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    Overview
    ProductRatingMost Used ByProduct SummaryStarting Price

    Autotask PSA

    Score7.7 out of 10
    N/AAutotask PSA is designed as a complete IT Business Management Platform for MSPs, now from Datto (resulting from the Autotask merger with Datto in 2017).N/A

    Square Invoices

    Score9.2 out of 10
    N/ASquare Invoices is a software invoicing solution from Square headquartered in San Francisco, California.N/A
    Pricing
    Autotask PSASquare Invoices
    Editions & Modules
    No answers on this topic
    No answers on this topic
    Offerings
    Pricing Offerings
    Autotask PSASquare Invoices
    Free Trial
    NoNo
    Free/Freemium Version
    NoNo
    Premium Consulting/Integration Services
    NoNo
    Entry-level Setup FeeNo setup feeNo setup fee
    Additional Details——
    More Pricing Information
    Community Pulse
    Autotask PSASquare Invoices
    Considered Both Products
    Kaseya
    No answer on this topic
    Block, Inc (Square)
    No answer on this topic
    Key User Insights
    Would buy again
    92%
    Would buy again
    11 Answers
    No answers on this topic
    Delivers good value for the price
    91%
    Delivers good value for the price
    10 Answers
    No answers on this topic
    Happy with the feature set
    92%
    Happy with the feature set
    11 Answers
    No answers on this topic
    Lived up to sales and marketing promises
    78%
    Lived up to sales and marketing promises
    7 Answers
    No answers on this topic
    Implementation went as expected
    80%
    Implementation went as expected
    8 Answers
    No answers on this topic
    Best Alternatives
    Autotask PSASquare Invoices
    Small Businesses
    BQE CORE
    Score8.8 out of 10
    Zoho Invoice
    Score9.5 out of 10
    Medium-sized Companies
    Workday Professional Services Automation
    Score8.2 out of 10
    No answers on this topic
    Enterprises
    Planview AdaptiveWork
    Score8.8 out of 10
    No answers on this topic
    All AlternativesView all alternativesView all alternatives
    User Ratings
    Autotask PSASquare Invoices
    Likelihood to Recommend
    10.0
    (30 ratings)
    9.1
    (7 ratings)
    Likelihood to Renew
    9.0
    (1 ratings)
    -
    (0 ratings)
    Usability
    9.0
    (2 ratings)
    -
    (0 ratings)
    Support Rating
    8.4
    (4 ratings)
    9.7
    (2 ratings)
    User Testimonials
    Autotask PSASquare Invoices
    Likelihood to Recommend
    Kaseya
    In my opinion, Datto Autotask is exceptionally complicated to set up, manage, and use on a daily basis. I would think the target market for this product would be someone managing a team of 20 - 50 people, possibly more. In my experience, for it to run properly you will need to dedicate at least half an FTE to running this product in an organization of that size per month. I would not recommend it for companies with less than 10 people or for companies that value quick communication with their clients. I would not recommend it for companies using Datto's RMM product. The integration exists, but it is clearly a bolt-on. They were not developed together and they are slow to talk to each other. Frequently you cannot add details from RMM sessions into the PSA without manually copying the ticket number, and if the ticket is more than a week old, then you can't even find it with the ticket number.
    Incentivized
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    Block, Inc (Square)
    Square Invoices is the best service that I have found for what it does: it's easy to use, nice to look at, and never seems to go to spam or be lost by clients. Clients mention that the setup is easier than services my competitors use. You can even attach your contract to the invoice, which is wonderful in case there are questions later on. Unfortunately, not being able to have clients alter quantities or select add-ons means for half of my services, I have to use a different, inferior service.
    Incentivized
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    Pros
    Kaseya
    • The graphical calculations on time spent on requests, how long they were open for, who worked on a ticket last.
    • Grouping by priority so you can determine easier what needs to be addressed sooner rather then later. This also helps if Account Management has conversations a technician is not aware of so they can prioritize efficiently.
    • The email updates that are sent out to the technicians so they are aware of upcoming or stale tickets.
    Incentivized
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    Block, Inc (Square)
    • Adding a customer to invoice is super simple and takes minimal effort.
    • Payment collection is easy and seamless because Square Invoices allows the recipient to pay using credit/cards.
    • One of the fest features is allowing invoices to be recurring. If my contract stipulates a flat fee monthly, I can set the invoices to recur monthly for the duration of the contract.
    Incentivized
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    Cons
    Kaseya
    • The GUI is a little dated.
    • Some integrations are limited for not being a Datto product.
    • While not as complex to set up as Connectwise, it definitely requires some serious thought during the initial setup.
    • Email processing could offer more options for parsing keywords and allow for more automation.
    • The mobile app is just not worth using in my experience.
    Incentivized
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    Block, Inc (Square)
    • The reports section is not always the easiest to understand. It seems like I have to stop and think about options instead of it being 100% intuitive.
    • With the fees we pay per transaction, it would be nice to be able to add additional "limited" users for no extra cost.
    Incentivized
    Read full review
    Likelihood to Renew
    Kaseya
    After using multiple products on the market, Autotask was intuitive and easy to manage.
    Incentivized
    Read full review
    Block, Inc (Square)
    No answers on this topic
    Usability
    Kaseya
    Datto Autotask PSA is a full featured product that can do almost anything you need. There is a significant learning curve to get started which requires several hours spent in product training. Additionally, several hours / days are needed to get clients imported, contracts configured, and integrations implemented. Once the setup and user training is complete, the product is very functional, but it's imperative to not get overwhelmed when starting out.
    Incentivized
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    Block, Inc (Square)
    No answers on this topic
    Support Rating
    Kaseya
    They are fairly quick at returning a response to a problem and have been able to fix all issues for the most part.
    Incentivized
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    Block, Inc (Square)
    The only time I had a problem was a false chargeback from a client. Square Invoices referenced our contract and ruled in my favor, and they did so in a timely manner. I sent them the contract and my email history with the client, and they quickly unfroze the amount of money.
    Incentivized
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    Alternatives Considered
    Kaseya
    The portion of Autotask that we've used other companies for prior to using Autotask is the Endpoint Management. The Autotask Endpoint Management (AEM) portal integrates perfectly with their PSA/CRM tools. It's alerting features are much better than the above software as there aren't a bunch of superfluous and unneeded alerts. Instead, it only alerts for things that you specify that you want. Alerts aside, for the PSA/CRM, I don't have much to compare it to as Autotask was the first PSA we tried. It's hard to imagine a PSA having more features or doing a better job than Autotask.
    Incentivized
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    Block, Inc (Square)
    Square Invoices is easier to use and automatically transfers your money to your bank account vs Paypal that holds your money and you have to manually transfer and it takes 3-5 days (many times more). Square Invoices looks better overall, and for the same fees as Paypal, provides a better service overall.
    Incentivized
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    Return on Investment
    Kaseya
    • We were able to identify the profitability of our entire client base.
    • We identified a loss of over 1 million dollars for time unbilled consultancy fees using metrics derived from Autotask.
    • Autotask helped us serve our client base in a professional manner, it's like having an entire department at your finger tips.
    • Autotask is the heartbeat of our operation.
    Incentivized
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    Block, Inc (Square)
    • I love that I can sort my invoices in total, or by a specific time period to see how my sales are doing and comparing to prior time periods.
    Incentivized
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    ScreenShots