Box vs Dropbox Business Pricing (2026)

Box vs Dropbox Business

Document Management pricing comparison · 2026

Box pricing ranges from $5–$50/user/month, while Dropbox Business ranges from $18–$30/user/month. Dropbox Business is typically 13% more affordable, though your actual cost depends on tier and team size.

Document Management

Box

$5–$50
/user/month
6 plans
Full pricing breakdown →
VS
Document Management

Dropbox Business

$18–$30
/user/month
3 plans
Full pricing breakdown →

Box and Dropbox Business both operate in the document management category. This page compares their list pricing.

Plan-by-Plan Pricing

Plan Box Dropbox Business
Business Starter $5 /user/month $18 /user/month
Business $20 /user/month $30 /user/month
Business Plus $33 /user/month Custom
Enterprise $47 /user/month
Enterprise Plus $50 /user/month
Enterprise Advanced Custom

Cost at Scale

Total cost of ownership — licenses, implementation, and hidden costs included.

Box

7 scenarios
$75
Small Design Agency (5 users)
100/month ($900-1,200/year) - Business Starter at $5/month (100 GB may be tight for media files) or Business at $15/month annually for unlimited storage
$625/month ($7,500/year)
Mid-Size Marketing Team (25 users)
Business Plus at $25/month annually with unlimited external collaborators and advanced automation
$3,500/month ($42,000/year)
Healthcare Organization (100 users)
Enterprise at $35/month annually with HIPAA compliance, malware detection, data residency controls, dedicated CSM
See all 7 scenarios →

Dropbox Business

5 scenarios
$120
Small Creative Agency (5 users)
150/month ($1,440-1,800/year) - Advanced at $24-30/month for unlimited storage and 100 GB transfer limit essential for media files
$270/month ($3,240/year)
Sales Team (15 users)
Standard at $18/month with 5 TB pooled storage sufficient for document-based workflow
$1,050
Healthcare Startup (30 users)
1,500/month ($12,600-18,000/year) - Enterprise custom pricing at estimated $35-50/month with HIPAA BAA, DLP, dedicated CSM
See all 5 scenarios →

Market Intelligence

Box

Median annual cost
$396
Average negotiated discount
38%

Dropbox Business

Median annual cost
$600
Based on
236 deals

What Users Say

Box

Trustpilot
1.2/5 (24)
TrustRadius
8.5/10 (714)
Top complaints
  • No phone support and unresponsive customer service
  • Extremely difficult to cancel subscriptions; users resort to cancelling credit cards
  • Charges imposed when reducing seat count at renewal

Dropbox Business

Trustpilot
1.6/5 (25)
TrustRadius
8.6/10 (5)
Top complaints
  • Poor customer support - difficult to contact, slow email responses, no phone support
  • Billing issues - unauthorized charges, difficult cancellation process, unexpected plan changes
  • Technical problems - file syncing failures, file deletion, corruption of files

Contract Terms

Term Box Dropbox Business
Auto-renewal Yes Yes
Cancellation Must notify before annual renewal date; 29 days' notice before renewal was reported as insufficient by at least one user
Minimum commitment 1 year (annual plans)
Price escalation No published schedule; users report difficulty obtaining pricing flexibility or refunds at renewal
Can downgrade No