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Yesware vs CloudApp Comparison

Last updated:

Yesware

4.4(1,664 reviews)

Starting at $15 /User/Month

  • Free Trial
  • Freelancers / Consultants
  • Large Enterprises

Yesware is a sales engagement platform that runs inside Gmail, giving sales reps tools for lead capture, email tracking, meeting scheduling, and activity logging in one place. It reduces time spent switching between tool…

CloudApp

4.5(2,506 reviews)

Starting at $8 /User/Month

  • Free Trial
  • Individuals
  • Large Enterprises

The asynchronous messaging, lightweight file sharing, customizable embedding, and sharing options of CloudApp make it the go-to choice for any team's communication needs. CloudApp enhances internal collaboration by provi…

CloudApp leads on user satisfaction with a 4.5-star rating across 2,506 reviews.

Yesware vs CloudApp — at a glance

FeatureYeswareCloudApp
Rating4.4 / 54.5 / 5
Reviews1,6642,506
Starting price$15 /User/Month$8 /User/Month
Free trial Yes Yes
Free version No No
Best forFreelancers / Consultants, Large Enterprises, Medium BusinessIndividuals, Large Enterprises, Medium Business
CategorySales Engagement SoftwareSales Enablement Software
PlatformsSaaS/Web/Cloud, Installed - Windows, Installed - MacSaaS/Web/Cloud, Mobile - iOS, Installed - Windows, Installed - Mac
APIAvailableAvailable
Support modesOnline24/7 (Live rep), Business Hours, Online
CertificationsSOC 2, GDPRSOC 2, GDPR
Data residencyUSGlobal

Key differences between Yesware and CloudApp

  • Pricing: Yesware starts at $15 /User/Month, while CloudApp starts at $8 /User/Month.
  • Target audience: Yesware is built for Freelancers / Consultants and Large Enterprises, while CloudApp targets Individuals and Large Enterprises.
  • User satisfaction: CloudApp scores higher with a 4.5-star average.
  • Deployment: Yesware supports SaaS/Web/Cloud, Installed - Windows, Installed - Mac; CloudApp supports SaaS/Web/Cloud, Mobile - iOS, Installed - Windows, Installed - Mac.

Yesware vs CloudApp — find the better fit before you commit.

01

Which tool fits your team best

02

Which is actually cheaper for your team size

03

Where each product wins, per real buyers

Most Sales Engagement Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.

Yesware - Sales Engagement Software
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CloudApp - Sales Enablement Software
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Talk to an expert

Free PDF comparison

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Biggest differences

Start here before you go deeper into features.

Yesware

Best for Gmail-centric sales teams needing streamlined email tracking and campaign management.

Choose if
  • Your sales or marketing team primarily uses Gmail for outreach and communication.
  • You want a centralized platform to capture leads, plan, and schedule meetings efficiently.
  • You prefer a simple, user-friendly interface that enables quick adoption and easy email tracking.
Consider alternatives if
  • Your organization requires extensive third-party integrations beyond Gmail and limited connectors.
  • You need a highly customizable or complex sales engagement platform with advanced features.

CloudApp

Best for quick, easy visual communication and sharing in mid-sized to large teams.

Choose if
  • You need fast creation and sharing of annotated screenshots, videos, and GIFs to save time.
  • Your team values seamless integration with tools like Slack, Trello, and Asana for streamlined workflows.
  • You want a simple, intuitive interface with keyboard shortcuts and automatic link generation for easy collaboration.
Consider alternatives if
  • Your team requires highly stable, bug-free video recording without occasional crashes or upload failures.
  • You depend heavily on mobile app performance, especially on tablets like iPads, where lag is common.

Yesware: Best for Gmail-centric sales teams needing streamlined email tracking and campaign management. CloudApp: Best for quick, easy visual communication and sharing in mid-sized to large teams.

Description

Yesware is a sales engagement platform that runs inside Gmail, giving sales reps tools for lead capture, email tracking, meeting scheduling, and activity logging in one place. It reduces ... Read More about Yesware

The asynchronous messaging, lightweight file sharing, customizable embedding, and sharing options of CloudApp make it the go-to choice for any team's communication needs. CloudApp enhances ... Read More about CloudApp

Entry Level Pricing

  • Starts from $15 , Billed Yearly
  • Starts from $8

Free Trial Availability

  • Free Trial available

SpotScore

What's this? ↗

9.4/10

9.8/10

User Ratings

Based on verified Spotsaas reviews

Best Company Size

Small BusinessMedium Business
50-500 employeesLarge Enterprises
Get pricing help
Get pricing help

Where each option fits best

See where each product is strongest, which teams it fits, and what causes buyers to keep looking — before you commit.

Based on buyer reviews and verified product data collected by Spotsaas.

Strengths

Key strengths

Yesware

No key benefits available yet.

CloudApp

  • Simplified Communication: With CloudApp, teams can easily share visual content like screenshots and GIFs, reducing the need for lengthy emails. Visual communication improves clarity and reduces misunderstandings.
  • Increased Productivity: Cut down on the time spent explaining concepts. CloudApp's instant capture features let you and your team save time while keeping everyone aligned and informed.
  • Versatile Integration: CloudApp integrates smoothly with popular tools like Slack, Trello, and Asana. This means you can improve your existing workflows without switching platforms, keeping your team focused and productive.
Best fit

Best fit

Yesware

No best-fit guidance available yet.

CloudApp

  • 50-500 employees.
  • CloudApp is ideal for industries such as Martech, SaaS, Consulting, Customer Support, and Sales Automation. Typical users include Sales Managers, Account Executives, Customer Support Representatives, Marketing Coordinators, and Product Managers.
Watchouts

Reasons buyers look elsewhere

Yesware

No alternatives guidance available yet.

CloudApp

  • Users may seek alternatives to CloudApp due to pricing concerns, especially if they find that the subscription model does not align with their budget or usage frequency for visual communication tools.
  • Some individuals or teams might require more advanced editing features or integrations with other software, leading them to explore options that offer enhanced functionality tailored to their workflow needs.
  • Users could be looking for improved performance or reliability, particularly if they experience frequent downtime or slow upload speeds with CloudApp, prompting a search for a more stable solution.

Software Demo

Demo

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Step 1 of 4

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How do Yesware and CloudApp Compare on Features?

Total Features

10 Features

9 Features

Unique Features

No unique features

No unique features

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Get Quote

Compare Yesware and CloudApp on pricing

Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.

Pricing Option

      Starting From

      • $15 , Billed Yearly
      • $8

      Pricing Plans

      • Pro

        • Unlimited Email Tracking

        • Unlimited Attachment Tracking

        • Unlimited Email Templates

        Show more +

      • Premium

        • Includes features of Pro plan, plus

        • Unlimited Campaigns

        • Colleague Calendaring

        Show more +

      • Enterprise

        • Includes features of Premium plan, plus

        • Salesforce Inbox Sidebar

        • Salesforce Calendar Sync

        Show more +

      • Not Available

      Pricing Page

      Yesware pricing
      CloudApp pricing

      Other Details

      Organization Types supported

      • Freelancers
      • Large Enterprises
      • Medium Business
      • Small Business
      • Individuals
      • Freelancers
      • Large Enterprises
      • Medium Business
      • Small Business
      • Individuals

      Platforms Supported

      • Browser Based (Cloud)
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Mobile - Android
      • Browser Based (Cloud)
      • Browser Based (Cloud)
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Mobile - Android
      • Browser Based (Cloud)

      Modes of support

      • 24/7 (Live rep)
      • Business Hours
      • Online
      • 24/7 (Live rep)
      • Business Hours
      • Online

      API Support

      • Available
      • Available
      Get help choosing
      Get help choosing

      Security & Compliance

      Certifications, data handling, and security controls for IT and compliance evaluators.

      SOC 2

      ✓ Yes
      ✓ Yes

      HIPAA

      ✗ No
      ✗ No

      GDPR

      ✓ Yes
      ✓ Yes

      Single Sign-On (SSO)

      ✓ Yes
      ✓ Yes

      Multi-Factor Auth (MFA)

      ✓ Yes
      ✓ Yes

      Data Encryption

      ✓ Yes
      ✓ Yes

      Audit Logs

      ✓ Yes

      Data Residency

      🇺🇸 US
      🌐 Global

      Yesware User Reviews & Rating Comparison

      User Ratings

      Rating Distribution

      279

      43

      9

      6

      4

      334

      49

      2

      4

      2

      Spotsaas Editor’s POV generated by AI

      Buyer sentiment

      Users generally appreciate Yesware's ease of use, Gmail integration, and campaign management, though some find feature complexity and limited integrations challenging.

      What buyers like

      • Ease of use
      • Email tracking
      • Customer support

      Common complaints

      • Feature complexity
      • Limited integrations

      Buyer sentiment

      Overall positive sentiment highlights ease of use and productivity gains, tempered by concerns over occasional bugs and mobile app performance.

      What buyers like

      • Ease of use
      • Time-saving visual communication
      • Integration with existing tools

      Common complaints

      • Software bugs and crashes
      • Mobile app performance issues

      Pros and Cons

      • Seamless Gmail integration enabling efficient email tracking

      • Effective scheduling and campaign management features

      • Intuitive and user-friendly interface facilitating quick adoption

      • Feature complexity can overwhelm new users without sufficient support

      • Limited marketplace for additional apps and connectors

      • Quick creation and sharing of screenshots, videos, GIFs, and annotated content saves significant time

      • Intuitive and easy to use with keyboard shortcuts and seamless desktop/browser integration

      • Instant upload with automatically generated shareable links enhances collaboration

      • Occasional bugs and crashes causing failed uploads or lost content

      • Performance slowdowns during uploads and syncing issues across devices

      Positive Reviews

      No reviews available for the product

      No reviews available for the product

      Used Yesware or CloudApp? Tell buyers what actually differs.

      List of Customers

      Customers

      monday.com

      monday.com

      Groupon

      Groupon

      Tufts

      Tufts

      Uber

      Uber

      Salesforce

      Salesforce

      Media and Screenshots

      Screenshots

      Tracking

      6 Screenshots

      Annotate Your Images for Better Results

      4 Screenshots

      Videos

      video-0

      4 Videos

      video-0

      4 Videos

      Top Alternatives to Yesware and CloudApp in 2026

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      Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].

      Frequently asked questions

      Which is better, Yesware or CloudApp?
      CloudApp edges out the other on user ratings (4.5 vs 4.4). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
      Do Yesware and CloudApp offer a free trial?
      Yes, both Yesware and CloudApp offer a free trial.
      What is the starting price of Yesware vs CloudApp?
      Yesware starts at $15 /User/Month. CloudApp starts at $8 /User/Month.
      What are the top alternatives to Yesware?
      Top alternatives to Yesware include AroundDeal, CrankWheel, ZoomInfo Engage, Hubspot Marketing Hub, HubSpot CRM.
      What are the top alternatives to CloudApp?
      Top alternatives to CloudApp include Scribe, FireShot, Snapup, RecordScreen.io, Snagit.