Built to Help Small Businesses Grow with Better Sales Systems

Upwind helps small businesses build stronger sales systems through better outreach, execution, hiring, and processes. Whether it’s generating more qualified leads, improving follow-up, or fixing gaps in the sales pipeline, Upwind focuses on what actually drives growth. It works with businesses that already have real demand but need a more reliable, scalable way to grow consistently.

We champion leaders who build businesses with humility and grit, preserving what already works while unlocking the next chapter of growth for employees, customers, and communities.

9mths
Average engagement length
$6.3m
Cumulative pipeline influenced
$140m+
Business value supported and scaled

It Started with a Simple Observation

Almost every day, you interact with a business where something is not working as well as it should.

A phone rings but no one answers it the right way. A website gets traffic but does not convert. Inbound calls are never categorized. Sales lives in spreadsheets and memory. Reps work hard, but each one runs their own version of the process. Leaders know there is opportunity in the business, but they do not have enough visibility to see exactly where growth is being won or lost.

Most of the time, this is not because people do not care. It is because the business has outgrown the systems supporting it.

Technology has moved faster than many operating businesses. Best practices have moved faster too. That creates a huge opportunity, not to disrupt companies that already work, but to modernize them thoughtfully and help them grow with more clarity.

That idea sits at the center of Upwind.

How We Think About Growth

Upwind is built on a few simple principles that shape how the work gets done.

1. Always Be Testing

The best decisions come from real data, real observations, and a steady flow of learnings. Growth gets better when teams stop guessing and start testing.

2. Leverage Beats Effort

The right system, workflow, hire, or script change can create more value than a huge increase in raw effort. Better leverage beats more noise.

3. Be Good Humans

Relationships matter. Reputation matters. The way a company sells, follows up, and treats people has long-term consequences.

4. Have Fun

The work is serious, but the process does not have to be stiff. Good teams move faster when they enjoy building together.

Meet Our Founder

Tivan Amour

Tivan Amour

Founder & CEO
I've spent my career founding and scaling innovative businesses, finding success in manufacturing, e-commerce, real estate, and b2b software. I sold may last startup to a $2B company, where I built and led a global sales and support team of 140+. Over the course of my career, I've had the privilege of sourcing and closing deals with a myriad of organizations, from the federal government, to Walmart, to thousands of small businesses. For the past 6 years, I've been investing in and advising startup and SMB CEOs. Nothing beats the rush of unpacking a problem, testing hypotheses, and unlocking unprecedented growth.

Built for the Gap Between Effort and Execution

A lot of businesses are full of hard-working people. That is usually not the issue. The issue is that growth depends on more than effort. It depends on clarity, systems, feedback, timing, structure, and follow-through.

Want to Build a Stronger Sales Engine?

If your business has real demand but the sales process feels inconsistent, under-structured, or too dependent on guesswork, Upwind can help you create a stronger foundation for growth. And whether you choose to work with us or not, our advice is always free.

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