DREAM BIG

Capital and Coaching to help you build from idea to IPO

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Our Process in Three Steps

First Investment

We usually start with a $50k investment just as you're getting started.

Coaching Support

We offer regular coaching to help you get live and generating revenue.

Doubling Down

We make additional investments in teams that demonstrate both commitment and progress.

Full Details on our Process

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Since 2017, Sterling Road has been helping startups go from an idea to millions in revenue. Through regular coaching sessions, we give founders the tools to hit their goals and build a lasting business.

Focused on B2B companies in the US and Canada, we invest in ~20 startups each year.

About Us

Without a doubt. Ash was our most consistent investor. He invested in every round, no questions asked. A lot of investors claim to invest in founders, but he really does.

Ali Kashani

Serve

Portfolio

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Resources

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Startup Sales — 5 Common Sales Mistakes by Founders

July 30, 2025

Founders are responsible for the first sales a startup will make. For many founders, this is one of their very first experiences of sales and mistakes are often made.

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Seed Fundraising — 10 Traits of Successful Founders

July 29, 2025

While there are many factors that influence seed fundraising, your behavior during the process makes a big difference. Here’s the most common traits of founders who successfully close their seed round.

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Startup Sales — How to Get Your First Potential Customers

July 28, 2025

After you’ve committed to an idea for your startup, get feedback from potential customers as soon as possible. Insights from your first potential customers help direct product strategy, increasing your likelihood of making a sale.

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