About us

Real People. Real Experience. No Accounting Nonsense.

Windward Small Business Services was created by Wendy and Rod because we’ve seen how overwhelming bookkeeping can become — especially for small service businesses that are busy just trying to keep up.

We believe bookkeeping should feel supportive, not stressful.

Between us, we bring decades of real-world business and accounting experience — not theory, not templates, and not cookie-cutter advice.

Wendy has spent years inside the details: reconciling accounts, cleaning up messy books, and making sure the numbers actually reflect what’s happening in the business — not what someone hopes is happening.

Rod holds a degree in accounting and has spent decades working with small businesses, contractors, and service professionals. He understands how businesses really run day to day — not just how they’re supposed to look on paper.

Why We Do This

Most small business owners didn’t start their business because they love bookkeeping.

They started it because they’re good at what they do.

Somewhere along the way:

  • Transactions pile up

  • Statements don’t match

  • Software gets confusing

  • Stress creeps in

We’ve seen this story hundreds of times — and we know it doesn’t mean you’ve failed. It just means you’ve been busy running a business.

Our job is to step in calmly, clean things up properly, and keep everything running smoothly going forward.

The difference you’ll experience

“I felt stuck and unsure how to take the next step in my business. Working with Rod & Wendy gave me clarity and a clear action plan. Within two months, I was completely caught up and back on track.

Michael R.

Owner - Paradise Rentals

How We’re Different

We Don't

  • Use intimidating accounting jargon

  • Push services you don’t need

  • Make you feel bad about being behind

We Do

  • Explain things in plain English

  • Focus on accuracy first

  • Work quietly in the background so you don’t have to think about it

Real Results

Think of us as steady hands at the helm — keeping your books on course while you focus on your work.

Who We Work Best With

We specialize in small trade and service businesses, including:

  • Contractors and subcontractors

  • Home and field service businesses

  • Solo owners and family businesses

If your books are behind, messy, or just stressing you out — you’re exactly who we built Windward for.

A Simple Promise

We’ll be honest with you.
We’ll explain what’s needed.
We’ll tell you the price before we start.

And if we’re not the right fit, we’ll say so.

Let’s Start With Clarity

The best first step is a free 30-minute clarity call.

It’s a relaxed conversation to understand where things stand and what would help most — no pressure, no obligation.

Ready to take the next step?

Let’s get things back on track