months.
Dash for Business makes it easy for teams to find, organize, share, and secure company information by combining universal search, organization and sharing capabilities, and in-depth content access control for businesses of all sizes SAN FRANCISCO--( BUSINESS WIRE )--Today, Dropbox, Inc.