Grow with Confidence: Ensuring Compliance & Mitigating Risk

SMBs face enterprise-level compliance, payroll & HR challenges. Scale confidently with systems that reduce risk, boost visibility & growth.

Brett Ungashick
OutSail HRIS Advisor
September 10, 2025

For years, large enterprises have used systems to manage the complexities of compliance, financial control, and workforces. Now, small and mid-sized businesses (SMBs) are facing many of those same challenges, from regulatory pressure to the demand for real-time insights and scalable processes. As regulations continue to increase in complexity, the cost of non-compliance increases as well. Growing companies need confidence: in their data, their processes, and their ability to scale. And that confidence starts with a system built not just for today’s challenges, but for tomorrow’s.

Mitigate Risk While Gaining Visibility

Traditionally, SMB compliance and risk management involves a patchwork system of manual processes and reactive policies and trying to “make it work”. This is not only risky, it’s inefficient. As organizations grow, they add multi-state workforces, international tax laws, and industry-specific regulations. Add evolving employee expectations, and you only increase pressure on existing systems.

To meet this complexity head on, growing companies are turning to unified platforms that connect HR, finance, and payroll. The benefits are clear:

  • Improved audit readiness through standardized, trackable workflows
  • Greater visibility into revenue, labor costs, and service delivery
  • Automated updates to stay compliant as tax laws, wage rules, and global regulations evolve

What was once the domain of the enterprise is now essential for companies of every size.

Prebuilt to Perform: Best Practices from Day One

SMBs don’t have the time, or budget to spend months building systems from a blank slate only to risk costly rework later. Instead, leading organizations are turning to solutions that come preconfigured.

These systems provide ready to use workflows, compliance controls, and performance metrics from day one. Growing businesses can hit the ground running while knowing the system will continue to meet their needs in the future .

The result?

  • Faster time to value
  • Lower implementation risk
  • Scalable infrastructure that grows with the business

For SMBs, the right system isn’t just about technology. It's about gaining the operational expertise already proven by industry leaders, adapted to the pace and priorities of smaller teams.

Grow Your Business Without Outgrowing Your Systems

Many growing companies hit the same wall: the business evolves, but the systems stay the same. What once worked for a 50 person team strains under the weight of 200 employees. New locations or added complex compliance requirements aren't available on systems designed only for SMBs. Instead of driving progress, internal teams get stuck maintaining outdated tools that weren’t built to scale.

That’s why modern organizations are shifting away from disconnected, short-term solutions and investing in platforms that scale alongside the business. These systems are designed to grow with you, whether you're expanding globally, adding new services, or adapting to new regulatory demands.

The best solutions today continually evolve, especially in critical areas like:

  • Data privacy and security
  • AI-driven insights and automation
  • Global payroll and compliance
  • Workforce planning and forecasting

Instead of facing another painful overhaul in two years, choose a system that adapts with you for long-term growth.

Confidence Comes from Infrastructure That Scales with You

At Outsail, we work with growing companies every day, companies that are navigating increased complexity, rising compliance demands, and a need for greater clarity across their operations. We’ve seen firsthand that long term growth isn’t about hiring more or selling more, it’s about building the right foundation.

That foundation starts with choosing systems that not only solve today's problem, but evolves with your business. Platforms that embed best practices, deliver fast time to value, and reduce compliance risk are no longer optional, they’re essential. 

For small and mid-sized businesses ready to move beyond “making it work,” now is the time to invest in technology that grows with you, not against you. The tools that once powered only the world’s largest enterprises are now available, and necessary, for companies of every size.

Growth brings complexity. Confidence comes from being ready for it.

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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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