# OutSail Reviews **Vendor:** OutSail **Category:** [Workday Consulting Services](https://www.g2.com/categories/workday-consulting-services) **Average Rating:** 5.0/5.0 **Total Reviews:** 20 ## About OutSail Founded in 2018, OutSail's free HR Tech advisory services help businesses research, evaluate and select the right HR software for their needs. OutSail pioneered the software broker model, and our unique model allows our services to be both vendor-agnostic and cost-free to our customers. Organizations rely on HR Tech more than ever before. But it's never been harder to research, select & implement the right tools. Buyers are often overwhelmed and unprepared, facing a crowded software marketplace and pushy salespeople. OutSail exists because buyers deserve more. More support, more insights, more resources & more expertise Come see why buying software with the help of a software broker is the way of the future. ## OutSail Reviews ### 1. Exceptional Guidance for HRIS Evaluation **Rating:** 5.0/5.0 stars **Reviewed by:** nicole n. | Senior HR Operations Generalist, Biotechnology, Mid-Market (51-1000 emp.) **Reviewed Date:** February 24, 2026 **What do you like best about OutSail?** I like that OutSail helps evaluate HRIS options, ensuring the systems integrate well with our existing software and align well with our stated needs. OutSail was recommended to me within 2 different HR Slack communities. I was able to quickly connect with the founder, Brett, who provided evaluation support fitting our lean team's criteria. I was able to meet 1x1 with a member of their team to discuss what was not working with our current vendor and what we needed in a new provider. After the call, they distilled our conversation into a scorecard format and populated it with vendors within the space that aligned with our stated criteria. This report card template was easy to read and documented everything needed to ensure our compliance team was ept up to speed on our evaluation. Additionally, their deep expertise in the market also provided us with insight into what to expect in terms of fair pricing, which was extremely helpful throughout the negotiation process. Using OutSail made our evaluation process clearer and more efficient. The team was consultative and knowledgeable, never pushing paid services, and their documentation was essential for future audits. They supported us through vendor negotiations, ensuring fair pricing. OutSail's consultative nature and market expertise extended our reach, helping us make a thorough decision on a high-touch system important to our organization. **What do you dislike about OutSail?** N/A **What problems is OutSail solving and how is that benefiting you?** I used OutSail to evaluate HRIS options, ensuring system integration with our tech stack. Their clear, consultative approach saved us time and helped us make efficient, unbiased decisions. Their documentation made it easy to relay information to leaders within the company as well as meet compliance requirements. They also provided guidance on pricing which helped us through vendor negotiations. ### 2. Five Stars - Expert, Unbiased Guidance That Drives Confident Decisions **Rating:** 5.0/5.0 stars **Reviewed by:** Jamie O. | Mid-Market (51-1000 emp.) **Reviewed Date:** January 07, 2026 **What do you like best about OutSail?** What I like best about OutSail is their deep expertise paired with a truly unbiased perspective. They weren’t tied to any specific platform, so their guidance was grounded in what actually made sense for our organization, not in pushing a particular solution. I also really valued their candor. They asked thoughtful, sometimes challenging questions that pushed us to examine whether we were framing problems and requirements the right way. That honesty and intellectual rigor made the process better and led to stronger, more confident decisions. **What do you dislike about OutSail?** There wasn’t anything I disliked about working with OutSail. The only consideration is that adding an external partner requires intentional coordination and communication to keep everyone aligned. In our case, the value OutSail provided far outweighed the additional touchpoints, and their responsiveness made that coordination easy to manage. **Recommendations to others considering OutSail:** Outsail was an outstanding partner throughout our HRIS evaluation process. They helped us clearly define what we actually needed (not just what vendors were selling), guided us through identifying the best-fit solutions, pressure-tested our top HRIS contenders, and supported us through contract review with a sharp, unbiased lens. Brett, the CEO, brings deep strategic insight and credibility—he’s clearly built the firm around real-world HR and operator experience, not theory. Logan, the Director of Advisory Services, was equally impressive: organized, pragmatic, and relentless about keeping the process focused, efficient, and aligned to our business goals. Brett also supported us in the final stages by translating complex HRIS tradeoffs into plain language and actionable decisions, saving us significant time and helping us avoid costly missteps. If you’re navigating an HRIS selection and want a partner who’s independent, knowledgeable, and genuinely on your side, Outsail is absolutely worth it. **What problems is OutSail solving and how is that benefiting you?** We connected with OutSail to solve the problem of the current HRIS no longer meeting our needs and to evaluate a new solution. We were facing a complex HRIS evaluation with competing priorities, strong sales pressure from vendors, and real risk of choosing a system that wouldn’t scale with our business or culture. OutSail brought structure, independence, and expertise to the process. Helping us clarify our true requirements, objectively evaluate and compare platforms, and understand the real tradeoffs between options. The benefit was a faster, more confident decision with far less risk. We cut through marketing noise and entered contract negotiations informed and prepared. Ultimately, OutSail helped us select an HRIS aligned to our operational needs and long-term strategy, not just what looked good in a demo. ### 3. Streamlined HRIS Selection Process **Rating:** 5.0/5.0 stars **Reviewed by:** Lynsey S. **Reviewed Date:** February 11, 2026 **What do you like best about OutSail?** I find OutSail helpful in getting our thoughts and process organized. I really like the scorecards and pre-populated questions they provide, which helped us make an informed purchasing decision. **What do you dislike about OutSail?** Nothing comes to mind **What problems is OutSail solving and how is that benefiting you?** OutSail helped us organize our thoughts and process for HRIS evaluation, providing us with scorecards and pre-populated questions that facilitated an informed purchasing decision. This support was helpful in switching from Paycom to ADP. ### 4. Very Helpful **Rating:** 5.0/5.0 stars **Reviewed by:** Verified User in Real Estate | Small-Business (50 or fewer emp.) **Reviewed Date:** August 04, 2025 **What do you like best about OutSail?** Logan was very helpful. With OutSail's help I was able to narrow my search immediately to 4 companies. Logan helped me setup intro meetings with the 4 and I was able to narrow it down quickly to 2. It saved me a lot of time. **What do you dislike about OutSail?** Nothing. Logan was great to work with - I am very happy with the process **Recommendations to others considering OutSail:** I would recommend OutSail **What problems is OutSail solving and how is that benefiting you?** Choosing a New HRIS/Payroll Provider ### 5. Game changer for any HR team! **Rating:** 5.0/5.0 stars **Reviewed by:** Christina V. | Mid-Market (51-1000 emp.) **Reviewed Date:** November 12, 2024 **What do you like best about OutSail?** Their ongoing support. Always there when we had questions either via email or jumping on a call/zoom. Truly a wonderful partner to work with. Hopefully I don't have to go through another HRIS implementation anytime soon, but if it so happens ... I would absolutely use Outsail again. **What do you dislike about OutSail?** Nothing at all! Outsail will only make your life easier. **What problems is OutSail solving and how is that benefiting you?** With a background in HR consulting and HRIS implementations, I knew just how overwhelming it could be to select a new HRIS provider. I’d been the one creating complex spreadsheets comparing HRIS options, so when I heard about Outsail, I was genuinely intrigued. Working with Outsail was a game-changer for my team. Their support was invaluable—they helped us quickly narrow down a shortlist of vendors that aligned with our unique needs, saving us tons of time and effort. They provided us with a document that was clear and comprehensive, breaking down each vendor's offerings and highlighting which would best fit an organization of our size and with our needs. Brett, the founder, was there for us every step of the way, always ready with answers, insights, and guidance. His expertise made us feel confident and informed throughout the process. Outsail’s industry knowledge and commitment to supporting buyers made a daunting process feel manageable. Their proposal analysis and negotiation guide were a huge help in securing the best deal. I’d recommend Outsail to any company choosing new HR software—they simplified the journey for us and I am so grateful! ### 6. OutSail simplified the HR tech decision making process & saved us time! **Rating:** 5.0/5.0 stars **Reviewed by:** Verified User in Hospitality | Mid-Market (51-1000 emp.) **Reviewed Date:** December 27, 2024 **What do you like best about OutSail?** It was straight forward. Brett was so helpful! **What do you dislike about OutSail?** I wish I knew about it sooner in the HCM / HRIS evaluation process, it would have saved me more time! **Recommendations to others considering OutSail:** Once you determine your needs, start with OutSail before doing your own research on the options. Without a service like OutSail you could spend hours and hours looking into options (and feeling overwhelmed) without any direction or process for narrowing down. **What problems is OutSail solving and how is that benefiting you?** OutSail took all the HR tech solutions available on the marketplace (and there are A LOT of options!) and helped us narrow down based on our needs then provided a comprehensive overview of the options with unbiased reviews of each as well as metric-based evaluation tools to assess them ourselves. Without OutSail, I was overwhelmed by the options and biased by all the people selling their solutions. After using OutSail I felt confident we were making an informed choice. ### 7. Excellent support and guidance! **Rating:** 5.0/5.0 stars **Reviewed by:** Desiree P. **Reviewed Date:** August 05, 2024 **What do you like best about OutSail?** Brett really listened to our needs. He made sure he understood exactly what we were looking for, and not only spoke to the benefits of each platform, but also highlighted challenges for each platform so we were fully informed. **What do you dislike about OutSail?** Absolutely nothing. Our experience with OutSail was 100% positive. **What problems is OutSail solving and how is that benefiting you?** Our organization was looking for a more comprehensive and scalable HRIS platform. Brett was so easy to work with. He really listened to what was important to us to provide us with a short-list of vendors that were targeted to our current and future needs. He assisted through every step of the process, guided us through questions to ask during vendor demos, and helped us tremendously during our negotiation phase! His insight was exactly what we needed to not only find the vendor best suited for our organization, but to get the very best pricing possible. He was always quick to respond and had answers for every question we asked! ### 8. HRIS research, comparison, and selection made easy! **Rating:** 5.0/5.0 stars **Reviewed by:** Kate S. | Human Resources Manager, Small-Business (50 or fewer emp.) **Reviewed Date:** August 05, 2024 **What do you like best about OutSail?** User friendly, customized, free!, quick response time, varied and non-biased options presented **What do you dislike about OutSail?** Maybe if you already knew exactly which HRIS you wanted, the comparisons wouldn't be needed? **What problems is OutSail solving and how is that benefiting you?** With countless HRIS options on the market, it's easy to get overwhelmed by the daunting process of researching and evaluating different systems. OutSail made it a breeze - we had curated options presented in an easily digestible format, saving me countless hours of research and allowing me to jumpstart the project way faster than I would've been able to otherwise. Knowing that our shortlist had vendors specifically tailored to our company's size and was invaluable and meant we were evaluating solid options from the get-go. Thanks to OutSail, we identified and signed on with our new HRIS provider within weeks - not the months I was expected to have to dedicate to this project! ### 9. HR Technology Made Easy **Rating:** 5.0/5.0 stars **Reviewed by:** Suad M. | Mid-Market (51-1000 emp.) **Reviewed Date:** July 16, 2024 **What do you like best about OutSail?** Very transparent and eager to help. There wasn't a single point where Brett wasn't available to help push our needs and leverage anything he could to get partners to aid us on any additional requirements we had. He also had many key documents that helped make the RFP process that much easier. **What do you dislike about OutSail?** Can't say there is much here as Brett is committed to the best service he can give and willing to even jump on with the broader team to make things happen **Recommendations to others considering OutSail:** If you have a concern or need in the HR technology space (whether ATS, Employee Engagement platform, HRIS or others), they are an absolutely excellent consultant to work with to understand your pain points and help you really hone in on what alternatives are available. **What problems is OutSail solving and how is that benefiting you?** We were having trouble with our current HRIS and our setup. We needed to consider a new solution to keep up with our accelerated volume and size. They were able to get us several vendor options while also providing great resources to draw comparisons and get a wholistic view of what the best HRIS solution looks like for you. ### 10. Data-driven and simplified decision making on People tools **Rating:** 5.0/5.0 stars **Reviewed by:** Verified User in Computer Software | Mid-Market (51-1000 emp.) **Reviewed Date:** October 30, 2024 **What do you like best about OutSail?** OutSail helped us streamline the decision making and saved us a lot of time with a better outcome. **What do you dislike about OutSail?** I genuinely have no complaints--the process was very efficient and we're very happy with the end result. **Recommendations to others considering OutSail:** Think through what criteria are important to your decision making in advance to help you get the best data as quickly as possible. **What problems is OutSail solving and how is that benefiting you?** We worked with OutSail to determine which HRIS made sense for our company as we scale from about 50 people to up to a few hundred. We had a lot of constraints including integrations with existing systems and nuances with our org structure and employee distribution. OutSail helped us find appropriate options and gave us meaning criteria and scoring to make the decision making easier, and then introducing us to the right teams at each company. ### 11. Very Helpful!! **Rating:** 5.0/5.0 stars **Reviewed by:** Jay S. | Mid-Market (51-1000 emp.) **Reviewed Date:** August 05, 2024 **What do you like best about OutSail?** Brett was extremely helpful with this!!! **What do you dislike about OutSail?** Nothing at all. Everything was very helpful. **Recommendations to others considering OutSail:** Make the call! Get them involved in your HRIS search! **What problems is OutSail solving and how is that benefiting you?** Helped me select a new HRIS provider. I had 4 different ones I was evaluating and Brett at Outsail helped me narrow my choices to 2 and then Brett helped with price negotiation which got us the system we liked the most. ### 12. Quick turnaround and stellar assistance! **Rating:** 5.0/5.0 stars **Reviewed by:** Sarah W. | Mid-Market (51-1000 emp.) **Reviewed Date:** December 19, 2023 **What do you like best about OutSail?** Brett is very responsive and was diligent in checking in on us during our process! He was there to guide us through this very quick turnaround and help us keep on task even during demo fatigue! I also have appreciated receiving vendor recommendations to assist us with implemenation. OutSail has continued to guide us through all stages of the process. **What do you dislike about OutSail?** I do not believe there were any downsides to partnering wit OutSail. **Recommendations to others considering OutSail:** I definitely recommend companies partnering with OutSail. The support and knowledge expertise that OutSail brought to our table will assist us in being succesful in our quick turnaround implementation. **What problems is OutSail solving and how is that benefiting you?** My company was in a very difficult position withour our current HRIS. We were struggling and not receiving the service we need to be successful. We made the decision to start the process to find a new system on a short timeframe. We could not have accomplished this huge lift without the assistance of OutSail and Brett! We were able to narrow our search to 3 top matches which in the end saved us countless hours of searching and viewing demos! ### 13. Essential tool for HRIS evaluation **Rating:** 4.5/5.0 stars **Reviewed by:** Abigail L. **Reviewed Date:** January 10, 2024 **What do you like best about OutSail?** The shortlist report was a detailed report which highlighted features and strengths of the vendors - some we had already seen, and some new ones. The information was very valuable and the tips on preparing to evaluate solutions and preparing to negotiate pricing were also very helpful. **What do you dislike about OutSail?** Nothing to dislike - no downside that we could see. **What problems is OutSail solving and how is that benefiting you?** OutSail helped us sift through so many similar HRIS solutions and make sense of their strengths and weaknesses. We also found this to be a useful addition to our information when making the case for our ultimate choice. We found OutSail halfway through our HRIS search, and wish we'd known about it sooner. Unless you've got a seasoned HRIS person on board, this is a very useful service. ### 14. Great Partnership and Advisor **Rating:** 5.0/5.0 stars **Reviewed by:** Verified User in Information Technology and Services | Mid-Market (51-1000 emp.) **Reviewed Date:** January 04, 2024 **What do you like best about OutSail?** OutSail was always willing to advise and provide tips and guidance on the process and share their opinion even when I was managing it. **What do you dislike about OutSail?** Not applicable. There's nothing I can dislike from OutSail. **Recommendations to others considering OutSail:** Be honest and transparent with what you are trying to solve, the budget, and potential roadblocks. Be vulnerable to asking for guidance if you don't have 100% experience in a massive HCM overhaul. **What problems is OutSail solving and how is that benefiting you?** Mid 2023, I had a project to review potential solution providers for HCM and compare them with our current HCM to determine the best fit and pricing. On a peer network blog someone recommend it to reach out to OutSail. I didn't, and the review tile says everything that I experienced through the process. ### 15. Director, Talent Acquisition **Rating:** 5.0/5.0 stars **Reviewed by:** Verified User in Medical Devices | Mid-Market (51-1000 emp.) **Reviewed Date:** November 22, 2022 **What do you like best about OutSail?** Simple process that saved a lot of time by recommending various technologies that were aligned to my needs, and they connected me with a salesperson from each ATS. **What do you dislike about OutSail?** N/A. They handled everything for me from start to finish and my OutSail rep was great with follow up. **Recommendations to others considering OutSail:** I highly recommend OutSail if you're shopping around for various HR technologies. They are FREE and they do a great job of listening to requirements and recommending various technology based on your needs. **What problems is OutSail solving and how is that benefiting you?** OutSail assisted me in selecting the first ATS for my company. I had implemented several ATS's in previous roles, but I was always the one who reached out to various ATS systems myself and requested/scheduled demos. OutSail listened to my requirements and sent me back a list of several ATS's with a ranking of their fit based on my needs. They actually scored one ATS I had not previously heard of at the top of the list. After several demos we selected that ATS. We're currently in the implementation process, but we expect the ATS to meet our global needs very well! ### 16. Overall great experience! **Rating:** 5.0/5.0 stars **Reviewed by:** Samantha C. | Regional Human Resources Manager, Mid-Market (51-1000 emp.) **Reviewed Date:** November 29, 2022 **What do you like best about OutSail?** OutSail took the burden of researching, interviewing, shortlisting, demoing, etc., off our plate. Our OutSail representatives listened to our concerns and pain points and made meaningful recommendations to meet our needs. They saved us ample time and money. **What do you dislike about OutSail?** Nothing comes to mind regarding dislikes of OutSail. We initially had trouble connecting, but that was on my end, not theirs. We had a great experience overall. **What problems is OutSail solving and how is that benefiting you?** OutSail is helping us connect to the best ATS for us, which will automate many of the processes we are manually managing now. We are so excited about the implementation of our new ATS. ### 17. FlowerHire working with OutSail **Rating:** 5.0/5.0 stars **Reviewed by:** Jason D. | President & SVP of Human Resources, Mid-Market (51-1000 emp.) **Reviewed Date:** September 13, 2022 **What do you like best about OutSail?** The report was one of the best, but also working with Brett made the experience that much easier. The detailed report help my client choose the best system **What do you dislike about OutSail?** I have nothing negative to say at all. The team did everything that was asked of them. Brett was easy to work with and attentive **What problems is OutSail solving and how is that benefiting you?** OutSail did all the review work for us and broke down each HR Module that was easy to review and made our choice that much easier. ### 18. OutSail's service is superb. **Rating:** 5.0/5.0 stars **Reviewed by:** Becky Ying Z. | Director of Finance and Operations, Small-Business (50 or fewer emp.) **Reviewed Date:** November 01, 2021 **Describe the project or task OutSail helped with:** OutSail helped us to locate an international contractor's payroll processor. **What do you like best about OutSail?** OutSail landed that processor after very thorough and intensive research, which helped us save a ton of time for navigating. **What do you dislike about OutSail?** There is nothing I dislike. I am not sure why this question is a mandatory one. **Recommendations to others considering OutSail:** Highly recommend OutSail if you don't have a big HR team to run those tasks. **What problems is OutSail solving and how is that benefiting you?** OutSail helped us to find a great processor to manage our international contractors' payroll. That processor's platform is very straightforward and well-functioned. Their support team is super responsive. ### 19. Outsail is an HRIS Selection Lifesaver - High Recommend **Rating:** 5.0/5.0 stars **Reviewed by:** Martha L. | Head of People, Mid-Market (51-1000 emp.) **Reviewed Date:** September 16, 2021 **What do you like best about OutSail?** Valuable insights, invaluable connections **What do you dislike about OutSail?** Wish they could help w/all our tech! :-) **What problems is OutSail solving and how is that benefiting you?** Outsail did a full analysis of our HRIS needs and returned a detailed report including ratings, recommendations and comprehensive product insights to help us choose an HRIS for our small and growing company. This solved the challenge of trying to navigate a sea filled with solutions about which it would have taken me countless hours of my time to get information and I'm not sure I would have ended up at the end understanding the landscape as well as I did with Outsail's assistance. ### 20. Extremely helpful, fast, and easiest way to do HRIS due diligence **Rating:** 5.0/5.0 stars **Reviewed by:** Kaitlin H. | People Development Manager, Mid-Market (51-1000 emp.) **Reviewed Date:** August 03, 2021 **What do you like best about OutSail?** Customized support and product knowledge from the Outsail team **What do you dislike about OutSail?** There's nothing to dislike - the reports were very thorough and without any sales tactics or pressuring **What problems is OutSail solving and how is that benefiting you?** I was able to easily do our due diligence by working with Outsail - no specific RFPs or long wait times from potential HRIS systems ## OutSail Discussions - [What is OutSail used for?](https://www.g2.com/discussions/what-is-outsail-used-for) - [View OutSail pricing details and edition comparison](https://www.g2.com/products/outsail/reviews?section=pricing&secure%5Bexpires_at%5D=2026-05-14+16%3A41%3A54+-0500&secure%5Bsession_id%5D=5153fa1d-304e-45d7-9f9b-36bf8c81dd04&secure%5Btoken%5D=036a9584f63d928685d086a752c623ef4ee65280943dc66a1d980d74cd228d60&format=llm_user) ## OutSail Features **Planning** - Needs Assessment - Resource Allocation - Stayed within Budget - Statement of Work - Best Practices **Delivery** - Technical Expertise - Met Deadlines - Meeting Management - Project Updates - Scope Management - Roll-out **Support** - Go Live Support - Documentation - Training - Metrics - Admin Services **Team Quality** - Change Management Skills - Executive Presence - Vertical Expertise - Technology Partnerships ## Top OutSail Alternatives - [Accenture](https://www.g2.com/products/accenture/reviews) - 4.2/5.0 (107 reviews) - [Insperity](https://www.g2.com/products/insperity/reviews) - 3.9/5.0 (69 reviews) - [Lumity Benefits Solution](https://www.g2.com/products/lumity-benefits-solution/reviews) - 4.8/5.0 (64 reviews)