Trustworthy vs. Dropbox: How They Compare

Updated

Dec 16, 2025

Trustworthy's digital family assistant keeps your important information secure, private, and accessible. Watch to learn more.

trustworthy and dropbox logos

Trustworthy vs. Dropbox: How They Compare

Updated

Dec 16, 2025

Trustworthy vs. Dropbox: How They Compare

Updated

Dec 16, 2025

Trustworthy's digital family assistant keeps your important information secure, private, and accessible. Watch to learn more.

trustworthy and dropbox logos

Trustworthy vs. Dropbox: How They Compare

Updated

Dec 16, 2025

Trustworthy's digital family assistant keeps your important information secure, private, and accessible. Watch to learn more.

trustworthy and dropbox logos

Protect What Matters

Trustworthy keeps your family's important information secure, private, and accessible.

Protect What Matters

Trustworthy keeps your family's important information secure, private, and accessible.

Key Takeaways

How do Trustworthy and Dropbox differ at a high level?
Dropbox is a general-purpose cloud storage platform. Trustworthy is a family-focused digital vault designed to help families securely organize, manage, and share important household information.

How do their security and compliance standards compare?
Both use AES 256-bit encryption, multi-factor authentication, and optional physical security keys, and are SOC 2 Type II and SOC 3 certified. Trustworthy adds tokenization, biometric access, on-screen redaction, and HIPAA compliance.

How do their organizational capabilities compare?
Trustworthy uses AI-powered automation to generate document summaries, suggest file names and filing locations, and send reminders. Dropbox relies on manual file and folder organization without family-specific guidance or workflows.

How do their sharing and collaboration tools differ?
Trustworthy supports controlled sharing through SecureLinks™ with expiration, revocation, and notifications, plus role-based collaboration. Dropbox offers basic link sharing and permissions but fewer controls over access duration and document-level visibility.

How do pricing and support compare?
Dropbox plans range start at $9.99 a month (billed annually) or $11.99 a month (billed monthly) for personal use, with general storage and basic support. Trustworthy offers a free plan plus paid tiers from $10 to $40 per month, family-focused features, discounts, and optional Certified Expert support.

When it comes to managing your family’s documents, a digital vault is a vital tool for accessibility and easy sharing. There are various digital storage platforms, such as industry-leading Trustworthy and Dropbox, that can be used. 

But which platform better meets your family's needs for secure, organized document management? Every family has different needs, so to help you decide, we’ll compare the two platforms and their features like security, organization, ease of use, and support. Read on to learn how Trustworthy stacks up as the better option over Dropbox.

What Is Trustworthy?

Founded in 2020, Trustworthy’s Family Operating System® is designed to help families get and stay organized with intuitive features like creating trusted networks, secure fire sharing, and simple-to-use collaboration. 

Trustworthy's unique AI-powered automation takes the overthinking out of organizing documents into categories with customizable templates, automated recommendations, information summaries, and reminders to alert users of upcoming deadlines.

This smart organization, coupled with expert customer support, ensures Trustworthy members are set up for anything life throws at them.  

What Is Dropbox?

Dropbox is a recognizable online storage solution that was launched in 2008. At the time, it offered a simple, hassle-free cloud storage experience. With ample storage space and good security features, many families, individuals, and businesses use this platform to organize their documents. 

However, there is a lack of clear guidance on how to start organizing and no family-specific features like Trustworthy. 

Trustworthy gets a 4.8 "excellent" rating from review site Trustpilot, while Dropbox, with hundreds of user reviews, merits only a 1.3 rating ("bad"). Read on as we explore how Trustworthy and Dropbox measure up in important areas.          

Trustworthy vs. Dropbox at a Glance

Table Cell 1

Trustworthy

Dropbox

Security

AES 256-bit encryption

Available

Available

Multi-factor authentication

Available

Available

Tokenization

Available

Not available

Physical security keys
(e.g., YubiKey)

Available

Available

On-screen redaction

Available

Not available

Biometric authentication

Available

Not available

Advanced threat detection

Available

Deploys user entity behavior analytics, alerting users to unusual or suspicious activity

Not available

Compliance

SOC 2 Type II

Compliant

Compliant

SOC 3

Compliant

Compliant

EU General Data Protection Regulation

Compliant

Compliant

California Consumer Privacy Act

Compliant

Compliant

HIPAA

Compliant

Not compliant

Automation

Automated account organization

Available

Autopilot™ automates information uploads and extracts key information from documents

Limited

Basic automated tasks and organization features

Automated expiration and renewal reminders

Available

Autopilot™ scans documents for deadlines and other important dates, and automatically sends reminders

Not available

AI-generated document summaries

Available

Not available

AI-powered document categorization prompts

Available

Not available

AI-powered file-name suggestions

Available

Not available

Recommendation engine personalizes your account

Available

Not available

Intelligent document grouping

Available

Not available

Automated backups

Available

Not available

Curation

Mobile document scanning

Available

Android and iOS mobile scanner captures and auto-fills information for you

Available

Desktop scanner integration

Available

Compatible with Ricoh ScanSnap scanners

Not available

Chrome extension

Available

Lets you save Gmail attachments, local files and screenshots directly to your account

Available

For saving web content to account

Email forwarding to account inbox

Available

Not available

Drag-and-drop uploading

Available

Available

Collaboration & Sharing

Number of collaborators

Unlimited

Unlimited number of collaborators with all accounts, including free plan

Available

Granular permissions

Available

View, edit, and full-access permissions for collaborators

Category- and document-level sharing

SecureLink™ sharing with expiration and access settings

Not available

Activity feed

Available

Not available

Upload and update requests

Available

Not available

Document Storage

Unlimited storage

Available

Unlimited storage with paid plans

Not available

Mobile App

iOS

Available

Available

Android

Available

Available

Customer Support

Support channels

Email, chat, SMS

Hands-on customer support with paid plans

Email, chat, SMS

Hours of access vary by plan

Additional expert support

Trustworthy Certified Experts™

Personalized support — remotely or in person — for organizing your account, or an entire account setup done by an Expert

Not available

Content library

Available

Large library of content with advice on important life moments

Not available

Help center content

Available

Available

Product discounts

Available

Marketplace of recommended products and services (even with free plan)

Not available

Pricing

Free starter plan

Available

Available

Paid plans

Available

Silver plan: $10/month

Gold plan: $20/month

Platinum plan: $40/month

Billed annually

Available

Prices start at $9.99 a month (billed annually) or $11.99 a month (billed monthly)

Subscriber discounts

Available

50% military and community hero discount on Silver and Gold plans

Not available

Trustworthy vs. Dropbox at a Glance

Trustworthy

Dropbox

Security

AES 256-bit encryption

Available

Available

Multi-factor authentication

Available

Available

Tokenization

Available

Not available

Physical security keys
(e.g., YubiKey)

Available

Available

On-screen redaction

Available

Not available

Biometric authentication

Available

Not available

Advanced threat detection

Available

Deploys user entity behavior analytics, alerting users to unusual or suspicious activity

Not available

Compliance

SOC 2 Type II

Compliant

Compliant

SOC 3

Compliant

Compliant

EU General Data Protection Regulation

Compliant

Compliant

California Consumer Privacy Act

Compliant

Compliant

HIPAA

Compliant

Not compliant

Automation

Automated account organization

Available

Autopilot™ automates information uploads and extracts key information from documents

Limited

Basic automated tasks and organization features

Automated expiration and renewal reminders

Available

Autopilot™ scans documents for deadlines and other important dates, and automatically sends reminders

Not available

AI-generated document summaries

Available

Not available

AI-powered document categorization prompts

Available

Not available

AI-powered file-name suggestions

Available

Not available

Recommendation engine personalizes your account

Available

Not available

Intelligent document grouping

Available

Not available

Automated backups

Available

Not available

Curation

Mobile document scanning

Available

Android and iOS mobile scanner captures and auto-fills information for you

Available

Desktop scanner integration

Available

Compatible with Ricoh ScanSnap scanners

Not available

Chrome extension

Available

Lets you save Gmail attachments, local files and screenshots directly to your account

Available

For saving web content to account

Email forwarding to account inbox

Available

Not available

Drag-and-drop uploading

Available

Available

Collaboration & Sharing

Number of collaborators

Unlimited

Unlimited number of collaborators with all accounts, including free plan

Available

Granular permissions

Available

View, edit, and full-access permissions for collaborators

Category- and document-level sharing

SecureLink™ sharing with expiration and access settings

Not available

Activity feed

Available

Not available

Upload and update requests

Available

Not available

Document Storage

Unlimited storage

Available

Unlimited storage with paid plans

Not available

Mobile App

iOS

Available

Available

Android

Available

Available

Customer Support

Support channels

Email, chat, SMS

Hands-on customer support with paid plans

Email, chat, SMS

Hours of access vary by plan

Additional expert support

Trustworthy Certified Experts™

Personalized support — remotely or in person — for organizing your account, or an entire account setup done by an Expert

Not available

Content library

Available

Large library of content with advice on important life moments

Not available

Help center content

Available

Available

Product discounts

Available

Marketplace of recommended products and services (even with free plan)

Not available

Pricing

Free starter plan

Available

Available

Paid plans

Available

Silver plan: $10/month

Gold plan: $20/month

Platinum plan: $40/month

Billed annually

Available

Prices start at $9.99 a month (billed annually) or $11.99 a month (billed monthly)

Subscriber discounts

Available

50% military and community hero discount on Silver and Gold plans

Not available

Trustworthy vs. Dropbox at a Glance

Trustworthy

Dropbox

Security

AES 256-bit encryption

Available

Available

Multi-factor authentication

Available

Available

Tokenization

Available

Not available

Physical security keys
(e.g., YubiKey)

Available

Available

On-screen redaction

Available

Not available

Biometric authentication

Available

Not available

Advanced threat detection

Available

Deploys user entity behavior analytics, alerting users to unusual or suspicious activity

Not available

Compliance

SOC 2 Type II

Compliant

Compliant

SOC 3

Compliant

Compliant

EU General Data Protection Regulation

Compliant

Compliant

California Consumer Privacy Act

Compliant

Compliant

HIPAA

Compliant

Not compliant

Automation

Automated account organization

Available

Autopilot™ automates information uploads and extracts key information from documents

Limited

Basic automated tasks and organization features

Automated expiration and renewal reminders

Available

Autopilot™ scans documents for deadlines and other important dates, and automatically sends reminders

Not available

AI-generated document summaries

Available

Not available

AI-powered document categorization prompts

Available

Not available

AI-powered file-name suggestions

Available

Not available

Recommendation engine personalizes your account

Available

Not available

Intelligent document grouping

Available

Not available

Automated backups

Available

Not available

Curation

Mobile document scanning

Available

Android and iOS mobile scanner captures and auto-fills information for you

Available

Desktop scanner integration

Available

Compatible with Ricoh ScanSnap scanners

Not available

Chrome extension

Available

Lets you save Gmail attachments, local files and screenshots directly to your account

Available

For saving web content to account

Email forwarding to account inbox

Available

Not available

Drag-and-drop uploading

Available

Available

Collaboration & Sharing

Number of collaborators

Unlimited

Unlimited number of collaborators with all accounts, including free plan

Available

Granular permissions

Available

View, edit, and full-access permissions for collaborators

Category- and document-level sharing

SecureLink™ sharing with expiration and access settings

Not available

Activity feed

Available

Not available

Upload and update requests

Available

Not available

Document Storage

Unlimited storage

Available

Unlimited storage with paid plans

Not available

Mobile App

iOS

Available

Available

Android

Available

Available

Customer Support

Support channels

Email, chat, SMS

Hands-on customer support with paid plans

Email, chat, SMS

Hours of access vary by plan

Additional expert support

Trustworthy Certified Experts™

Personalized support — remotely or in person — for organizing your account, or an entire account setup done by an Expert

Not available

Content library

Available

Large library of content with advice on important life moments

Not available

Help center content

Available

Available

Product discounts

Available

Marketplace of recommended products and services (even with free plan)

Not available

Pricing

Free starter plan

Available

Available

Paid plans

Available

Silver plan: $10/month

Gold plan: $20/month

Platinum plan: $40/month

Billed annually

Available

Prices start at $9.99 a month (billed annually) or $11.99 a month (billed monthly)

Subscriber discounts

Available

50% military and community hero discount on Silver and Gold plans

Not available

Trustworthy vs. Dropbox at a Glance

Table Cell 1

Trustworthy

Dropbox

Security

AES 256-bit encryption

Available

Available

Multi-factor authentication

Available

Available

Tokenization

Available

Not available

Physical security keys
(e.g., YubiKey)

Available

Available

On-screen redaction

Available

Not available

Biometric authentication

Available

Not available

Advanced threat detection

Available

Deploys user entity behavior analytics, alerting users to unusual or suspicious activity

Not available

Compliance

SOC 2 Type II

Compliant

Compliant

SOC 3

Compliant

Compliant

EU General Data Protection Regulation

Compliant

Compliant

California Consumer Privacy Act

Compliant

Compliant

HIPAA

Compliant

Not compliant

Automation

Automated account organization

Available

Autopilot™ automates information uploads and extracts key information from documents

Limited

Basic automated tasks and organization features

Automated expiration and renewal reminders

Available

Autopilot™ scans documents for deadlines and other important dates, and automatically sends reminders

Not available

AI-generated document summaries

Available

Not available

AI-powered document categorization prompts

Available

Not available

AI-powered file-name suggestions

Available

Not available

Recommendation engine personalizes your account

Available

Not available

Intelligent document grouping

Available

Not available

Automated backups

Available

Not available

Curation

Mobile document scanning

Available

Android and iOS mobile scanner captures and auto-fills information for you

Available

Desktop scanner integration

Available

Compatible with Ricoh ScanSnap scanners

Not available

Chrome extension

Available

Lets you save Gmail attachments, local files and screenshots directly to your account

Available

For saving web content to account

Email forwarding to account inbox

Available

Not available

Drag-and-drop uploading

Available

Available

Collaboration & Sharing

Number of collaborators

Unlimited

Unlimited number of collaborators with all accounts, including free plan

Available

Granular permissions

Available

View, edit, and full-access permissions for collaborators

Category- and document-level sharing

SecureLink™ sharing with expiration and access settings

Not available

Activity feed

Available

Not available

Upload and update requests

Available

Not available

Document Storage

Unlimited storage

Available

Unlimited storage with paid plans

Not available

Mobile App

iOS

Available

Available

Android

Available

Available

Customer Support

Support channels

Email, chat, SMS

Hands-on customer support with paid plans

Email, chat, SMS

Hours of access vary by plan

Additional expert support

Trustworthy Certified Experts™

Personalized support — remotely or in person — for organizing your account, or an entire account setup done by an Expert

Not available

Content library

Available

Large library of content with advice on important life moments

Not available

Help center content

Available

Available

Product discounts

Available

Marketplace of recommended products and services (even with free plan)

Not available

Pricing

Free starter plan

Available

Available

Paid plans

Available

Silver plan: $10/month

Gold plan: $20/month

Platinum plan: $40/month

Billed annually

Available

Prices start at $9.99 a month (billed annually) or $11.99 a month (billed monthly)

Subscriber discounts

Available

50% military and community hero discount on Silver and Gold plans

Not available

Trustworthy's Security Exceeds Dropbox's

Both platforms make use of 256-bit encryption, multi-factor authentication, and physical security keys. But Trustworthy's digital vault takes advanced security measures further with biometric access, on-screen redaction, and tokenization, which Dropbox lacks.

Trustworthy and Dropbox are compliant with the General Data Protection Regulation (GDPR) and the California Consumer Privacy Act (CCPA). Both have SOC 2 Type II and SOC 3 certification, which are standards set by the American Institute of CPAs. However, only Trustworthy is compliant with the Health Insurance Portability and Accountability Act (HIPAA). (More details can be found on Trustworthy's security page.)

Trustworthy: High Value for Unparalleled Service

With Trustworthy, you get to choose from:

  • Free starter plan.

  • Silver: $10 a month (billed annually).

  • Gold: $20 a month (billed annually).

In addition, Trustworthy offers 50% Silver and Gold discounts to firefighters, police, paramedics, EMTs, doctors, nurses, active-duty military personnel, reservists, veterans, teachers, and security guards. 

Meanwhile, Dropbox plans start at $9.99 a month (billed annually) or $11.99 a month (billed monthly) for general storage without family-specific tools. Trustworthy has a higher value for families seeking family-specific features tailored for guidance, organization, and security.

Organization for Families vs. General File Storage

With Trustworthy, you don’t have to overthink or start organizing from scratch thanks to the guided workflows and predefined categories for things like family IDs, estate documents, emergency instructions, and family archives. Trustworthy's automated filling and file name suggestions allow users to effortlessly organize their documents. 

You can retrieve your documents instantly with Autopilot features like smart insights and summaries, and set up reminders to update documents. Forward your family’s important documents to your personalized Trustworthy email address, and they’ll be automatically added to your Trustworthy Inbox with suggested names and recommended filing locations.

Trustworthy also offers a Chrome extension, which comes with drag-and-drop functionality. Add files, email attachments, or save screenshots directly to your Trustworthy Inbox as you browse. 

By contrast, Dropbox offers a basic file and folder system that requires manual setup, unlike Trustworthy’s predefined categories. This means the product lacks a built-in road map for gathering the legal, medical, and financial documents every family needs to have in order.  

Controlled Sharing vs. Self-Service

Sharing documents securely is at the forefront of digital storage platforms, and while Dropbox offers simple link sharing with additional permissions, it lacks the advanced controls that Trustworthy offers. 

Control who has access and for how long with Trustworthy’s SecureLinks™, which comes with expiration and revocation options, allowing you to grant access to someone to a document even if they are not a collaborator on your account. Notifications can be set up to alert you of links that will expire soon. You can rest assured your personal information is safe since you’ll have total control over who can view and/or edit different documents and categories.

Tailored Support vs. Basic

Trustworthy’s unparalleled tailored support makes onboarding a breeze and sets it apart from other digital vaults. It offers email and chat support. Trustworthy users also have access to tailored support from Trustworthy Certified Experts™, who will meet in person to help with the onboarding and getting your family organized.

Dropbox offers basic customer support via FAQs, email, and chat without personalized onboarding or planning assistance. You get access to 24/7 live chat only if you’re subscribed to Dropbox’s Enterprise plan.

Why Trustworthy Is the Superior Choice

With tailor-made features like automation and predefined categories for families, staying organized is stress-free, and that’s why Trustworthy is the superior choice. Think of Trustworthy as your family-planning blueprint with direct and automated support.

Are you ready to learn more about Trustworthy? Try Trustworthy free today, and see for yourself how Trustworthy can be a good fit for you and your family.

We’d love to hear from you! Feel free to email us with any questions, comments, or suggestions for future article topics.

Try Trustworthy today.

Try Trustworthy today.

Try the Family Operating System® for yourself. You (and your family) will love it.

Try the Family Operating System® for yourself. You (and your family) will love it.

No credit card required.

No credit card required.