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Yesware vs Outreach vs AroundDeal vs CrankWheel Comparison

Last updated:

Yesware

4.4(1,664 reviews)

Starting at $15 /User/Month

  • Free Trial
  • Freelancers / Consultants
  • Large Enterprises

YesWare offers sales teams an all-in-one solution for engagement and lead capture using Gmail as the interface. From one source, sales reps can collect leads, create plans and schedule meetings. Everything is centralized…

Outreach

4.0(6,504 reviews)

Starting at Contact for pricing

  • Large Enterprises
  • Medium Business

Outreach sales engagement software gives a sales force the right message, to the right person, in real time. Sales are made through people, the software helps drive engagement between people from all over the world to bu…

AroundDeal

3.5(73 reviews)

Starting at Contact for pricing

  • Large Enterprises
  • Medium Business

AroundDeal is the ultimate tool for B2B marketing initiatives. Our extension helps you quickly and accurately identify leads necessary to close deals faster. We provide you with a list of high-quality, high-value prospec…

CrankWheel

4.2(6 reviews)

Starting at $89 /Month

  • Large Enterprises
  • Medium Business

CrankWheel provides instant screen-sharing and helps you to quickly reduce your sales cycle by half. It can broadcast your visual presentation from your phone in just 10 seconds, simplifying the process of responding to…

Yesware leads on user satisfaction with a 4.4-star rating across 1,664 reviews.

Yesware vs Outreach vs AroundDeal vs CrankWheel — at a glance

FeatureYeswareOutreachAroundDealCrankWheel
Rating4.4 / 54.0 / 53.5 / 54.2 / 5
Reviews1,6646,504736
Starting price$15 /User/MonthContact for pricingContact for pricing$89 /Month
Free trial Yes No No No
Free version No No No No
Best forFreelancers / Consultants, Large Enterprises, Medium BusinessLarge Enterprises, Medium Business, Small BusinessLarge Enterprises, Medium Business, Small BusinessLarge Enterprises, Medium Business, Small Business
CategorySales Engagement SoftwareSales Engagement SoftwareSales Intelligence SoftwareSales Engagement Software
PlatformsSaaS/Web/Cloud, Installed - Windows, Installed - MacSaaS/Web/CloudSaaS/Web/CloudSaaS/Web/Cloud, Installed - Windows, Installed - Mac
APIAvailableAvailableAvailable
Support modesOnlineBusiness HoursOnline24/7 (Live rep), Business Hours, Online
CertificationsSOC 2, GDPRSOC 2, GDPR, ISO 27001
Data residencyUSGlobalUS

Key differences between Yesware and Outreach

  • Pricing: Yesware starts at $15 /User/Month. Outreach pricing is not publicly listed.
  • Free trial: Yesware offers a free trial; Outreach does not.
  • Target audience: Yesware is built for Freelancers / Consultants and Large Enterprises, while Outreach targets Large Enterprises and Medium Business.
  • User satisfaction: Yesware scores higher with a 4.4-star average.
  • Deployment: Yesware supports SaaS/Web/Cloud, Installed - Windows, Installed - Mac; Outreach supports SaaS/Web/Cloud.

Compare Yesware vs Outreach vs AroundDeal vs CrankWheel — and walk away knowing which one fits.

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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Talk to an expert
Outreach - Sales Engagement Software
Talk to an expert
Talk to an expert

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.

Outreach

Best for complex B2B sales teams needing customizable engagement workflows.

Choose if
  • You manage a mid-size to large tech or SaaS sales team requiring deep CRM integration.
  • Your sales process demands highly personalized, real-time engagement sequences.
  • You need a flexible platform with intuitive UI and strong customer support.
Consider alternatives if
  • Your company has a small or less mature sales team overwhelmed by complex tools.
  • You require extensive third-party marketplace apps or connectors beyond core integrations.

AroundDeal

Best for

Large Enterprises, Medium Business, Small Business

CrankWheel

Best for

Large Enterprises, Medium Business, Small Business

Yesware: Best for Gmail-centric sales teams needing streamlined email tracking and campaign management. Outreach: Best for complex B2B sales teams needing customizable engagement workflows.

Description

YesWare offers sales teams an all-in-one solution for engagement and lead capture using Gmail as the interface. From one source, sales reps can collect leads, create plans and schedule ... Read More about Yesware

Outreach sales engagement software gives a sales force the right message, to the right person, in real time. Sales are made through people, the software helps drive engagement between ... Read More about Outreach

AroundDeal is the ultimate tool for B2B marketing initiatives. Our extension helps you quickly and accurately identify leads necessary to close deals faster. We provide you with a list of ... Read More about AroundDeal

CrankWheel provides instant screen-sharing and helps you to quickly reduce your sales cycle by half. It can broadcast your visual presentation from your phone in just 10 seconds, ... Read More about CrankWheel

Entry Level Pricing

  • Starts from $15 , Billed Yearly
  • Not Available
  • Not Available
  • Starts from $89

Free Trial Availability

  • No free trial
  • No free trial
  • No free trial

Spotsaas Score

What's this? ↗

9.4/10

9.4/10

Not Available

Not Available

User Ratings

Based on verified Spotsaas reviews

3.5

(73)

4.2

(6)

Best Company Size

Small BusinessMedium Business
51-500 employees500+ employees
Get pricing help
Get pricing help
Get pricing help

Software Demo

Demo

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Share your priorities, budget, and team needs, and we’ll help you narrow the options and understand the tradeoffs before you talk to vendors.

How do Yesware, Outreach, AroundDeal and CrankWheel Compare on Features?

Total Features

10 Features

13 Features

5 Features

6 Features

Unique Features

No unique features

No unique features

No unique features

No unique features

Get Quote
Get Quote
Get Quote

Compare Yesware, Outreach, AroundDeal and CrankWheel 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
          • Not Available
          • Not Available
          • $89

          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
          • Not Available
          • Not Available

          Pricing Page

          Yesware pricing

          Pricing information not available

          Pricing information not available

          CrankWheel pricing

          Other Details

          Organization Types supported

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

          Platforms Supported

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

          Modes of support

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

          API Support

          • Available
          • Available
          • Not Available
          • Available
          Get help choosing
          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

          ISO 27001

          ✓ Yes

          Single Sign-On (SSO)

          ✓ Yes
          ✓ Yes

          Multi-Factor Auth (MFA)

          ✓ Yes
          ✓ Yes

          Data Encryption

          ✓ Yes
          ✓ Yes

          Audit Logs

          ✓ Yes
          ✓ Yes

          Data Residency

          🇺🇸 US
          🌐 Global

          Yesware vs Outreach vs AroundDeal User Reviews & Rating Comparison

          User Ratings

          4.2

          (based on 6 reviews)

          Rating Distribution

          279

          43

          9

          6

          4

          812

          82

          12

          2

          6

          124

          16

          11

          0

          3

          0

          0

          0

          0

          0

          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

          Users generally praise Outreach for its ease of use, customizable workflows, and strong customer support, though some find the feature set complex and the marketplace limited.

          What buyers like

          • Ease of use
          • Customizable sales journeys
          • Responsive customer support

          Common complaints

          • Feature complexity for new users
          • Limited marketplace integrations

          Buyer sentiment

          Buyer sentiment is mixed to positive across 154 reviews, with clear strengths and a few common watchouts.

          What buyers like

          • Identifies high-quality leads
          • Access to LinkedIn data
          • Deep insights

          Common complaints

          • Limited to B2B
          • Pricing can be high
          • Data accuracy issues

          Buyer sentiment

          Buyer sentiment is positive across 6 reviews, with strong overall satisfaction.

          What buyers like

          • Instant screen-sharing
          • Reduces sales cycle
          • Easy customer invitations

          Common complaints

          • Limited to screen-sharing
          • May require internet connection
          • Not suitable for large presentations

          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

          • Intuitive user interface with well-organized workflows

          • Customizable prospect and customer journey sequences

          • Responsive and proactive customer support

          • Steep learning curve due to feature richness for new users

          • Limited marketplace apps and connectors restricting advanced integrations

          • Access to extensive LinkedIn data for lead generation.

          • User-friendly interface for quick navigation.

          • Deep insights help in decision-making.

          • Limited to B2B applications.

          • Pricing may be high for smaller businesses.

          • Quick and easy screen-sharing capabilities

          • Reduces sales cycle time significantly

          • Real-time engagement enhances customer experience

          • Limited features beyond screen-sharing

          • Requires stable internet connection

          Positive Reviews

          No reviews available for the product

          No reviews available for the product

          No reviews available for the product

          No reviews available for the product

          Negative Reviews

          No reviews available for the product

          No reviews available for the product

          No reviews available for the product

          No reviews available for the product

          List of Customers

          Customers

          monday.com

          monday.com

          Groupon

          Groupon

          Tufts

          Tufts

          Adobe

          Adobe

          Signal

          Signal

          Microsoft

          Microsoft

          No Customers information available.

          CrankWheel_customers_0

          CrankWheel_customers_0

          CrankWheel_customers_1

          CrankWheel_customers_1

          CrankWheel_customers_2

          CrankWheel_customers_2

          Media and Screenshots

          Screenshots

          Tracking

          6 Screenshots

          Sales Intelligence-1

          7 Screenshots

          Videos

          video-0

          4 Videos

          video-0

          5 Videos

          Expand your shortlist

          Add another option to compare side by side

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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 Outreach?
          Yesware edges out the other on user ratings (4.4 vs 4.0). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
          Do Yesware and Outreach offer a free trial?
          Yesware offers a free trial. Outreach does not.
          What is the starting price of Yesware vs Outreach?
          Yesware starts at $15 /User/Month. Outreach starts at Contact for pricing.
          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 Outreach?
          Top alternatives to Outreach include AroundDeal, CrankWheel, ZoomInfo Engage, Salesforce, Highspot.

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