The People Behind the System

    Two operators. Three unicorns. One mission.

    We've spent 12 years inside high-growth SaaS companies scaling revenue, fighting fraud, and building AI-powered systems. Now we're bringing that operator playbook to small businesses.

    Sonny Round

    Sonny Round

    Co-Founder | Growth & GTM

    Sonny has spent 12+ years leading growth and sales development at companies that went from startup to category leader. He helped Mesosphere reach unicorn status deploying enterprise Kubernetes infrastructure. At Sift, he helped scale ARR from $30M to $100M as the company became a unicorn in the fraud-detection space. Most recently, as Senior Director of Growth Marketing at Panopto, he helped grow topline revenue by 50% and swing EBITDA to profitability in under three years. He also built the sales, marketing, and Shopify presence for IceColdNow — a brand that was featured on the Today Show before exiting via sale to Elemental Beverage. He operates at the intersection of pipeline, positioning, and revenue systems.

    LinkedIn
    Gurjeet Nijjar

    Gurjeet Nijjar

    Co-Founder | Sales & AI Systems

    Gurjeet is an enterprise sales operator who has built revenue engines inside category-defining companies. At Mesosphere, he led enterprise deals that helped push the company to a $1B valuation — one of the early Kubernetes deployment leaders. He and Sonny reunited at Sift, where together they helped take the fraud-detection platform from $30M to $100M ARR. At Panopto, Gurjeet has led enterprise sales motion as the company executes a PE-backed growth strategy. He is also the founder of Mentera AI, focused on bringing AI tooling to small businesses in the healthcare sector. He now brings that same operator edge to helping small businesses unlock revenue hiding in their existing data.

    LinkedIn

    A track record built together.

    We didn't meet at a networking event. We've shipped product, won enterprise deals, and scaled revenue side by side across three companies.

    First Chapter

    Mesosphere

    Deployed Kubernetes before it was cool.

    Helped enterprise clients deploy Kubernetes and big data infrastructure — Kafka, Cassandra — at scale. The company reached a $1B unicorn valuation.

    Unicorn #1 · $1B Valuation

    Second Chapter

    Sift Science

    Scaled a fraud platform from $30M to $100M ARR.

    Sonny and Gurjeet worked together fighting fraud and chargebacks with machine learning. Sift became a unicorn. The revenue motion they helped build was real and repeatable.

    Unicorn #2 · $30M → $100M ARR

    Current Chapter

    Panopto

    Turned a PE-backed turnaround into a growth story.

    In 3 years: 50% topline revenue growth and a full swing to EBITDA profitability. Growth driven by disciplined GTM systems, not headcount bloat.

    PE-Backed · 50% Revenue Growth

    First Chapter

    Mesosphere

    Deployed Kubernetes before it was cool.

    Helped enterprise clients deploy Kubernetes and big data infrastructure — Kafka, Cassandra — at scale. The company reached a $1B unicorn valuation.

    Unicorn #1 · $1B Valuation

    Second Chapter

    Sift Science

    Scaled a fraud platform from $30M to $100M ARR.

    Sonny and Gurjeet worked together fighting fraud and chargebacks with machine learning. Sift became a unicorn. The revenue motion they helped build was real and repeatable.

    Unicorn #2 · $30M → $100M ARR

    Current Chapter

    Panopto

    Turned a PE-backed turnaround into a growth story.

    In 3 years: 50% topline revenue growth and a full swing to EBITDA profitability. Growth driven by disciplined GTM systems, not headcount bloat.

    PE-Backed · 50% Revenue Growth

    We saw the same problem everywhere.

    Inside every company we worked at — from $30M to $100M ARR — we kept seeing the same missed opportunity: lead databases full of people who raised their hand, got ignored after a few attempts, and were written off forever. The company kept spending on ads. The dormant data kept growing.

    The difference at scale is a full-time ops team and AI tooling to work those leads systematically. Small businesses don't have that. So we built it for them.

    Tailwinds Ops is the operator playbook we developed inside high-growth SaaS — now deployed for home service companies who are sitting on revenue they've already paid for.

    "We've been the ops team at unicorns. Now we're yours."

    Ready to see what's hiding in your lead database?

    Book a free 15-minute audit. No pitch. Just the numbers.

    Book a Free Audit