Evaluating HR Software: Biggest Mistakes to Avoid

Avoid common pitfalls in HR software evaluation. Learn how to prioritize goals, streamline vendor selection, negotiate pricing, and plan for smooth implementation.

Brett Ungashick
OutSail HRIS Advisor
April 4, 2025

Selecting the right HR software can be one of the most impactful decisions an HR leader makes. A robust Human Resource Information System (HRIS) not only improves operational efficiency, but also supports talent strategy, compliance, and employee engagement. However, the process of evaluating HR software can be complex and is often fraught with missteps.

This article shifts the lens from the traditional vendor-led pitch to a buyer-first perspective. Drawing from lessons learned in the field, we break down the biggest mistakes companies make when conducting an HR software evaluation, reviewing HR tech reviews, and working through HR system comparisons. If you're in the process of choosing an HRIS, this guide can help you steer clear of common pitfalls and make confident, strategic decisions.

1. Overemphasis on Features (Requirements Building)

Many HRIS buying teams begin by compiling extensive feature checklists, believing that more requirements mean better results. These lists are often shared with vendors and used as strict evaluation scorecards. While this seems thorough, it often leads to focusing on quantity over quality. The assumption is that if a vendor meets every feature request, the system must be a good fit. Unfortunately, that logic overlooks usability, execution, and vendor alignment.

Common Pitfalls:

  • Checklist fatigue and decision-making delays
  • Selecting platforms with broad features but poor usability
  • Ignoring key factors like user experience and integration quality
  • Losing sight of business goals and outcomes

The Solution:

Start with your strategic goals, not a checklist. Understand what problems you're solving and what metrics you're trying to improve. Group features into "must-haves" and "nice-to-haves" to focus your search and avoid information overload.

Best Practice:

  • Prioritize outcomes like adoption, efficiency, and reporting quality
  • Evaluate how well features are executed, not just if they exist
  • Consider vendor support, integration capabilities, and long-term fit
  • Avoid overloading your team with low-impact comparisons

2. The Pitfalls of an Overextended Shortlist

Trying to be exhaustive, some companies include 8–12 vendors in the evaluation process. While this seems like a fair way to explore options, it often overwhelms stakeholders and slows progress. As more vendors enter the mix, teams spend too much time in meetings, watching demos, and debating differences that may not matter in the long run.

Common Pitfalls:

  • Evaluation fatigue across the team
  • Contradictory feedback from too many demos
  • Delays that cause missed budgeting or renewal windows
  • Vendors losing interest due to low engagement

The Solution:

Cast a wide net initially but narrow quickly to 3–5 top candidates based on business size, industry needs, and technical fit. Fewer, focused evaluations lead to better decisions and a smoother selection process.

Best Practice:

  • Use curated HRIS marketplaces like OutSail to filter vendors
  • Align internally on selection criteria before engaging vendors
  • Prioritize vendors with strong use-case relevance over brand size
  • Avoid wasting time on long-shot or misaligned solutions

3. Evaluation Process Missteps

Teams often jump into product demos without structured goals, leaving decisions to gut reactions or vendor-driven presentations. Without a clear framework for success, decisions tend to favor whichever demo is the most polished or entertaining.

Common Pitfalls:

  • Demos focus on polished features, not actual workflows
  • Teams struggle to compare vendors objectively
  • Essential requirements are forgotten or ignored
  • Stakeholders come away with different impressions and priorities

The Solution:

Use a scoring system based on your business needs—evaluate vendors on specific use cases that matter most to your HR team. Ensure everyone involved knows what to look for and what questions to ask during demos.

Best Practice:

  • Prepare a structured scorecard with weighted categories (e.g., UI, support, reporting)
  • Ask vendors to demonstrate workflows you use (e.g., onboarding, correcting payroll errors)
  • Gather feedback immediately after demos for consistency
  • Involve a consistent core team to reduce confusion

4. Underestimating the Flexibility of Pricing

Many buyers accept vendor pricing at face value, missing opportunities to negotiate or adjust based on their specific needs. Pricing in the HR tech world is more flexible than it seems—especially if you know when and how to ask.

Common Pitfalls:

  • Paying for features or services you won’t use
  • Locking into rigid contracts with poor terms
  • Missing out on bundled discounts or incentives
  • Lack of transparency on hidden costs (e.g., support, integrations)

The Solution:

Request fully itemized pricing and question everything—setup fees and support tiers. Explore alternative packages and ask for contract flexibility, especially if you’re a growing business that may scale or change shortly.

Best Practice:

  • Always ask for PEPM, implementation, support, and add-on pricing separately
  • Inquire about promotional discounts and volume pricing
  • Negotiate near quarter-ends for better leverage
  • Be transparent about your budget and needs—vendors are more flexible with honest collaboration

5. Implementation Oversight

Too many buyers treat the signed contract as the finish line, not the starting line. Implementation is where most HRIS projects succeed or fail; neglecting it can unravel all the progress made during evaluation.

Common Pitfalls:

  • Underestimating the internal time and resources needed
  • Poor data preparation leads to errors and delays
  • Lack of clear goals for what success looks like post-launch
  • Overreliance on vendor-provided self-service materials

The Solution:

Treat implementation as a project with dedicated internal ownership. Prepare your team and your data before launch. Set clear expectations with your vendor and ensure they offer guided support throughout the rollout.

Best Practice:

  • Allocate internal or external resources to manage implementation
  • Conduct a pre-launch data audit to clean and standardize records
  • Define success metrics like time-to-onboard, error rates, or system usage
  • Choose vendors who offer white-glove or hands-on implementation support with a clear timeline and milestones

Conclusion

Choosing the right HRIS is one of the most strategic decisions you can make to future-proof your organization’s people operations. However, the evaluation process is riddled with potential missteps—from focusing too much on features to failing to prepare for implementation.

Avoiding these mistakes requires a thoughtful, outcome-focused approach that balances functional needs with operational realities. By approaching your HR software evaluation with structure, clarity, and the right support, you’ll be far better positioned to select a system that delivers lasting value.

Make smarter HR decisions with expert help. Start your vendor search with OutSail and choose a system that truly fits your goals.

FAQs About Evaluating HR Software

1. What should I prioritize when evaluating HR software—features or business goals?

Focus on business goals. While features are important, it’s more critical to choose a platform that aligns with your organization’s HR strategy, improves specific outcomes, and integrates well with your existing systems. Prioritize strategic needs over a long list of features.

2. Can HR software pricing be negotiated?

Yes. Most HR software providers offer flexible pricing models. Always request itemized pricing, ask for discounts based on contract length or employee count, and explore options like implementation fee reductions. End-of-quarter deals are also common.

3. Why is implementation such a critical part of HR software success?

Implementation involves data migration, stakeholder training, and process alignment. Without proper planning, even the best software can fail. Ensure your vendor offers strong support and your team has the resources to manage the transition.

4. How do I ensure the HR software integrates with our existing tools?

During evaluation, ask vendors for proof of integration with your payroll, accounting, or time-tracking systems. Look for platforms that offer open APIs, prebuilt connectors, or experience with your specific tools. Clarify whether integration is included in the pricing or costs extra.

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Meet the Author

Brett Ungashick
OutSail HRIS Advisor
Brett Ungashick, the friendly face behind OutSail, started his career at LinkedIn, selling HR software. This experience sparked an idea, leading him to create OutSail in 2018. Based in Denver, OutSail simplifies the HR software selection process, and Brett's hands-on approach has already helped over 1,000 companies, including SalesLoft, Hudl and DoorDash. He's a go-to guy for all things HR Tech, supporting companies in every industry and across 20+ countries. When he's not demystifying HR tech, you'll find Brett enjoying a round of golf or skiing down Colorado's slopes, always happy to chat about work or play.

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