CIOs and IT managers have many choices when it comes to cloud-based productivity tools for email, documents, calendar and file-sharing. The first two options that come to mind for most, however, are Google Apps for Work and Office 365.\nThe former packs all the familiarities of the Google Apps suite, including Gmail, Hangouts, Drive and Calendar, while the latter comes with the longer legacy of tried-and-true Microsoft Office apps, such as Word, Excel, Outlook and PowerPoint. The two options have unique strengths and weaknesses, and each is best-suited for specific types of businesses and users.\nGoogle for Work vs. Microsoft Office 365: Price, simplicity and storage\nBoth services start at $5 per month. Microsoft requires a full-year commitment for its enterprise plans, while Google's entire suite is available on a month-to-month basis. Google also offers a yearly discounted plan for $50 a year, plus tax.\nEvery Office 365 user gets at least 1TB of cloud storage, while Google's entry-level plan provides considerably less space: 30GB of online storage per user. However, Google provides unlimited storage for accounts with at least five users on its $10 per month or $120 per year (plus tax) plans.\nGoogle also gets high marks for simplicity, because it offers two relatively straightforward plans.\u00a0\nMicrosoft makes things a bit more confusing with six total packages \u2014 three for small and medium-size businesses and three for large enterprises \u2014 that range in price from $5 to $20 per month, with a yearly commitment.\nPricing is an important determining factor, but equally important for CIOs are the feature sets, security safeguards and user experiences of both platforms. The ideal cloud-based platform is secure, stable and simple for employees to learn and use. Cost is just one of the many concerns IT managers must consider when investing in cloud-based productivity platforms.\u00a0\n[Related News Analysis: Android for Work pushes Google further into enterprise]\nEric Schlissel, CEO of IT consultancy GeekTek IT Services, says his company uses Google for Work, but more often than not he recommends Office 365 to clients because they are already heavily dependent and invested in Microsoft Outlook. Many business owners are reluctant to change the way their offices work, according to Schlissel.\n"We tend to recommend Google for Work to clients with a younger and more tech-savvy workforce," Schlissel says. "CIOs should look at how their employees use technology and work outwards from there."\n\nWhere Google for Work falls short\u00a0\nAt Creative Solutions in Healthcare, a company that owns and operates assisted-living facilities, the IT department uses Google for Work while the rest of the company relies on Office 365, according to CIO Shawn Wiora.\n"In many ways, Google for Work is a low-cost equivalent of Office 365, and it's a great fit for startups and small businesses that need to limit costs while achieving 'good enough' status," Wiora says. "However, the cost savings come with a number of nuances that limit its fit for enterprise customers."\u00a0\u00a0\n[Related Feature: IT execs share experiences with Google for Work]\nWiora says there are at least four problems with Google for Work that can add up to a major burden for businesses. He cites "shared calendar issues, an inability to transfer Excel formulas directly into Google Spreadsheets, compatibility issues and vertical-specific decisions like Google's past refusal to sign a HIPAA BAA [Health Insurance Portability and Accountability Act Business Associate] agreement for the healthcare industry." Google removed the barrier for organizations that need to comply with HIPAA in late 2013.\nIn Wiora's experience, Google's suite keeps up with Office 365 about 90 percent of the time. It's that other 10 percent that "makes Google for Work a poor substitute for medium and large enterprises that expect to simply pick up in Google where they leave off with Microsoft."\nBetterCloud, a company that provides security and management services for Google Apps and Office 365, also uses both Google and Microsoft's offers, according to Tim Burke, BetterCloud's IT director.\nThe company primarily uses Google for Work as the sole platform for its corporate calendar and conference room reservation system, but it also provides Office 365 accounts to users who work on its Microsoft-related products.\n"We've looked into many solutions for coexistence between the two platforms (especially for calendar and contacts), but there's nothing mature yet that allows Google Apps and Office 365 to 'play together' well on a single domain," Burke says.\nBoth platforms are enterprise class, with almost identical offerings, according to Burke, who says Google's suite is becoming more "enterprise" every day.\n"Many people don't realize [Google has] been in this market for over six years at this point, and Google Apps is used by some of the largest organizations in the world," Burke says. Google's strengths also include a deeply integrated infrastructure and a simple licensing structure, he says.\nOffice 365 provides a continuity with legacy solutions that makes it easier to keep everyone happy with the applications they've been using for many years, or perhaps decades, but it's also evolving. "Office 365 is based on Microsoft's legacy products and is becoming more 'cloud-enabled' and easy to manage," Burke says.\u00a0\n\n\t\n\nGoogle for Work vs. Microsoft Office 365: One size does NOT fit all\u00a0\nMany others familiar with Office 365 and Google for Work take a much less neutral stance than Wiora and Burke; both companies have dedicated users and evangelists.\nMartin Milanov, a digital marketing specialist at Fair Point, a corporate travel management firm based in Germany, writes that he "will scream to the ends of hell if they take away my Excel and make me use the, let's face it, subpar Excel wannabe that is Google Sheets."\u00a0\nKristin Bassett, corporate marketing manager at AppNeta, an application performance management provider, says her company recently switched from Microsoft to Google to get all employees on the same email system. The firm chose to migrate its entire staff to Google for Work because it preferred Gmail to Outlook and considered email its highest-priority tool.\n[Related News Analysis: Why IT should be skeptical of Facebook at Work]\nMany of the engineers working for AppNeta had requested corporate access to Gmail, according to Bassett, and the switch improved the company's ability to hire and retain engineers, who are core to its business.\nRegardless of platform, it's about preparation\nBoth Burke and Wiora encourage CIOs to gain a deep understanding of their users' needs and company goals before deciding on Google for Work or Office 365.\n"We've worked with thousands of customers across both platforms, and the most successful deployments involved a highly democratic approach where they set up small pilot groups, talked to managers in different departments, discussed pros and cons for both platforms, and generally took the time to make sure they were making the best decision for their users and not for their IT department or existing infrastructure," says Burke.\nFor some CIOs, a hybrid approach will work best, according to Wiora. However, using both platforms can also lead to more work and potential problems for IT. "Each new service increases complexity for end users exponentially rather than linearly, so reducing confusion from having information in so many places will be critical for anyone using a hybrid approach," says Wiora.\nAbove all, CIOs shouldn't delay the necessary research and piloting, and they should try to make a decision as quickly as possible, according to Burke. "Whether your organization chooses Google Apps or Office 365, you're getting a cloud office platform that's going to fundamentally change the way your business operates if it's correctly implemented and thoroughly adopted," he says.