Box vs Dropbox Business Pricing (2026)
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Team size
25 seats

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.

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2 products · Document Management
Side-by-side · live
Box
Box is a leading cloud content management and file sharing platform trusted by 100,000+ or
verified 2d ago
$396 $600
View pricing →
Dropbox Business
Dropbox Business is a cloud storage and collaboration platform used by 700,000+ businesses
verified 27d ago
$396 $600
View pricing →
Verdict · Vendr median · year 1
Box saves $204 vs Dropbox · 25 seats
Cheapest $396
Spread 34%
Estimated license cost
at 25 seats
List price × seats. Click a tier below to lock it.
Business
$6.0K/yr
year 1 license · $20/seat
Advanced
$9.0K/yr
year 1 license · $30/seat
What buyers actually pay
median, annual
Vendr deal-flow data. The real benchmark, not list price.
↓ Lowest median
Median annual
$396/yr
Vendr · n=0 · limited data avg 38% negotiated
Median annual
$600/yr
Vendr · n=236
REF · 01

Sources & confidence

Every dollar amount and contract clause below traces back to a sourced fact. We don't manufacture composite scores.

Where this data comes from
Vendr · TrustRadius · Reddit · BBB · official docs
Sources 16 sourced facts
11 hidden-cost · 2 contract · Vendr median · 2 review platforms
Last verified 2d ago
Confidence High confidence
Sources 4 sourced facts
1 contract · Vendr median · 2 review platforms
Last verified 3w ago
Confidence Medium confidence
REF · 02

Plans at a glance

Every tier per product. Lock one to drive the cost row above and reveal a tier-specific outbound CTA.

Tier ladder
Click a tier to lock the cost row to it. Locking surfaces a tier-specific Visit CTA.
REF · 03

Hidden costs

Each cost is severity-ranked, with the dollar range quoted from its source (Vendr, Reddit, TrustRadius, BBB, official docs) — never our estimate.

Beyond the sticker
Severity-ranked, sourced
5 documented
  • Seat Reduction Penalty at Renewal
    $180-$3,600
    2 sources
  • No Effective Cancellation Path
    $180-$840
    3 sources
  • Free Trial Auto-Converts to Annual Paid Plan
    $180-$840
    2 sources
  • AI Features Locked to Highest Pricing Tiers
    $10-$20/user/month
    2 sources
  • Billing Duplication During Account Setup
    $360-$1,680
    2 sources
No hidden costs documented
REF · 04

Contract terms

The fine print, surfaced. Green = buyer-friendly. Each clause backed by a quoted source.

Box
Dropbox
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
Commitment
1 year (annual plans)
Price escalation
No published schedule; users report difficulty obtaining pricing flexibility or refunds at renewal
Can downgrade
No
REF · 05

What users say

Aggregated, with sample sizes. We use whichever review platform has data.

User reviews
TrustRadius · Trustpilot · G2
TrustRadius
8.5/5 (714)
Trustpilot
1.2/5 (24)
Best for
Small teams and individuals needing basic cloud storage and file sharing
Watch out
No phone support and unresponsive customer service
TrustRadius
8.6/5 (5)
Trustpilot
1.6/5 (25)
Best for
Small teams needing shared storage and basic collaboration features
Watch out
Poor customer support - difficult to contact, slow email responses, no phone support
Decide
Get a quote from each vendor
Each link opens the vendor's pricing page in a new tab.
License cost is computed from publicly listed plans (real math, list price × seats). Median annual cost is from Vendr's deal flow when available — see source badges. Hidden costs and contract terms each cite their own sources. We do not invent composite scores.
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

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