Our Story Is Rooted in One Goal:

Helping Small B2B Teams Grow Smarter

Founded in 2017, Upside was built on a simple idea — small teams deserve big-team growth systems. We’ve spent nearly a decade refining the mix of people, process, and technology that creates a predictable pipeline for growing companies.

When Upside began, most small and midsize B2B companies were facing the same challenge: great products, great teams — but no consistent way to generate new opportunities.

We set out to change that.

Our founder had spent years building sales and marketing programs for high-growth brands, and realized that the same strategies could be scaled down — powered by AI, executed by real people, and adapted for lean teams.

Today, Upside helps clients across industries build steady, predictable growth engines through human-driven, AI-enhanced outreach that keeps their pipelines full year-round.

When Upside began, most small and midsize B2B companies were facing the same challenge: great products, great teams — but no consistent way to generate new opportunities.

We set out to change that.

Our founder had spent years building sales and marketing programs for high-growth brands, and realized that the same strategies could be scaled down — powered by AI, executed by real people, and adapted for lean teams.

Today, Upside helps clients across industries build steady, predictable growth engines through human-driven, AI-enhanced outreach that keeps their pipelines full year-round.

Our Team is Your Team

Every client gets a complete, plug-in growth team — the people you’d need to hire, train, and manage internally, all working together under one roof.  We scale to match your pace, giving you consistent execution and transparent reporting across every channel.

Senior Strategist

Leads your overall sales and marketing strategy, ensuring every campaign supports your growth goals.

Project Manager

We’re convinced that Project Managers are the only thing keeping the world spinning. (At least our’s.) 

Sales Manager

Oversees outbound performance and ensures consistent prospecting and conversion flow.

Sales Outreach Development Rep

Executes personalized outreach and follow-ups that create conversations and book meetings.

Sales Development Caller

Engages prospects directly by phone to qualify interest and schedule sales calls.

Content Copywriter

Crafts messaging that connects — from prospecting emails to landing pages and campaign content.

Sales Automation Engineer

Builds and optimizes automation workflows, ensuring outreach runs smoothly and efficiently.

CRM Architect

Lead generation works best with a CRM that provides the visibility and tools required to scale your business properly.

Advertising Manager

Our Google-certified ad management team is data-focused and process-driven. Whether it’s your first time advertising, or you’re ready to scale, your Ad Manager has done it all.

A Decade of Doing the Work

— Not Just Talking About It

Since 2017, our team has launched thousands of outbound campaigns, tested every tool, and refined every step of the process. That experience means you don’t just get a plan — you get people who know what actually works, and how to apply it to your business.

We’ve seen what works, fixed what doesn’t, and built a better way to grow.

Growth Built on People, Not Promises

Human-Driven

Real conversations create real opportunities — technology should support, not replace, that.

Data-Informed

Every decision we make is backed by insight, not guesswork.

Built to Scale

We design systems and relationships that grow with your business.

Upside Sales helped us break into new markets, fill our pipeline, and generate RFQs we never would have reached on our own.
Chris Bishow
Extreme Precision - Director of Operations
“I was thoroughly impressed with the level of professionalism, knowledge, and helpfulness that I received from Upside Sales throughout the entire process. ”
Chris Glowacki
Director of Sales and Marketing

About Our Founder

I’ve been on a quest for over 15 years to find and apply the best ways to scale fast-growth for small and midsize B2B companies.  Every year, better ideas, processes, and technologies have emerged.  Staying on the forefront of those strategies and leveraging the right technology with a human first, data influenced touch can bring the best ideas to bear on helping businesses to grow and overcome the hurdles that hold them back.   

After many years of building sales and lead generation teams, Upside Sales was started to give those experiences back and learn even more by applying leading edge, scalable business development strategies to companies postured for growth.

I hope our team can partner with you next.

Work with a Team That Understands Sustainable Growth

Let’s map out your next phase of growth — strategy, execution, and follow-through included.