Dropbox

Dropbox, Inc.

6.4

Overall Score / 10

vsDifferent jobs — depends on your workflow

Box

Box, Inc.

6.3

Overall Score / 10

Our Verdict

Different jobs — depends on your workflow

Choose Dropbox if:

  • Users who need reliable file sync across devices
  • Teams already using Dropbox who need shared workspaces
  • Freelancers wanting simple file sharing with clients

Choose Box if:

  • Enterprises in regulated industries needing compliance and governance
  • Companies needing unlimited storage with granular access controls
  • Organizations requiring Box Shield (DLP) and advanced security

The biggest difference: Dropbox excels at desktop file sync and personal/small-team use with a polished native app. Box is built for enterprise content management with advanced security, compliance, and workflow automation.

Side-by-Side Comparison

CriteriaDropboxBox
Cheapest Paid Plan$11.99/mo (Plus)Source: Dropbox, Inc. pricing page →$5/mo (Business Starter)Source: Box, Inc. pricing page →
Free TierYes

2GB storage, 3 device limit, basic sharing.

Yes

10GB storage, 250MB file upload limit, 5 e-signatures/month.

Value for Money
5
6
Ease of Use
8
6
Feature Power
6
8
Setup Ease
9
6
Migration Ease
6
5
Transparency
6
6
Deploymentcloudcloud
API AvailableYesYes
PlatformsWeb, macOS, Windows, Linux, iOS, AndroidWeb, macOS, Windows, iOS, Android
ComplianceSOC 2, GDPR, HIPAA (Business Advanced+), ISO 27001SOC 2 Type II, ISO 27001, HIPAA, FedRAMP, GDPR, GxP, ITAR
Data independently verifiedLast verified: March 2026Scoring methodology →Source policy →

Feature Comparison

Feature Comparison Matrix

24 features compared · 23 differences

FeatureDropboxBox
Core
Admin consoleNoneFull
Admin console (Business)FullNone
Box Shield (DLP)NoneFull
Dropbox Paper (docs)FullNone
Dropbox RewindFullNone
E-signatures (Box Sign)NoneFull
E-signatures (limited)FullNone
File requestsFullNone
Full-text searchFullNone
Metadata & classificationNoneFull
Retention policiesNoneFull
Unlimited cloud storage (Business+)NoneFull
Version historyFullNone
WatermarkingNoneFull
Watermarking (Professional)FullNone
Advanced
Content insights (AI)NoneFull
Custom brandingNoneFull
Workflow automationNoneFull
Integrations
1,500+ integrationsNoneFull
API AccessFullFull
File sync & sharingFullNone
Smart Sync (access files without downloading)FullNone
Third-party app integrationsFullNone
Security
Granular access controlsNoneFull

Pricing Comparison

Dropbox Pricing

BasicFree

2GB storage, 3 device limit

Plus$11.99/mo

2TB storage, unlimited devices, 30-day version history

ProfessionalPopular$19.99/mo

3TB storage, smart sync, full-text search, watermarking

Business$20/mo

$20/user/mo (min 3 users). 9TB pooled storage, admin console, audit log

Box Pricing

Individual (Free)Free

10GB storage, 250MB file upload limit, basic sharing

Business Starter$5/mo

$5/user/mo. 100GB storage, 2GB upload limit, basic admin

BusinessPopular$15/mo

$15/user/mo. Unlimited storage, 5GB upload limit, 1,500+ integrations, custom branding

Enterprise$35/mo

$35/user/mo. Unlimited storage, advanced security, DLP, unlimited e-signatures, metadata

Enterprise PlusCustom

Custom pricing. AI-powered insights, advanced compliance, custom metadata

Who Should Choose Which?

Who should choose Dropbox

Best for

  • Users who need reliable file sync across devices
  • Teams already using Dropbox who need shared workspaces
  • Freelancers wanting simple file sharing with clients

Avoid if

  • You're in the Google or Microsoft ecosystem (their storage is better integrated)
  • You need more than 2GB for free (Google Drive offers 15GB free)
  • You need integrated office tools (Google Workspace or Microsoft 365 include them)

Who should choose Box

Best for

  • Enterprises in regulated industries needing compliance and governance
  • Companies needing unlimited storage with granular access controls
  • Organizations requiring Box Shield (DLP) and advanced security

Avoid if

  • You're a small team or individual (Dropbox or Google Drive are simpler)
  • You want integrated productivity tools (Box has basic editors but relies on Microsoft/Google)
  • You want the cheapest cloud storage option

Switching Guidance

Switching from Dropbox

Common triggers to leave:

  • Small free tier (2GB vs 15GB on Google Drive)
  • Increasing competition from bundled solutions
  • Limited integrated productivity tools

Potential blockers:

  • Shared links across the web
  • Team folder structure
  • Third-party app integrations using Dropbox

Switching from Box

Common triggers to leave:

  • Interface less intuitive than Dropbox or Google Drive
  • Relies on third-party editors (not a full productivity suite)
  • Can be overkill for small teams

Potential blockers:

  • Enterprise compliance and governance setup
  • Workflow automation rules
  • Integration configurations across enterprise apps
  • Retention policy configurations

Try Dropbox

Start free — no credit card required

Try Box

Start free — no credit card required

See Also