Employee Benefits Strategy for Growing Businesses
Attract and retain great people with competitive benefits. I bring Fortune 500 strategy to small businesses - without the enterprise complexity or cost.
Your team is small. That doesn't mean your benefits have to be.
For years, small businesses had limited options. Group health insurance was expensive, complicated to administer, and designed for companies twice your size. If you couldn't afford it or didn't qualify, your employees went without — or figured it out on their own.
That's changed. A new generation of benefit structures has made it possible for small businesses to offer meaningful, flexible support to their teams without the overhead of traditional group coverage.
The challenge now isn't availability. It's knowing what actually makes sense for your size, your team, and your budget.
Benefits strategy built for businesses your size
Hollander Strategic works with sole proprietors and small teams to design benefits approaches that are modern, manageable, and genuinely useful to the people receiving them.
We don't start with a carrier catalog. We start with your team — who they are, what they need, and what will actually make a difference in their lives. Then we build backward to the right solution.
What that might look like
ICHRA — Individual Coverage HRA arrangements that let you reimburse employees for their own health coverage, giving them choice without locking you into a group plan.
Lifestyle Spending Accounts — Flexible employer-funded accounts employees use for wellness, caregiving, professional development, or whatever fits their life.
Stipends and direct benefit arrangements — Simple, transparent ways to put dollars in employees' hands for the things that matter to them.
Ancillary coverage — Dental, vision, life, and supplemental options that round out a package without breaking the budget.
We'll help you understand what's available, what fits, and what your employees will actually use — then help you put it in place.
And if your employees need help understanding their options?
We work with individuals too. If your team members have questions about their own coverage — whether that's navigating a new plan, understanding Medicare eligibility, or sorting out a marketplace option — we're available to help them directly.
That's not something most small business advisors offer. For us, it's the natural extension of how we work. We work with individuals too. If your team members have questions about their own coverage — whether that's navigating a new plan, understanding Medicare eligibility, or sorting out a marketplace option — we're available to help them directly.
That's not something most small business advisors offer. For us, it's the natural extension of how we work.
Ready to Get Started?
Who we work with
Sole proprietors, founders, and small business owners who are ready to offer something meaningful to their team — or ready to revisit what they're already offering.
No obligations. No high-pressure sales. Just strategic guidance