Evaluate
Give every stakeholder a structured way to prepare for demos, capture feedback, score vendors, and compare finalists against the criteria that matter most.


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Trusted by leading HR teams globally




















































Collaborate across your team
Invite stakeholders into one shared workspace where they can review vendors, participate in evaluations, and contribute feedback without relying on scattered emails or spreadsheets


Customize shared scorecards
Build weighted scorecards around your organization’s priorities so every evaluator uses the same criteria while still capturing individual perspectives and functional needs.
Use expert-crafted questions
Access thoughtful questions designed to uncover meaningful differences, challenge polished sales narratives, and help your team explore the capabilities most relevant to its requirements.


Capture notes in real time
Record notes and observations during each demonstration so important details remain connected to the vendor, requirement, and evaluation stage where they belong.
Wondering how it's free?
Thanks to our pioneering Broker Model, vendors pay us a commission so you don't have to.
Partnership, not just Projects
We build enduring relationships by aligning with your long-term success, staying on call as your operations evolve.
Technical Precision
We replace guesswork with data. Our tools turn months of manual research into 30-minute audits and precise selections.
Absolute Neutrality
As a broker, our incentives are 100% aligned with yours. We earn the same regardless of the vendor, ensuring our advice is always unbiased.

Why Clients Recommend OutSail
OutSail was an invaluable partner in helping us navigate what could have been a very complex and time-consuming decision; they understood our organization’s specific needs, priorities, and challenges, and translated those into a clear, structured evaluation process.

OutSail's detailed listening, summary, and translation of our company's needs into vendor selection was incredibly valuable. Vetting through the dozens of possible vendors to the top vendors was really helpful; saving us hours of work.

Carl helped us organize our requirements, objectively evaluate multiple platforms, compare proposals, and negotiate with vendors. His expertise, responsiveness, and vendor-neutral approach made what could have been an overwhelming process feel structured, efficient, and ultimately successful

After 2 years and 10 demos, we never would have found our new vendor without your help. I wish we would have found OutSail sooner and having Carl guide us through the process made what was a painful process for us previously, a very enjoyable one this time.

OutSail was the perfect partner for us in navigating the HRIS climate. From vendor scorecards to pricing insights, working with Outsail is a no brainer. Carl was helpful, professional, and his industry knowledge is at the forefront of every conversation.

OutSail's tools and reports surfaced insights we would not have uncovered on our own and helped us save a significant amount of time. This process was invaluable in keeping the executive team aligned and confident in both the approach and the final decision.

Carl made what could have been a complicated vendor evaluation process much easier by helping us compare options clearly and focus on what mattered most for our organization. His guidance, responsiveness, and practical insight were incredibly helpful throughout the process

I genuinely cannot believe that every HR professional isn’t aware of OutSail yet. I have used them several times now, and when we are working on a project together, they truly become an extension of my team. Brett, Carl, and the entire crew are dedicated thought partners who are constantly checking in and proactively going the extra mile.

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 defending our decision. OutSail's consultative nature and market expertise helped us make a thorough decision on a high-touch system important to our organization.


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