Skip to content

Box vs ShareFile (2026): which should you pick?

As of Nov 12, 2026, Box grades higher than ShareFile: 2.8 against 1.8 out of 4.0.

Checked Oct 5, 2026 and Nov 12, 2026 · graded Oct 10, 2026 and Nov 12, 2026 by ToolGPA

Box grades higher on the free plan, features, ease of use and platforms. They get the same grade on value for money.

Price, platforms and features side by side. The table says where each price was read and when.

Box

Business content storage with e-signatures, workflows and AI

Free plan · from $5/mo

ShareFile

Secure file sharing and client portals for business teams

Free trial · from $16.50/mo

Which one is for you

Pick Box if

  • Fits if your company wants unlimited storage priced per user, from 3 users up
  • Works for teams that send contracts for signature from where they're stored, or plug files into Microsoft 365, Salesforce or Slack

Look elsewhere if

  • Skip it if you're one person wanting more space, as every paid plan priced here needs at least 3 users
  • Pricey if you want the unlimited storage and the AI, which start at $15 a user against a $5 category middle
  • Not for you if you're on Linux, since Box Drive is Mac and Windows only
  • Tight if you stay free: 10 GB, no file over 250 MB, 1 version kept and 5 signature requests a month
  • Watch out: uploads cap at 2 GB on Starter and 5 GB on Business, and Enterprise Plus is billed yearly only

Pick ShareFile if

  • Fits if you send documents to clients and want portals and tracking
  • Works for a firm of 3 or more with a compliance need on the Premium plan

Look elsewhere if

  • Pricey if you're alone: every plan needs at least 3 users
  • Skip it if you want a free plan, as there is none
  • Tight if you need e-signatures or forms, which start at Premium at $26 a user
  • Watch out: storage starts at 3 TB for the whole account, with more in 3 TB packs

How we grade them

2.8GPABoxGood1.8GPAShareFileWeak
Value for money
DStorage in this category has a middle price of $5 a month, and the dearest tenth starts at $9.99. Box's entry plan is $5 a user but needs 3 users, so $15 a month minimum for 100 GB. The parts people actually come for, unlimited storage, Box AI and unlimited signing, start at $15 a user.
D$16.50 a user billed annually is the category's dearest-tenth line, and 3 users minimum makes it $49.50 a month for one person's worth of use.
Free plan and trial
CFree for one person with 10 GB, which sounds fine until you read the caps: no file over 250 MB, 1 version kept of anything you edit, 5 signature requests a month. A phone video can breach that upload limit.
DA free trial on each plan, length not stated, and no free plan.
Features
BStorage and sharing, plus Box Sign for e-signatures, workflow automation and Box AI, with Box Drive opening files on a Mac or PC without filling the disk. The listing's own upload ceilings, 250 MB free and 2 GB on Starter, keep it off an A.
CSharing and portals are covered, but e-signatures, forms, workflow automation and HIPAA, FINRA and SEC support start at Premium.
Ease of use
A4.8 from about 191,000 App Store ratings. On a computer, Box Drive puts your Box files in Finder or Explorer, so there's nothing new to learn.
CNo store rating on record, and portals and permissions to set up.
Platforms and integrations
AWeb, Mac, Windows, iPhone and Android, and Box counts more than 1,500 connected apps, Microsoft 365, Salesforce and Slack among them, with API call allowances on the paid plans. No Linux app, mind.
BWeb only is named on the page, with 8 integrations listed.
Best forcompany files with signing and workflows built inclient portals and secure sharing for business teams

The GPA is the average of the five grades: an A is 4 points, an F is none. The full reasons are on each tool's page: Box and ShareFile. How we grade

Price against what you get

Box starts at $5 a month for each person and scores 3.7 out of 4 on features, ease of use and platforms. ShareFile starts at $16.50 a month for each person and scores 2.3.

Box scores higher and starts $11.50 a month lower. Of the other file storage and sync services on the chart, none scores higher than Box for less, and 22 score higher than ShareFile for less.

Features, ease of use and platforms, averaged

D1.0C2.0B3.0A4.0Free$0.5$1$2$5$10$20$50$100$200More for lessCosts more, scores moreCosts less, scores lessCosts more, scores lessBoxShareFile

What paid plans start at, a month (each step along is roughly double) →

  • The best score at each price
  • Has a free plan
  • No free plan
The full chart of file storage and sync services, and the best at every price

Where they differ

  • Box also covers file sync.
  • ShareFile also covers forms.
In commonWebAI featuresWorkflow automationFile sharing

At a glance

BoxShareFile
PricingFree planFree trial
Starts at$5 per user / month, billed annually (minimum 3 users)$16.50 per user / month, billed annually ($18.15 billed monthly)
Free planIndividual plan: one user, 10 GB of storage, a 250 MB file upload limit, 1 file version and 5 Box Sign requests per month.None
Free trialFree trial offered on Business Starter, Business, Business Plus, Enterprise and Enterprise PlusFree trial offered on each plan; length not stated on the pricing page
Web
macOS
Windows
iOS
Android
Made byBox, Inc.Progress Software Corporation
Price read frompeony.ink (not the vendor's own page)sharefile.com
CheckedOct 5, 2026Nov 12, 2026

Worth knowing

Box

  • Business and Enterprise plans require a minimum of 3 users.
  • File upload size is capped by plan: 250 MB on the free plan, 2 GB on Business Starter, 5 GB on Business and 15 GB on Business Plus.
  • Enterprise Plus is sold on annual billing only, and Enterprise Advanced is priced through sales.
  • The downloads page lists Box Drive for Mac and Windows only, with no Linux app.

ShareFile

  • No free plan, and each plan needs at least 3 users.
  • Plans start with 3 TB of account storage in total; more comes in 3 TB packs.
  • E-signatures, forms, workflow automation and HIPAA, FINRA and SEC support start at Premium.
  • The pricing page mentions desktop and mobile apps without naming operating systems, so only web is listed.

Key features

Box

Box Drive
A desktop app for Mac and Windows that opens Box files from the computer without taking up much local disk space.
Box Sign
E-signatures are built in: 5 signature requests a month on the free plan, 10 on Business Starter, and unlimited from the Business plan up.
Box AI
Box AI is included from the Business plan. Enterprise adds 1,000 AI Units a month and Box Hubs, and Enterprise Plus raises the allowance to 2,000.
External collaboration
The Business plan charges for each external collaborator, while Business Plus and the Enterprise plans allow an unlimited number.
File version history
The free Individual plan keeps 1 version of each file, Personal Pro keeps 10 and Business Starter keeps 25.
Integrations and API
Box lists more than 1,500 apps and AI agents that connect to it, and paid business plans include a monthly allowance of API calls.

ShareFile

Encrypted sharing
Files are stored encrypted and shared by link, with link expiration dates and remote lock and wipe for lost devices.
Client portal
Clients get a branded place to receive and upload files. Unlimited client users are included on every plan.
Requests, forms and e-signatures
Premium and above can collect documents, forms and signatures from clients and route them through automated workflows.
Email add-ins
Integrations for Outlook, Outlook Online and Gmail replace attachments with secure ShareFile links.
Access and security controls
Multi-factor sign-in, Active Directory single sign-on, activity reports and file-level permissions. Enterprise adds provisioning and monitoring.

Plans

Box

  • Individual$0

    Single user with 10 GB of storage, a 250 MB file upload limit and 5 Box Sign signature requests per month.

  • Business Starter$5

    per user / month, billed annually ($7 billed monthly)

    Minimum of 3 users: 100 GB of storage, 2 GB file uploads, 25 file versions and 10 Box Sign requests per month.

  • Business$15

    per user / month, billed annually ($20 billed monthly)

    Minimum of 3 users: unlimited storage, 5 GB file uploads, Box AI, unlimited e-signatures and 50,000 API calls per month.

  • Business Plus$25

    per user / month, billed annually ($33 billed monthly)

    Minimum of 3 users: unlimited storage, 15 GB file uploads and unlimited external collaborators.

  • Enterprise$35

    per user / month, billed annually ($47 billed monthly)

    Minimum of 3 users: 50 GB file uploads, 1,000 AI Units per month, Box Hubs and 100,000 API calls per month.

  • Enterprise Plus$50

    per user / month, annual billing only

    Minimum of 3 users: 150 GB file uploads, 2,000 AI Units per month and support with 24-hour coverage.

ShareFile

  • Advanced$16.50

    per user / month, billed annually ($18.15 billed monthly)

    Encrypted storage and sharing, real-time co-editing, access controls and basic reporting. 3-user minimum.

  • Premium$26.00

    per user / month, billed annually ($28.59 billed monthly)

    Adds e-signatures, requests, forms, workflow automation, an enhanced client portal and AI document automation. 3-user minimum.

  • Enterprise$35.00

    per user / month, billed annually ($42.00 billed monthly)

    Adds automated user provisioning, data loss protection and security monitoring tools. 3-user minimum.

  • Virtual Data Room$69.30

    per user / month, billed annually ($77.00 billed monthly)

    Confidential document sharing with granular access for deals and audits. 1 GB storage per license, 5-license minimum.

Ways to pay less

Box

  • Annual discount

    About 25% lower with annual billing

    Box's pricing page has a monthly or annual toggle that advertises a saving for paying annually. The listed prices put Business at $15 per user annually against $20 monthly.

ShareFile

No public discounts listed.

Common questions

Which is cheaper, Box or ShareFile?

As of Nov 12, 2026, Box is cheaper to start with: $5 a month for each person, against $16.50 a month for each person for ShareFile. Box starts at $5 per user / month, billed annually (minimum 3 users), and ShareFile starts at $16.50 per user / month, billed annually ($18.15 billed monthly).

Which has a free plan, Box or ShareFile?

As of Nov 12, 2026, only Box has a free plan. ShareFile does not, though it has a free trial.

Which platforms do Box and ShareFile run on?

As of Nov 12, 2026, only Box lists macOS, Windows, iOS and Android apps. Both list a web app. A platform missing from a listing is one its maker's pages did not mention.

More comparisons

How this page was made

  • The verdict at the top follows a fixed rule. When both tools are in the same category and either is in our top three for it, the verdict follows that ranking: the higher-placed tool is our pick. The top three weigh who each tool suits as well as its grades, so a pick can go against the GPA. Otherwise the page does not pick one and says which grades higher: the higher GPA first; on a tie, the one with a free plan, then the one that starts cheaper in dollars a month, counted the same way for both; if they are still level, what the choice depends on.
  • The grades are our own, from each tool’s review or report card. The GPA is their average.
  • Prices, plans and platforms come from each tool’s listing. The table above says where each price was read and when.
  • The differences and the answers to the questions are worked out from those listings.
How we review and grade