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Ranking · Secure File Transfer Tools

Best Secure File Transfer Tools for Insurance Agents

8 products scored on six criteria. Diplomat MFT leads at 8.9 and the field is tight, with 0.2 points between first and last, so read the catches before you pick. Every product opens to the evidence behind its number.

8 products scored6 criteria85 sources citedUpdated Jul 23, 2026
1 Diplomat MFTcoviantsoftware.com

Diplomat MFT posts 20 years breach-free, publishes real prices

Read the reviewVisit ↗
2 Encyroencyro.com

Encyro skips client logins, holds a 5.0/5 G2 rating

Read the reviewVisit ↗
3 FileCloudfilecloud.com

FileCloud secures insurance files, needs 10 users minimum

Read the reviewVisit ↗
8Products
8.7 to 8.9Score spread
1Free plan or tier
01

The ranking

Order follows the score. Six little boxes show each product's criterion scores: green or red is above or below the category average, grey means too few products share that criterion to compare. The full review sits right under each one.

Nothing matches that filter here. Tap All to see every product.

1

Diplomat MFT

coviantsoftware.com · Diplomat MFT Secure Transfer · scored Dec 2025

Diplomat MFT posts 20 years breach-free, publishes real prices

Best forOperations needing automated PGP or SFTP transfers without scripting

From $1,149 per year published pricingPGP encryptionSSO
Top score

Managed file transfer software with built-in PGP encryption and a 20-year breach-free record.

Standout factDiplomat MFT has run more than 20 years with zero reported security breaches.coviantsoftware.com
Biggest catchHosting your own SFTP server needs the $10,999 a year Enterprise tier.cerberusftp.com
20+Years breach-freecoviantsoftware.com
$10,999/yrEnterprise tier pricecoviantsoftware.com

Plans

Basic$1,149/yr
Standard$2,899/yr

Source: coviantsoftware.com

Standout number

20+years breach-free

Source: coviantsoftware.com

Upside

  • 20+ years with no breaches
  • Publishes exact pricing for every tier
  • No-code workflow automation

Catch

  • SFTP server needs Enterprise tier
  • Interface looks dated
  • Big price jump to Enterprise
Pick it ifOperations needing automated PGP or SFTP transfers without scripting
Skip it ifTeams wanting a modern web interface for ad-hoc client sharing
PricingPublished tiers: $1,149, $2,899, or $10,999 a year

Editor's takeDiplomat MFT scores 9.4 out of 10 for market trust, the top mark among file transfer tools rated here. It has run more than 20 years without a reported security breach, rare in this category. Coviant publishes exact pricing for all three tiers, from $1,149 to $10,999 a year.

Does Diplomat MFT publish its pricing?

Yes. Coviant lists exact yearly costs for all three editions, Basic at $1,149, Standard at $2,899, and Enterprise at $10,999.

Can Diplomat MFT host its own SFTP server?

Only on the Enterprise edition. Lower tiers support SFTP, FTPS, and other protocols but not server hosting.

The evidence: 6 criteria, 2 penalties (−0.09 points)
8.7
Product Capability & DepthLooked for: We look for broad protocol support, automation capabilities, and integration with modern cloud infrastructure.Diplomat MFT supports SFTP, FTPS, HTTPS, AS2, and email, with built-in PGP encryption and connectors for AWS, Azure, and Google Cloud.coviantsoftware.comcoviantsoftware.compro2col.com
9.4
Market Credibility & Trust SignalsLooked for: We look for proven reliability, security track records, and adoption by regulated industries.The company claims a 20+ year history with zero reported data breaches and is used by Fortune 500 companies in healthcare and finance.coviantsoftware.comcybersecurity-excellence-awards.com
8.8
Usability & Customer ExperienceLooked for: We look for ease of setup, interface modernity, and quality of customer support.Users consistently praise the 'fantastic' support and ease of setup, though some reviews note the user interface is dated or crowded.coviantsoftware.comg2.comcoviantsoftware.com
8.9
Value, Pricing & TransparencyLooked for: We look for transparent public pricing and competitive feature-to-cost ratios.Coviant publishes exact pricing for all tiers ($1,149 to $10,999/year), offering high transparency compared to competitors requiring quotes.coviantsoftware.comcoviantsoftware.com
9.3
Security, Compliance & Data ProtectionLooked for: We look for encryption standards, compliance certifications (HIPAA, PCI), and audit capabilities.The product features built-in PGP encryption, FIPS 140-2 validated components, and audit trails designed for HIPAA and PCI compliance.coviantsoftware.comcoviantsoftware.comcoviantsoftware.com
8.8
Automation & Workflow OrchestrationLooked for: We look for no-code automation, scheduling, and error handling capabilities.Diplomat MFT provides a no-code interface for complex workflows, including intelligent retries, scheduling, and conditional logic.coviantsoftware.comcoviantsoftware.comcoviantsoftware.com

Score adjustments−0.09 points in total

−0.04The SFTP Server functionality (hosting files) is restricted to the Enterprise Edition ($10,999/yr), whereas some competitors offer this in lower-priced tiers.cerberusftp.com · severity 60/100
−0.05User reviews indicate the interface can feel dated, crowded, or less modern compared to newer web-native competitors.g2.com · severity 45/100
2

Encyro

encyro.com · Encyro - Secure File Sharing · scored Dec 2025

Encyro skips client logins, holds a 5.0/5 G2 rating

Best forIndependent agents needing simple, affordable encrypted email and sharing.

Free tier free planFIPS 140-2HIPAA

A secure file sharing and e-signature tool with FIPS 140-2 encryption and no client account required.

Standout factEncyro holds a perfect 5.0/5 rating on G2 based on 45 reviews.g2.com
Biggest catchThere's no native mobile app, and messages are capped at 5 recipients.encyro.com
5.0/5G2 ratingg2.com
$9.99/moPro plan priceg2.com
~5GBMax file sizeencyro.com

What reviewers say

G2
5/5 · 45

Source: g2.com

Free vs paid

Essential plan

$0
  • Free forever
  • 5 e-sign requests/month

Pro plan

$9.99/mo
  • Unlimited e-sign requests
  • Branding and audit trails

Source: encyro.com

Upside

  • Clients need no account to receive files
  • Free plan includes e-signatures
  • FIPS 140-2 validated encryption

Catch

  • No native mobile app
  • Capped at 5 recipients per message
  • Outlook add-in can be unstable
Pick it ifIndependent agents needing simple, affordable encrypted email and sharing.
Skip it ifLarge enterprises requiring complex automated MFT workflows.
PricingFree forever plan available, Pro from $9.99/month

Editor's takeEncyro lets clients upload or receive encrypted files without ever creating an account, removing the password friction typical of secure portals. Its free-forever plan includes electronic signatures, not just a trial, and Pro runs $9.99/month with unlimited e-signing. Backed by FIPS 140-2 validated encryption, it holds a perfect 5.0/5 rating on G2, though there's no native mobile app and messages cap at 5 recipients.

Do Encyro's clients need to create an account?

No. Clients can upload or receive secure files via a link, without any account or password.

Does Encyro have a free plan?

Yes, a free-forever Essential plan with 5 e-sign requests monthly. Pro costs $9.99/month for unlimited e-signing.

The evidence: 6 criteria, 3 penalties (−0.16 points)
8.8
Product Capability & DepthLooked for: We evaluate the breadth of file sharing features, storage limits, and included tools like e-signatures relevant to secure document exchange.Encyro combines secure file sharing with encrypted email and electronic signatures, offering unlimited storage for files (excluding videos) and support for large file transfers up to 5GB.encyro.comencyro.comencyro.com
9.2
Market Credibility & Trust SignalsLooked for: We assess industry reputation, independent audits, and adoption rates in regulated sectors like healthcare and finance.Encyro demonstrates strong credibility through verified HIPAA compliance, GDPR audits, and high user ratings across major review platforms like G2 and Capterra.encyro.comg2.comencyro.com
8.7
Usability & Customer ExperienceLooked for: We look for ease of use, particularly regarding client access requirements and integration with existing workflows.The platform excels by not requiring client accounts for receiving files, though some users experience technical friction with the Outlook add-in stability.encyro.comencyro.comencyro.com
9.6
Value, Pricing & TransparencyLooked for: We evaluate the cost-to-feature ratio, transparency of pricing models, and the utility of free tiers.Encyro offers exceptional value with a robust free tier including e-signatures and a low-cost Pro plan that undercuts many enterprise competitors.encyro.comencyro.comg2.com
9.4
Security, Compliance & Data ProtectionLooked for: We examine encryption standards, compliance certifications, and data redundancy measures specific to sensitive industries.Encyro employs FIPS 140-2 validated encryption, multi-location backups, and features designed specifically for HIPAA and GDPR compliance.encyro.comencyro.comencyro.com
8.7
Integrations & Ecosystem StrengthLooked for: We assess the quality and depth of integrations with major email platforms and productivity tools.The product offers deep integration with Outlook (including the 'New Outlook') and Gmail, but lacks a broader API ecosystem for other third-party apps.encyro.comencyro.comworkspace.google.com

Score adjustments−0.16 points in total

−0.05The Outlook add-in is frequently reported to disappear or be automatically disabled by Outlook due to startup performance monitoring.encyro.com · severity 50/100
−0.06To prevent spam, the system enforces a strict limit of 5 recipients per secure message, requiring a manual support request to override.encyro.com · severity 45/100
−0.05There is no dedicated native mobile application for iOS or Android; users must rely on mobile web browsers.encyro.com · severity 40/100
3

FileCloud

filecloud.com · FileCloud for Insurance · scored Dec 2025

FileCloud secures insurance files, needs 10 users minimum

Best forFirms requiring strict data residency control and HIPAA compliance.

From $13 per user/mo FIPS 140-2HIPAA complianton-premise option
−0.1 vs #1

Compliance-focused file sharing platform with on-premise options built for insurance data residency needs.

Standout factFileCloud supports unlimited file versioning on its Essentials tier, a feature Box reserves for its pricier Enterprise Plus plan.filecloud.com
Biggest catchPlans require a minimum of 10 to 20 users, forcing small agencies to pay for unused seats.filecloud.com
$12.50/user/moEssentials plan pricefilecloud.com
10-20Minimum users requiredfilecloud.com
5 consecutive timesGartner recognition streakfilecloud.com

Starting price

$12.50/user/moEssentials plan, requires 10-20 user minimum

Compliance

✓ FIPS 140-2✓ HIPAA✓ ISO 27001:2022

Source: filecloud.com

Upside

  • Unlimited file versioning included
  • FIPS 140-2 and HIPAA compliant
  • Hybrid and on-premise deployment

Catch

  • Requires 10-20 user minimum
  • Sync client performance issues reported
  • Mobile app slower than desktop
Pick it ifFirms requiring strict data residency control and HIPAA compliance.
Skip it ifVery small teams wanting a zero-maintenance, purely cloud-based tool.
PricingEssentials $12.50/user/mo, requires 10-20 user minimum

Editor's takeFileCloud stands out for insurance use cases by supporting medical file formats like DICOM and X-rays alongside unlimited file versioning, features many competitors gate behind pricier tiers. FIPS 140-2 validated encryption and ISO 27001:2022 certification, plus five consecutive Gartner Peer Insights Customers' Choice distinctions, back up its security claims. The catch is the 10-to-20-user minimum purchase, which raises the effective price floor for small independent agencies.

Is there a minimum team size to use FileCloud?

Yes. Plans require a minimum of 10 to 20 users depending on deployment type, according to FileCloud's own pricing request page, even for smaller agencies.

Does FileCloud support HIPAA compliance?

Yes. FileCloud offers HIPAA-ready features including Business Associate Agreements and FIPS 140-2 validated encryption, meeting standards insurance and healthcare clients require.

The evidence: 6 criteria, 3 penalties (−0.14 points)
9.0
Product Capability & DepthLooked for: Features specifically handling large claim files, medical records (DICOM/X-ray), and version control for policy documents.FileCloud offers unlimited file versioning and large file sharing without size limits, specifically supporting medical file formats like DICOM and X-rays for health insurance claims.filecloud.comfilecloud.com
9.2
Market Credibility & Trust SignalsLooked for: Industry recognitions, certifications, and adoption rates among regulated enterprises.FileCloud has achieved ISO 27001:2022 certification and has been named a Gartner Peer Insights Customers' Choice for Content Collaboration Tools five consecutive times.filecloud.comprnewswire.com
8.7
Usability & Customer ExperienceLooked for: Ease of use for non-technical agents and adjusters, particularly regarding mobile access and file syncing.Users generally rate the platform highly (4.6/5) for ease of use, though there are documented complaints regarding the speed and stability of the desktop sync client for large datasets.filecloud.comg2.com
8.5
Value, Pricing & TransparencyLooked for: Clear pricing structures suitable for agencies of various sizes without hidden costs.Pricing is transparent at $12.50/user/mo for the Essentials plan, but a strict minimum of 10-20 users creates a barrier for smaller independent agencies.filecloud.comfilecloud.com
9.4
Security, Compliance & Data ProtectionLooked for: HIPAA compliance, FIPS certification, and data residency controls essential for insurance regulations.FileCloud offers FIPS 140-2 validated encryption, HIPAA compliance support (BAA available), and granular data residency options (on-premise or region-specific cloud).filecloud.comfilecloud.com
8.8
Integrations & Ecosystem StrengthLooked for: Seamless connection with insurance workflows, including Outlook, Office 365, and CRM systems.Strong integration with Microsoft Office/Outlook and Salesforce, plus a robust API for custom insurance app connections, though fewer native third-party integrations than Box.filecloud.comfilecloud.com

Score adjustments−0.14 points in total

−0.06Users have reported the desktop sync client can be unstable, resource-intensive, or slow when handling large numbers of files.reddit.com · severity 60/100
−0.04A mandatory minimum of 10-20 users (or equivalent cost) applies, which effectively raises the price floor for small independent agencies.filecloud.com · severity 50/100
−0.04Mobile application performance is cited as lagging behind the desktop experience, with some users noting slower response times.g2.com · severity 40/100
4

GoAnywhere

goanywhere.com · GoAnywhere MFT · scored Dec 2025

GoAnywhere had a zero-day exploited in the wild in 2023.

Best forMid-to-large insurers needing compliant automation across many protocols.

Quote only FIPS 140-2modular licensing2023 zero-day history
−0.1 vs #1

A managed file transfer platform with FIPS 140-2 encryption and modular protocol licensing.

Standout factSupports over 60 built-in automation tasks in one workflow engine.goanywhere.com
Biggest catchA zero-day vulnerability, CVE-2023-0669, was actively exploited in February 2023.fortra.com
60+automation tasks built ingoanywhere.com
CVE-2023-0669zero-day CVEfortra.com
SFTP, FTPS, AS2, AS3, AS4, PeSITprotocols supportedfortra.com

Standout number

60+built-in automation tasks

Source: goanywhere.com

The thing people get wrong

Top-tier certifications guarantee a clean security record

GoAnywhere holds FIPS 140-2 certification but had a zero-day actively exploited in 2023

Source: fortra.com

Upside

  • Extensive protocol support, AS2 to SFTP
  • Modular licensing controls initial cost
  • FIPS 140-2, Common Criteria certified

Catch

  • 2023 zero-day vulnerability history
  • Interface described as outdated
  • Steep learning curve for beginners
Pick it ifMid-to-large insurers needing compliant automation across many protocols.
Skip it ifSmall agents with simple, low-volume file sharing needs.
PricingContact for pricing, modular licensing by protocol

Editor's takeGoAnywhere supports protocols from SFTP to PeSIT and can run over 60 automated tasks in one workflow. Its modular licensing lets buyers pay only for the protocols they need, backed by FIPS 140-2 encryption. That record is marred by a 2023 zero-day vulnerability, CVE-2023-0669, that attackers actively exploited.

Was GoAnywhere affected by a security breach?

Yes. In February 2023, an actively exploited zero-day vulnerability let unauthorized parties access some customer systems. It was tracked as CVE-2023-0669 and affected exposed admin consoles.

How is GoAnywhere licensed?

By module or server component, so customers pay only for the protocols they need. Full pricing is not public and requires a custom quote.

The evidence: 6 criteria, 3 penalties (−0.19 points)
9.3
Product Capability & DepthLooked for: We evaluate the breadth of supported protocols, automation capabilities, and enterprise-grade features like clustering and remote agents.GoAnywhere MFT supports a vast array of protocols (SFTP, FTPS, AS2, AS3, AS4, PeSIT) and offers advanced workflow automation with over 60 built-in tasks, clustering for high availability, and agents for remote execution.goanywhere.comgoanywhere.comfortra.com
8.3
Market Credibility & Trust SignalsLooked for: We assess the vendor's reputation, security history, and industry certifications to gauge reliability.While the product holds top-tier certifications (Common Criteria, FIPS 140-2, SOC 2), it suffered a significant, actively exploited zero-day vulnerability (CVE-2023-0669) in early 2023 that impacted its reputation.goanywhere.comfortra.comgoanywhere.com
8.8
Usability & Customer ExperienceLooked for: We look for user-friendly interfaces, ease of setup, and quality of customer support resources.The platform features a browser-based dashboard with drag-and-drop tools, but users frequently cite the interface as outdated and note a steep learning curve for initial configuration.goanywhere.comg2.comfortra.com
8.6
Value, Pricing & TransparencyLooked for: We analyze pricing models, transparency, and flexibility to determine overall value.GoAnywhere uses a modular licensing model, allowing customers to pay only for needed features (e.g., specific protocols), though public pricing is not available and requires a quote.goanywhere.comgoanywhere.comtechimply.com
9.5
Security, Compliance & Data ProtectionLooked for: We examine encryption standards, compliance tools, and architectural security features like reverse proxies.The product offers FIPS 140-2 validated encryption, a DMZ Gateway for network segmentation, and comprehensive audit logs tailored for PCI DSS, HIPAA, and GDPR compliance.goanywhere.comgoanywhere.comgoanywhere.com
9.1
Integrations & Ecosystem StrengthLooked for: We evaluate the availability of pre-built connectors and API capabilities for third-party integration.GoAnywhere provides a 'Cloud Connector' marketplace with out-of-the-box integrations for Salesforce, AWS, Azure, and SharePoint, plus REST/SOAP APIs for custom connections.goanywhere.comgoanywhere.comgoanywhere.com

Score adjustments−0.19 points in total

−0.09In February 2023, a zero-day remote code execution vulnerability (CVE-2023-0669) was actively exploited in the wild, affecting admin consoles exposed to the internet.fortra.com · severity 85/100
−0.05Users consistently report the user interface as outdated and less intuitive compared to modern competitors, resulting in a steep learning curve.g2.com · severity 50/100
−0.05Customer reviews indicate frustration with support response times and timezone availability for technical assistance.peerspot.com · severity 45/100
5

Binfer

binfer.com · Binfer for Insurance · scored Dec 2025

Binfer skips the cloud, has just one G2 review

Best forAgents transferring massive files without cloud storage limits

From $8 per month HIPAAno cloud storageunlimited file size
−0.2 vs #1

Direct device-to-device file transfer for insurance claims, with no file size limits and AES-256 encryption.

Standout factFiles transfer directly device-to-device and are never stored on cloud serversbinfer.com
Biggest catchOnly one verified review exists on G2, rated 3.5 out of 5.g2.com
$8/moStarting pricebinfer.com
50GB/moEntry plan data capbinfer.com
1G2 reviewsg2.com

In their words

“Binfer offers a unique approach to security by not storing any files on cloud or third-party servers... Files are transferred directly from the sender's device to the receiver's device”

binfer.com

Starting price

$8/moSmall plan, 50GB data per month, 1 user

Upside

  • No file size limits for claims evidence
  • Files never rest on cloud servers
  • Web Drop needs no client account

Catch

  • Only one review found on G2
  • Sender device must stay online
  • Managed plans cap monthly data
Pick it ifAgents transferring massive files without cloud storage limits
Skip it ifUsers needing a central cloud repository accessible when sender is offline
PricingFrom $8/mo (50GB), 15-day free trial

Editor's takeBinfer moves files directly between devices instead of routing through cloud storage, so claims videos and large evidence files never touch a third-party server. That architecture also removes file size limits entirely. Independent validation is thin though, with just a single 3.5-star review on G2 despite testimonials from insurance clients.

Are there file size limits?

No. Binfer's direct-transfer architecture removes size limits, unlike email or standard cloud storage.

Does the sender need to stay online?

Yes. Because transfers go directly device-to-device, the sender's device must remain online until the transfer completes.

The evidence: 6 criteria, 3 penalties (−0.14 points)
8.8
Product Capability & DepthLooked for: We evaluate the software's ability to handle insurance-specific workflows, particularly the secure transfer of large claims files and sensitive policy documents without size restrictions.Binfer offers a specialized direct-transfer protocol that bypasses cloud storage limits, allowing insurance agents to send and receive unlimited file sizes (e.g., accident videos, large datasets) directly from applicants.binfer.combinfer.combinfer.com
8.2
Market Credibility & Trust SignalsLooked for: We look for widespread industry adoption, verified user reviews from insurance professionals, and a strong presence on major software review platforms.While the company features testimonials from insurance executives, independent third-party validation is scarce, with only a single review found on major platforms like G2.binfer.comg2.combinfer.com
8.9
Usability & Customer ExperienceLooked for: We assess how easily non-technical users (agents and policyholders) can send and receive files without complex setups or software installation.The 'Web Drop' feature significantly enhances usability by allowing policyholders to upload claims evidence via a simple link, while the drag-and-drop interface mirrors familiar desktop workflows.binfer.combinfer.combinfer.com
8.7
Value, Pricing & TransparencyLooked for: We examine the pricing structure for hidden costs, the availability of free trials, and the flexibility of plans for different agency sizes.Pricing is transparently listed with 'User Centric' and 'Device Centric' tiers, and a 15-day free trial is available, though managed plans do have data transfer caps.binfer.combinfer.combinfer.com
9.6
Security, Compliance & Data ProtectionLooked for: We evaluate adherence to insurance-critical standards like HIPAA and GDPR, and the strength of encryption protocols for sensitive policyholder data.Binfer's direct device-to-device architecture ensures files are never stored on third-party servers, offering a unique security advantage for HIPAA/GDPR compliance alongside AES 256-bit encryption.binfer.combinfer.combinfer.com
9.1
Large File Transfer PerformanceLooked for: We test the system's ability to handle massive files typical in claims (e.g., 4K video, scene photos) without throttling or failure.The system supports auto-resume for interrupted transfers and utilizes 100% of available bandwidth, making it highly effective for moving large media files associated with claims.binfer.combinfer.combinfer.com

Score adjustments−0.14 points in total

−0.06The product has an extremely low volume of verified third-party reviews (only one found on G2), making independent assessment of long-term reliability difficult.g2.com · severity 60/100
−0.03Managed plans include monthly data transfer caps (e.g., 50GB for the entry tier), which may be restrictive compared to unlimited cloud storage competitors.binfer.com · severity 45/100
−0.05Due to the direct device-to-device architecture, the sender's device must remain online to complete the transfer, unlike cloud storage where files can be downloaded anytime.binfer.com · severity 40/100
6

Kiteworks

kiteworks.com · Kiteworks Secure File Sharing · scored Dec 2025

Kiteworks hits FedRAMP High, caps Business files at 2GB.

Best forDefense contractors and government agencies needing CMMC 2.0 compliance.

From $15 per user/mo FedRAMP High ReadyCMMC 2.0FIPS 140-2
−0.2 vs #1

Hardened private content network with FedRAMP High Ready status and 16TB Enterprise file transfers.

Standout factKiteworks Secure Gov Cloud achieved FedRAMP High Ready status in early 2025.kiteworks.com
Biggest catchThe Business plan caps files at 2GB, and workflow automation requires the Enterprise tier.filecloud.com
2GBBusiness plan file capkiteworks.com
16TBEnterprise plan file capkiteworks.com
~90%CMMC 2.0 Level 2 coveragekiteworks.com

Standout number

16TBmax file size on Enterprise plan

Source: kiteworks.com

Starting price

$15/user/moBusiness plan, 2GB file cap. Enterprise is quote-only

Upside

  • FedRAMP High Ready status
  • Enterprise plan handles 16TB files
  • FIPS 140-2 Level 1 validated

Catch

  • Business plan capped at 2GB
  • Steep learning curve reported
  • Higher cost than standard sharing tools
Pick it ifDefense contractors and government agencies needing CMMC 2.0 compliance.
Skip it ifSmall agencies wanting a simple, quick-setup file sharing tool.
PricingBusiness plan lists at $15/user/mo with a 2GB file cap. Enterprise requires a custom quote.

Editor's takeKiteworks routes files through a Hardened Virtual Appliance with a built-in firewall, WAF, and intrusion detection, earning FedRAMP High Ready status and covering roughly 90% of CMMC 2.0 Level 2 requirements out of the box. Enterprise plans handle files up to 16TB, well beyond typical file-sharing limits. The published $15 Business plan looks affordable until you hit its 2GB file cap, and workflow automation only unlocks on the pricier, quote-only Enterprise tier.

Is Kiteworks FedRAMP authorized?

Its Secure Gov Cloud achieved FedRAMP High Ready status in early 2025, and the broader Private Data Network is FedRAMP Moderate Authorized, per Kiteworks' own press releases.

What is Kiteworks' file size limit?

The Business plan caps files at 2GB. The Enterprise plan raises that to 16 terabytes, according to Kiteworks' published plan comparison.

The evidence: 6 criteria, 3 penalties (−0.19 points)
8.7
Product Capability & DepthLooked for: We evaluate file sharing features, storage limits, and workflow capabilities relevant to regulated industries.Kiteworks offers a Private Content Network with secure file sharing, email, and MFT, supporting massive file transfers up to 16TB on Enterprise plans, though lower tiers are significantly restricted.kiteworks.comkiteworks.comkiteworks.com
9.4
Market Credibility & Trust SignalsLooked for: We look for government authorizations, compliance certifications, and adoption by high-security sectors.Kiteworks holds FedRAMP High Ready status and is widely used by defense contractors for CMMC 2.0 compliance, establishing it as a top-tier choice for highly regulated industries.kiteworks.comkiteworks.com
8.2
Usability & Customer ExperienceLooked for: We assess ease of use, implementation complexity, and quality of customer support.While secure, users frequently report a steep learning curve, complex configuration requiring IT support, and mixed experiences with technical support responsiveness.kiteworks.comg2.comtrustradius.com
8.3
Value, Pricing & TransparencyLooked for: We evaluate pricing visibility, tier structures, and value for money relative to features.Pricing is transparent for the limited Business plan ($15/user/mo), but the Enterprise plan (required for full features) is opaque. Users often cite it as expensive compared to competitors.kiteworks.comsoftwaresuggest.comg2.com
9.6
Security, Compliance & Data ProtectionLooked for: We examine encryption standards, architecture security, and specific compliance enablers.Kiteworks excels with a 'Hardened Virtual Appliance' architecture, FIPS 140-2 Level 1 validation, and comprehensive audit trails designed specifically for zero-trust environments.kiteworks.comkiteworks.comkiteworks.com
8.8
Integrations & Ecosystem StrengthLooked for: We look for plugins, APIs, and compatibility with major enterprise software suites.Strong plugins for Microsoft 365, Salesforce, and iManage allow secure sharing from within those apps, though some users report integration complexity or limitations with other tools.kiteworks.comkiteworks.com

Score adjustments−0.19 points in total

−0.09Significant feature gating on the Business tier limits file sizes to 2GB and removes workflow automation, forcing upgrades for basic enterprise needs.filecloud.com · severity 65/100
−0.05Users consistently report a steep learning curve and complex setup process that often requires dedicated IT involvement.g2.com · severity 50/100
−0.05Mixed reviews regarding technical support responsiveness, with some users citing slow turnaround times.trustradius.com · severity 45/100
7

MOVEit

progress.com · MOVEit for Insurance · scored Dec 2025

MOVEit's 2023 breach hit 66 million people

Best forLarge insurers needing automated, compliant claims file transfers

Quote only HIPAASOC 22023 breach
−0.2 vs #1

Managed file transfer platform for insurers with script-free automation and HIPAA, GDPR, SOC 2 compliance.

Standout factNamed a G2 'Grid Leader' in Managed File Transfer for 22 consecutive quartersprogress.com
Biggest catchA 2023 zero-day vulnerability was exploited by the Cl0p ransomware gang, affecting more than 66 million individuals.orx.org
66M+Individuals affected by 2023 breachorx.org
22 quartersG2 Leader streakprogress.com

Standout number

66M+individuals affected by the 2023 MOVEit data breach

Source: orx.org

Compliance

✓ SOC 2 Type 2✓ HIPAA✓ GDPR✓ PCI

Source: progress.com

Upside

  • Script-free workflow automation
  • Tamper-evident audit logging
  • HIPAA, GDPR, SOC 2 certified

Catch

  • 2023 breach hit 66M people
  • Pricing needs a sales call
  • Advanced logic has a learning curve
Pick it ifLarge insurers needing automated, compliant claims file transfers
Skip it ifSmall agencies with limited IT budget and simple needs
PricingContact for pricing; SaaS billed per user

Editor's takeMOVEit automates high-volume claims file transfers without custom scripts, cutting task setup time by 75% according to the vendor. It holds HIPAA, GDPR, and SOC 2 Type 2 certifications built for insurance compliance. Its history includes a severe 2023 breach that exposed data for more than 66 million individuals, a fact any buyer should weigh.

Was MOVEit involved in a data breach?

Yes. A 2023 zero-day vulnerability was exploited by the Cl0p ransomware gang, ultimately confirmed to affect over 2,500 organizations and 66 million individuals.

Does MOVEit support HIPAA compliance for insurers?

Yes. MOVEit Cloud is HIPAA and GDPR compliant and holds PCI and SOC 2 Type 2 certification, according to the vendor's insurance product page.

The evidence: 6 criteria, 3 penalties (−0.18 points)
9.2
Product Capability & DepthLooked for: We look for enterprise-grade file transfer protocols, automation capabilities, and hybrid cloud deployment options suitable for complex insurance ecosystems.MOVEit offers a comprehensive MFT platform supporting FTP, SFTP, HTTPS, and AS2 protocols with specialized modules for script-free automation and hybrid cloud deployment (Azure/AWS).progress.comprogress.comprogress.com
8.8
Market Credibility & Trust SignalsLooked for: We look for sustained market leadership, widespread adoption in the insurance sector, and third-party validation of reliability.MOVEit has been named a G2 Leader for 22 consecutive quarters and is widely used by insurers, though its reputation was tested by a major 2023 security breach.progress.comorx.org
8.9
Usability & Customer ExperienceLooked for: We look for intuitive interfaces that allow non-technical insurance staff to manage secure transfers and workflows.Users consistently praise the 'drag-and-drop' automation and ease of setup, although some advanced features present a steeper learning curve.progress.comg2.comemtmeta.com
8.2
Value, Pricing & TransparencyLooked for: We look for clear, public pricing structures that allow insurance carriers to estimate total cost of ownership.Pricing is opaque with a 'contact sales' model; costs vary significantly between on-premise and SaaS deployments, with some users citing high costs for smaller teams.progress.comcouchdrop.iopro2col.com
9.0
Security, Compliance & Data ProtectionLooked for: We look for robust compliance features specifically for HIPAA, GDPR, and PCI-DSS, along with tamper-evident auditing.The platform offers FIPS 140-2 validated encryption, tamper-evident logging, and SOC 2 Type 2 certification, specifically targeting insurance compliance needs.progress.comprogress.comdocs.progress.com
9.1
Automation & Workflow OrchestrationLooked for: We look for capabilities to automate high-volume claims processing and policy document transfers without custom code.MOVEit Automation enables 'no-code' workflow creation to pull, process, and push files across legacy systems and cloud storage, essential for claims efficiency.progress.comprogress.comprogress.com

Score adjustments−0.18 points in total

−0.10A critical zero-day vulnerability (CVE-2023-34362) in 2023 was exploited by the Cl0p ransomware gang, affecting over 60 million individuals and 2,500 organizations.orx.org · severity 95/100
−0.04The vendor does not provide public pricing, requiring a sales engagement, and users report that costs can be steep for smaller organizations.g2.com · severity 50/100
−0.04Some users report that advanced automation tasks can be confusing and do not always follow consistent logic, creating a learning curve.g2.com · severity 40/100
8

ShareFile

sharefile.com · ShareFile for Insurance Agents · scored Dec 2025

ShareFile moves 100GB files, requires a 3-user minimum

Best forAgents needing client collaboration, e-signatures and document collection with compliance.

From $25 per user/mo insurance file sharingHIPAA compliantApplied Epic integration
−0.2 vs #1

HIPAA and FINRA-ready file sharing with direct Applied Epic integration and support for files up to 100GB.

Standout factShareFile is the only workflow and secure file sharing technology offered through the AICPA Member Discount Program.sharefile.com
Biggest catchThe Premium plan requires a minimum of 3 users, forcing solo agents to pay for unused licenses.sharefile.com
100GBMax file sizedocs.sharefile.com
$25/user/mo (annual)Premium plan pricesharefile.com

Standout number

100GBmaximum file size supported

Source: docs.sharefile.com

Compliance

✓ HIPAA (BAA)✓ FINRA✓ SEC

Source: sharefile.com

Upside

  • Handles files up to 100GB
  • Native Applied Epic AMS integration
  • HIPAA and FINRA compliance support

Catch

  • 3-user minimum on Premium plan
  • Support runs chat-only, often slow
  • Billing and cancellation friction reported
Pick it ifAgents needing client collaboration, e-signatures and document collection with compliance.
Skip it ifEnterprises requiring complex, self-hosted backend automation.
PricingPremium from $25/user/mo annually, 3-user minimum applies

Editor's takeShareFile's compliance depth, signed HIPAA BAAs, FINRA and SEC support, plus a direct Applied Epic integration, makes it a natural fit for insurance agents handling sensitive client files up to 100GB. The friction shows up post-signup: support runs almost entirely through chat, with users describing hour-long sessions for simple issues, and the Premium plan's 3-user minimum overcharges solo agents.

Does ShareFile integrate with Applied Epic?

Yes. ShareFile's e-signature solution integrates directly within Applied Epic, a widely used insurance agency management system, streamlining document workflows for agents already on that platform.

Is there a minimum number of users required for ShareFile?

On the Premium and Industry Advantage plans, yes. A 3-user minimum applies, which can mean solo agents pay for licenses they don't need.

The evidence: 6 criteria, 3 penalties (−0.17 points)
9.0
Product Capability & DepthLooked for: We look for features specifically aiding insurance workflows, such as large file handling, e-signatures, and client portals.ShareFile offers unlimited storage on some plans, supports files up to 100GB, includes integrated e-signatures, and provides secure client portals for policy document exchange.sharefile.comdocs.sharefile.comdataroom-providers.org
9.2
Market Credibility & Trust SignalsLooked for: We assess the vendor's history, industry standing, and adoption within regulated sectors like insurance and finance.ShareFile is a long-standing market leader owned by Progress Software, with specific endorsements from major industry bodies like the AICPA.sharefile.comsharefile.com
8.2
Usability & Customer ExperienceLooked for: We evaluate ease of use for agents and clients, quality of mobile apps, and accessibility of customer support.While the interface is generally regarded as intuitive for clients, there are significant documented complaints regarding customer support accessibility and mobile app performance.reddit.comsupport.sharefile.com
8.5
Value, Pricing & TransparencyLooked for: We analyze pricing structures, hidden fees, contract terms, and value for money specifically for small to mid-sized agencies.Pricing is competitive for the feature set, but the 3-user minimum on key plans and reports of difficult cancellation processes impact transparency.sharefile.comsharefile.com19pine.ai
8.8
Integrations & Ecosystem StrengthLooked for: We look for integrations with Agency Management Systems (AMS) and common productivity tools used by agents.It integrates directly with Applied Epic, a dominant insurance AMS, as well as Microsoft Outlook and Office 365.sharefile.comianagencynetwork.com
9.5
Security, Compliance & Data ProtectionLooked for: We examine adherence to insurance-specific regulations like HIPAA, FINRA, and GLBA, along with encryption standards.ShareFile excels here with built-in support for HIPAA, FINRA, and SEC compliance, offering BAAs and bank-level encryption.hipaatimes.comsharefile.comsharefile.com

Score adjustments−0.17 points in total

−0.08Users consistently report difficulty accessing human support, often being stuck in chat loops or facing long delays for resolution.reddit.com · severity 75/100
−0.05There are documented complaints regarding billing transparency, specifically around auto-renewals and the difficulty of cancelling accounts to stop charges.19pine.ai · severity 65/100
−0.04The 'Premium' and 'Industry Advantage' plans require a minimum of 3 users, which may force smaller agencies or solo agents to overpay for unused licenses.sharefile.com · severity 50/100
02

Side by side

10 features across 8 products. Green is yes, red is no, grey is not published.

FeatureDiplomat MFTEncyroFileCloudGoAnywhereBinferKiteworksMOVEitShareFile
Has Mobile App
Has Free Plan
Has Free Trial Contact for trial Contact for trial Contact for trial Contact for trial Contact for trial
Integrates With Zapier
Has Public API Enterprise API only
Live Chat Support Email/Ticket only
SOC 2 or ISO Certified Both Both
Popular Integrations Microsoft 365, Salesforce, Dropbox Outlook, Gmail, QuickBooks Microsoft 365, Google Workspace, Salesforce Amazon S3, Microsoft Azure, Google Cloud Custom integrations only Microsoft 365, Salesforce, Google Workspace Microsoft 365, Salesforce, ServiceNow Microsoft 365, Google Workspace, Salesforce
Supports SSO
Starting Price $1,149 per year Free tier $13 per user/mo Contact for pricing $8 per month $15 per user/mo Contact for pricing $25 per user/mo
03

How we chose

Four fixed criteria for every product, plus two chosen for Secure File Transfer Tools for Insurance Agents, weighted and reduced by documented penalties.

Full methodology
Criteria set for this categoryProduct Capability & Depth, Market Credibility & Trust Signals, Usability & Customer Experience, Value, Pricing & Transparency, Security, Compliance & Data Protection, Integrations & Ecosystem Strength
Evidence, then a scoreDocumentation, pricing pages, security pages and third-party reviews. Each criterion records what was found and links its sources.
Penalties, then a rankDocumented problems pull the score down with their evidence attached. Rank follows the score. Sponsored rows, where present, are labelled.
iIn evaluating secure file transfer tools for insurance agents, the selection process focused on several key factors, including product specifications, essential features, customer reviews, and overall ratings.
Albert Richer
Albert RicherFounder · Memphis, TN

Sets the criteria and reviews the evidence before a ranking publishes. Email him if something here looks wrong.

04

Questions people ask

Does Diplomat MFT publish its pricing?

Yes. Coviant lists exact yearly costs for all three editions, Basic at $1,149, Standard at $2,899, and Enterprise at $10,999.

Can Diplomat MFT host its own SFTP server?

Only on the Enterprise edition. Lower tiers support SFTP, FTPS, and other protocols but not server hosting.

Do Encyro's clients need to create an account?

No. Clients can upload or receive secure files via a link, without any account or password.

Does Encyro have a free plan?

Yes, a free-forever Essential plan with 5 e-sign requests monthly. Pro costs $9.99/month for unlimited e-signing.

Is there a minimum team size to use FileCloud?

Yes. Plans require a minimum of 10 to 20 users depending on deployment type, according to FileCloud's own pricing request page, even for smaller agencies.

Does FileCloud support HIPAA compliance?

Yes. FileCloud offers HIPAA-ready features including Business Associate Agreements and FIPS 140-2 validated encryption, meeting standards insurance and healthcare clients require.

Was GoAnywhere affected by a security breach?

Yes. In February 2023, an actively exploited zero-day vulnerability let unauthorized parties access some customer systems. It was tracked as CVE-2023-0669 and affected exposed admin consoles.

How is GoAnywhere licensed?

By module or server component, so customers pay only for the protocols they need. Full pricing is not public and requires a custom quote.

How is the best Secure File Transfer Tools for Insurance Agents decided?

Every product is scored on six criteria for this category, with cited evidence and documented penalties. Rank follows the overall score. Vendors cannot pay for a position.

How often is this ranking updated?

Products are re-scored when pricing, features or evidence change. This ranking was last updated July 23, 2026.

05

More in Secure File Transfer Tools

4 related rankings.

All of Secure File Transfer
Research

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Jan 6, 2026

Amazon correctly maps 82% of invoice rows while Google processes only 40% accurately

Apr 1, 2026

Arctic Wolf reported an elevenfold increase in data-only extortion attacks in 2025

Feb 22, 2026