Full-Time

Human & AI Strategist

People Technology

Posted on 8/28/2025

Dropbox

Dropbox

1,001-5,000 employees

Cloud storage, file sync, collaboration platform

Compensation Overview

$162.2k - $219.4k/yr

No H1B Sponsorship

Remote in USA

Remote

Remote within US; no specific city/state required.

Category
Business & Strategy (6)
, , , , ,
Required Skills
Data Science
Machine Learning
Risk Management
Requirements
  • 5+ years of experience in HR tech, digital transformation, product strategy, or AI enablement—ideally in a fast-paced or high-growth tech environment.
  • Deep understanding of core HR systems (like Workday) and how HR processes work end-to-end.
  • Demonstrated experience bringing AI solutions to life—this could include NLP, ML, automation tools, or LLM integrations in business contexts.
  • Comfort working with technical and non-technical stakeholders alike. You can speak “engineer” and “HRBP” in the same conversation.
  • Strong communication chops—you’re a natural translator, facilitator, and storyteller.
  • Curiosity and a thoughtful point of view about where AI is heading, and how we can harness it in responsible and inclusive ways.
  • Demonstrated ability to partner cross-functionally
  • Demonstrated ability to conceptualize employee experience as a product, with proven success applying product management principles (roadmapping, user journeys, feature prioritization) to HR initiatives
  • Proficiency in leveraging design thinking methodologies to deeply understand employee needs, rapidly prototype experience solutions, and implement data-driven iteration cycles that measurably enhance engagement and retention
  • Demonstrated experience leveraging AI tools in the flow of work. Candidates with a pre-existing comfort level and familiarity using AI to enhance productivity are strongly preferred.
Responsibilities
  • Lead AI Strategy for People Tech
  • Define the vision and roadmap for applying & adopting AI across the HR stack, from recruiting and onboarding to learning, compensation, workforce planning, and beyond
  • Translate emerging trends in AI/ML into actionable insights and strategies for HR.
  • Evangelize AI Across the HR Org
  • Help HR teams increase their fluency and application of AI. Share demos, host working sessions, and make emerging technologies accessible and inspiring.
  • Serve as a liaison between HR, IT, data science, and external partners to ensure alignment on AI initiatives.
  • Guide HR leaders in understanding the benefits and risks of AI in their respective areas.
  • Identify and Launch High-Impact Use Cases
  • Work with stakeholders across each HR sub team (e.g., recruiting, learning & development, HR Business Partner, Operations, etc) to identify where AI can create real value.
  • Prototype solutions (or partner with vendors) to bring those ideas to life—whether that’s using LLMs and agents to simplify workflows or applying predictive analytics to workforce planning.
  • Drive Responsible, Inclusive Adoption
  • Collaborate with Legal, Privacy, and IT to ensure our use of AI aligns with Dropbox values and global compliance standards.
  • Act as a Connector Across Teams
  • Bring together folks from HR, Engineering, IT, and Data to ensure AI projects are thoughtful, ethical, and effective—from idea to implementation.
  • AI Governance & Risk Management
  • Establish guidelines for the ethical, compliant, and inclusive use of AI in HR.
  • Monitor AI system performance and effectiveness, incorporating feedback loops for continuous improvement.
  • Partner with Legal, Compliance, and IT teams to assess and mitigate AI risks.
Desired Qualifications
  • Previous consulting experience in AI/HR transformation
  • Exposure to or experience with low-code/no-code platforms, process automation tools (e.g., Power Automate, UiPath), or GPT-based applications.
  • Experience with programing languages
  • Familiarity with AI ethics frameworks or responsible AI principles in practice.
  • Experience working in a product, design thinking, or change management capacity.

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

Simplify Jobs

Simplify's Take

What believers are saying

  • Mobius Labs acquisition enhances Dash search capabilities announced in 2026.
  • OpenAI partnership integrates Dropbox tools with ChatGPT for AI work hubs.
  • Q1 2026 raised guidance projects $2.5 billion revenue by 2029 via AI.

What critics are saying

  • Microsoft 365 bundles OneDrive with Copilot, eroding Dropbox's $2.5B ARR now.
  • Paying customers drop to 18.07 million as ARPU declines in Q1 2026.
  • Convertible debt maturities exhaust $1.5B buyback, forcing dilution by 2028.

What makes Dropbox unique

  • Dropbox Dash enables AI-powered universal search across Dropbox, Slack, and Jira.
  • Dropbox Sign from HelloSign acquisition provides electronic signatures and workflows.
  • Dropbox Spaces offers organized hubs for collaboration in 500,000 global teams.

Help us improve and share your feedback! Did you find this helpful?

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

Headcount

6 month growth

1%

1 year growth

0%

2 year growth

0%
Yahoo Finance
Apr 6th, 2026
Dropbox beats profit expectations but remains slowest-growing productivity software peer

Dropbox reported revenue and EBITDA above analyst expectations for early 2026, closing 2025 ahead of guidance whilst showing accelerating customer growth despite slight year-on-year revenue decline. However, the company remains the slowest-growing major productivity software peer, creating tension between improved profitability and lagging revenue performance. The company continues significant share repurchase activity, allocating billions of dollars across multiple authorisations to amplify earnings per share whilst revenue remains under pressure. Dropbox is betting on AI tools like Dash and operational discipline to offset flat or declining revenue. Analysts project $2.5 billion revenue and $494.6 million earnings by 2028, implying 1.1% yearly revenue decline. The key question remains whether Dropbox can reignite sustainable growth before competitive pressures and customer churn impact earnings power.

Yahoo Finance
Apr 2nd, 2026
Dropbox reports slowest revenue growth in productivity software sector with $636.2M Q4

Dropbox reported Q4 revenues of $636.2 million, down 1.1% year-on-year, though exceeding analyst expectations by 1.1%. The company added 10,000 customers, reaching 18.08 million total, and beat EBITDA estimates whilst demonstrating accelerating customer growth. However, Dropbox delivered the slowest revenue growth amongst 16 tracked productivity software stocks. The broader sector reported strong Q4 results, beating revenue consensus estimates by 1.9% on average, though share prices declined 8.9% following earnings. Appian led the sector with revenues of $202.9 million, up 21.7% year-on-year and beating estimates by 7.2%. Dropbox shares fell 4.8% following the results and currently trade at $23.54.

Yahoo Finance
Jan 20th, 2026
Dropbox faces structural decline as Microsoft and Google dominance erodes $2.5B ARR business

Dropbox faces structural challenges in a commoditised file storage market dominated by Microsoft and Google, according to a bearish thesis from Inwood Capital. The company reported $2.5 billion in annual recurring revenue and 18 million paying users in Q3 2025, but is experiencing declining user growth and market share erosion. The platform's standalone cloud storage offering struggles against Microsoft 365 and Google One, which bundle storage with broader ecosystems and AI tools. Dropbox has responded with cheaper pricing tiers, indicating deteriorating pricing power. Diversification efforts through products like Dash have underperformed, whilst acquisitions including HelloSign and DocSend have failed to deliver. Management has guided for revenue contraction in 2026 with no margin expansion. With EBITDA margins exceeding 45% and upcoming convertible debt maturities constraining share buybacks, the analyst views the stock as overvalued.

SiliconANGLE Media
Oct 23rd, 2025
Dropbox Enhances Search with Mobius Labs

Dropbox Inc. has introduced new AI features to enhance file search capabilities on its platform and announced the acquisition of Mobius Labs GmbH, an AI model developer. The acquisition aims to improve Dropbox's search features using Mobius Labs' technology. Both announcements are centered around a tool called Dash, launched in 2023, which allows users to search for files across Dropbox and third-party services like Jira.

Business Wire
Sep 10th, 2025
Dropbox Amends Secured Credit Agreement; Announces Additional $1.5B Stock Repurchase Program

Dropbox, Inc. (“Dropbox” or the “Company”) (Nasdaq: DBX), today announced an amendment to its existing Credit and Guaranty Agreement providing the Company wi...

INACTIVE