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    Overview
    ProductRatingMost Used ByProduct SummaryStarting Price

    Dropbox Sign

    Score8.9 out of 10
    N/AHelloSign is an electronic signature software offering acquired by Dropbox in early 2019. It includes features such as customization for businesses of any size and bank-level security.

    $0

    per month

    Microsoft 365

    Score8.7 out of 10
    N/AMicrosoft 365 (formerly Office 365) is a Microsoft Cloud subscription service that includes Microsoft Office products (Word, Excel, PowerPoint, OneNote, Outlook, Publisher, and Access). The software can be installed across multiple devices and ensures that users always have the most up-to-date version of the included Office applications.

    $5

    Per User Per Month

    Pricing
    Dropbox SignMicrosoft 365
    Editions & Modules
    Free
    $0
    Essentials
    $15
    per month
    Standard
    $25
    per month starting at two users, per user
    Essentials API
    $75
    per month Starting at 50 signature requests / mo.
    Standard API
    $250
    per month Starting at 100 signature requests / mo.
    Premium
    Custom
    Custom
    Business Basic
    $5.00
    Per User Per Month
    Individual
    $5.84
    *Per Month
    Business - Apps
    $8.25
    Per User Per Month
    Enterprise - F3
    $10.00
    Per User Per Month
    Business Standard
    $12.50
    Per User Per Month
    Business Premium
    $20.00
    Per User Per Month
    Enterprise - E3
    $32.00
    Per User Per Month
    Enterprise - E5
    $57.00
    Per User Per Month
    Offerings
    Pricing Offerings
    Dropbox SignMicrosoft 365
    Free Trial
    YesNo
    Free/Freemium Version
    YesNo
    Premium Consulting/Integration Services
    NoNo
    Entry-level Setup FeeOptionalNo setup fee
    Additional DetailsAdditional pricing available for HelloWorks and HelloFax*When billed annually.
    More Pricing Information
    Community Pulse
    Dropbox SignMicrosoft 365
    Considered Both Products
    Dropbox
    No answer on this topic
    Microsoft
    No answer on this topic
    Key User Insights
    Would buy again
    91%
    Would buy again
    140 Answers
    96%
    Would buy again
    195 Answers
    Delivers good value for the price
    94%
    Delivers good value for the price
    133 Answers
    97%
    Delivers good value for the price
    179 Answers
    Happy with the feature set
    92%
    Happy with the feature set
    141 Answers
    98%
    Happy with the feature set
    198 Answers
    Lived up to sales and marketing promises
    93%
    Lived up to sales and marketing promises
    111 Answers
    94%
    Lived up to sales and marketing promises
    134 Answers
    Implementation went as expected
    95%
    Implementation went as expected
    127 Answers
    95%
    Implementation went as expected
    142 Answers
    Best Alternatives
    Dropbox SignMicrosoft 365
    Small Businesses
    BoldSign, by Syncfusion
    Score10 out of 10
    Google Workspace
    Score9.1 out of 10
    Medium-sized Companies
    OneSpan Sign
    Score9.6 out of 10
    Google Workspace
    Score9.1 out of 10
    Enterprises
    DocuSign
    Score8.7 out of 10
    Microsoft 365 Business Premium
    Score9 out of 10
    All AlternativesView all alternativesView all alternatives
    User Ratings
    Dropbox SignMicrosoft 365
    Likelihood to Recommend
    9.8
    (178 ratings)
    8.4
    (262 ratings)
    Likelihood to Renew
    9.1
    (12 ratings)
    9.5
    (6 ratings)
    Usability
    10.0
    (124 ratings)
    8.7
    (30 ratings)
    Availability
    9.1
    (2 ratings)
    -
    (0 ratings)
    Performance
    9.1
    (2 ratings)
    -
    (0 ratings)
    Support Rating
    1.7
    (18 ratings)
    8.9
    (54 ratings)
    Implementation Rating
    9.0
    (4 ratings)
    9.0
    (2 ratings)
    Configurability
    8.3
    (120 ratings)
    -
    (0 ratings)
    Contract Terms and Pricing Model
    9.1
    (1 ratings)
    -
    (0 ratings)
    Product Scalability
    9.1
    (1 ratings)
    -
    (0 ratings)
    Vendor pre-sale
    9.1
    (1 ratings)
    -
    (0 ratings)
    User Testimonials
    Dropbox SignMicrosoft 365
    Likelihood to Recommend
    Dropbox
    Someone who has never used Dropbox Sign before could quickly figure it out without needing a tutorial or guide. It is very useful in instantly collecting signatures and keeping others in the loop as well, even if they aren't signers. I love that there's an option to cc someone in basically and they'll be able to see the documents and when it's signed. It's also impossible to miss a document not being signed because it automatically sends reminders to signers if they do not sign and emails reminders daily, letting me know how many documents are pending signatures.
    Read full review
    Microsoft
    Microsoft 365 would be well suited for medium to large enterprises. This is where there are several hundreds or thousands of people. Since most everyone has used one of the applications the learning curve would be reduced. Another reason would be the ability to implement security measures to prevent access to sensitive data. This could justify the cost of an Enterprise license.
    Incentivized
    Read full review
    Pros
    Dropbox
    • Allows customization for each client.
    • Gives us all the room we need to create a thorough contract.
    • Allows us to save each executed contract as a PDF.
    • Looks like a pricey, professionally drawn-up contract.
    • The ability to send a new customer a professional-looking contract like this makes us look "bigger" than we are.
    Incentivized
    Read full review
    Microsoft
    • Chat with teams and the integrations with the other apps, and many more smaller ones, like to-dos, news, and the recent Outlook integration.
    • Easy embedding on SharePoint to broadcast all the content created in the different tools.
    • The office package is still robust with the good things from the past and new additions.
    Incentivized
    Read full review
    Cons
    Dropbox
    • It would be nice to be able to build a template for just the location of the signature boxes that would allow me to upload a document, and the boxes could be basically replaced. I have the exact same doc for each of my clients, but there are small changes here and there, and I have to fill in their personal info through another program, so it would be nice to be able to do a template this way instead of just tying a template to one document.
    Incentivized
    Read full review
    Microsoft
    • Slack is 1000x better than teams. Why put a 250 limit on a chat? Our company hasn't moved fully to channels and it's making us lose transparency. Plus, the teams channels we do have nobody is going to. 90% loss in visibility and engagement.
    • Teams for web meetings. I think the UI/UX should match Zoom which is the standard for all our customers. They don't like it when we use Teams.
    • Chats and Channels need to somehow be on one screen automatically without having to choose that view because majority of our company hasn't opened Teams Channels and only stays in chats.
    Incentivized
    Read full review
    Likelihood to Renew
    Dropbox
    Because this product has been affordable which is so important for a non profit however it is also of good quality so its not like you get a cheap version of this you get a quality product at an affordable price and that is so important for a non profit
    Incentivized
    Read full review
    Microsoft
    There are many features of Office that we cannot replicate in any other tool. Plus people know it already. It's not going away anytime soon.
    Incentivized
    Read full review
    Usability
    Dropbox
    I found this to be super user-friendly and easy to teach other teammates how to use in 5 minutes. I use it frequently, and there was little to no learning curve with this product. I also find that document signers have no problem navigating the documents we need them to review.
    Incentivized
    Read full review
    Microsoft
    Microsoft 365 is the gold standard for performing project tasks in a professional environment, enabling the quick transfer and exchange of files and ideas for team members who work locally and remotely. Its suite of tools is familiar and has evolved to being cloud based, allowing for files to be updated in real time from near and far.
    Incentivized
    Read full review
    Reliability and Availability
    Dropbox
    I have not encountered this because it was so easy to use however just seeing how they created a community is great and shows that they are here for their users. I am going to say I am sure they are available and ready to assist when needed. The fact that we have not yet experienced an outage and issues says a lot though :)
    Incentivized
    Read full review
    Microsoft
    No answers on this topic
    Performance
    Dropbox
    Again I cannot say it is enough this app is simple. We are preparing to be able to integrate with Salesforce and Sharepoint at a very small cost per user (these are the platforms we use) and it is great that they have the option to integrate these apps. We love this app
    Incentivized
    Read full review
    Microsoft
    No answers on this topic
    Support Rating
    Dropbox
    Support is limited to email only (for our subscription level), which might be OK for a e-signing platform if support was relatively rapid. This is not the case with HelloSign. Since the issues first arose a week ago, we have made no discernible progress in solving the problem. No matter how quickly I respond to a follow-up email, we receive only 1 email a day from the support. The other issue, which is a true edge case situation, is their insistence on receiving email from the same email account as the HelloSign registration. We changed our organizational email recently, and I was still logging into HS using our old email address. This became a hard stop on further support, which doesn't make sense on a practical level. Why would someone write in for support with specific issues if they weren't a customer? And if they did, wouldn't that be a miniscule proportion of the support requests? So if you adopt a policy that stops providing support to anyone who isn't verified, regardless of the situation, isn't that using a blunt instrument to solve a very rare issue? Reflects the overall organizational values, in my opinion, which is not to value the small customer.
    Read full review
    Microsoft
    Over the past 8 years of using Microsoft 365, I have noticed that they change vendors often. This always leads to a poor experience in the beginning, then levels out after some time for the company to get things worked out. As a customer, it is really frustrating because I don't have time when something isn't working to have them "look into my issue" and get back with me. They have even closed a ticket I specifically told them to keep open. Your applications are only as good as the support.
    Incentivized
    Read full review
    Implementation Rating
    Dropbox
    I can not say it enough - this was the easiest implementation we have had with an application. I became an admin, I added the person who would be the back up admin, we moved forward with adding accounts and that was it. All the users we have were self sufficient enough to move forward with very little guidance and the guidance they received was in house.
    Incentivized
    Read full review
    Microsoft
    Everything works and I use it all the time.
    Incentivized
    Read full review
    Alternatives Considered
    Dropbox
    Dropbox Sign seems a little more intuitive and user-friendly than DocuSign. DocuSign also has a limit to the number of documents that you can send for signature over a period of time. Dropbox Sign integrates with just as many applications and software as DocuSign does. I also think the amount of templates that they give you to use is more than adequate for most business applications and more than other services seem to give you.
    Incentivized
    Read full review
    Microsoft
    Its very user-friendly, collaborative and efficient that boosts productivity using cloud tools. their security is strong and it provides data protection. There are regular updates that shields us from attackers too. It offers a wealth of learning resources, including tutorials, help articles and video guide to help users make the most of the application and personally upgrade their skills.
    Read full review
    Contract Terms and Pricing Model
    Dropbox
    The appropriate price for the system.
    Incentivized
    Read full review
    Microsoft
    No answers on this topic
    Scalability
    Dropbox
    Between the easy to use app, the pricing, and the team at dropbox. This app is hands down great! Easy to use. Anyone can start using it and if not I am sure the team at dropbox will guide you to implement. The cost especially for us as a nonprofit is sustainable which is great.
    Incentivized
    Read full review
    Microsoft
    No answers on this topic
    Return on Investment
    Dropbox
    • Faster time to contract signature-less overthinking because they sign with their finger on the phone with the sales rep.
    • Reduction of paper waste and organization.
    • Ease for sales reps to quickly choose and alter any agreement they need while on a call.
    Incentivized
    Read full review
    Microsoft
    • We have a lot of nonprofit users, so they have a good ROI.
    • I like the constant updates without having to purchase the software repeatedly.
    • I used to purchase each Office (insert year here) often, so the software was up to date and had the newest options and connectors. I think my return on investment would have been much better if Microsoft had updated those versions to keep them current; after all, we did pay for them.
    • Microsoft 365's offering a monthly fee or a discount for a year helps, and you can look at it as a free backup if you have everything set to back up to One Drive. (Cloud-based document filing you can access anywhere ( with an internet connection)—you Can't beat that!)
    Read full review
    ScreenShots

    Dropbox Sign Screenshots

    Screenshot of drag and drop fields for any document to create an e-signature documentScreenshot of signer settings that can be used to distribute agreementsScreenshot of Notifications of completed signaturesScreenshot of uploading a documentScreenshot of Admin homepageScreenshot of template creation