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Why I Started RevdUp

By Adam Chickman May, 26 2025

When I became VP of Sales at my last company, it felt like I’d made it. After years of carrying a quota, reading every book I could find on revenue leadership, and binging every Saastr article and podcast, I had the seat I’d always dreamed of — running the revenue org.

And it wasn’t just a title. I had a front-row seat for a rocketship phase: when I joined, we were doing $5M in ARR. Over the next few years, I helped scale that to $30M. I led both Sales and Client Success through a critical growth window, reporting directly to the CEO. I got to build teams, craft strategy, coach frontline leaders, and present to the board — all the things I’d always wanted.

And yet, as thrilling as it was, there was one thing I didn’t expect.

For all the tools we had — CRM, forecasting platforms, call intelligence, spreadsheets — I still felt like I was flying blind.

The Problem: No Platform for the Person Responsible for Revenue

CRMs are built for reps. Call intelligence tools are built for enablement. And forecasting platforms felt like they were really built more for Finance.

But what about the person responsible for delivering the number?

The person responsible for orchestrating all of it — across marketing, sales, CS, channels, and teams — into one coherent plan that actually gets executed. The person on the hook not just for seeing the data, but for turning it into strategy, accountability, and outcomes.

As a revenue leader, what I needed wasn’t just another way to view performance. I needed a way to make sense of it. Holistically. In real time.

I wanted to be able to answer three questions, every single day:

  1. Where are we trending?

  2. What’s off — and why?

  3. What should we fix first?

Forecasting tools did a great job at the first — helping me see where we were likely to land. But that’s where they stopped. And in a role where I was responsible for influencing the outcome, not just predicting it, that wasn’t enough.

We had pipeline creation goals by channel. Win rate and ASP targets by segment. And each team, rep, and region had its own plan. And yet, no tool gave me a single place to track it all — let alone understand which issues were costing us the most.

It was hard to drive accountability. Hard to operationalize the plan. And even harder to feel like I was truly in control. Most days, I felt like I was reacting. Joining meetings I was added to, but rarely feeling like I was properly steering the team toward our goals.

What I wanted was clarity, confidence, and control. Instead, I felt overwhelmed and behind.

The Moment That Changed Everything

One moment stands out.

Our top rep — he was crushing it. Big numbers. Pipeline machine. But I had a feeling that he could be doing even better.

So I dug in. I pulled his proposal-to-close conversion rate. Then I pulled the team average. He was 20 percentage points behind. That alone was interesting — but the real kicker came when I looked at how much pipeline he was creating. If he converted at the team average, he would’ve closed an additional $600K in revenue.

That insight changed the game. He took the feedback seriously, worked on the final stages of his sales process, and improved.

But here’s the thing: it took hours to uncover that one insight. I had to calculate his stage conversion rate, compare it to the team, estimate the gap, and project the potential upside based on his pipeline inflow.

And that was just one rep. One KPI. One point in the process.

What about the others?

Every rep. Every KPI. Every stage. Every channel. Every team. Every segment. Every customer journey — from lead to renewal.

There’s no way I wasn’t missing dozens of other gaps, trends, or quiet performance breakdowns that were holding us back — not because I wasn’t paying attention, but because the complexity of our GTM had outpaced the tooling. The revenue engine had become too big, too cross-functional, too fast-moving to manage it with spreadsheets and existing tools.

That’s Why I Started RevdUp

I started RevdUp because I wanted to give revenue leaders the thing I never had: a platform built specifically for the person responsible for revenue.

RevdUp isn’t another dashboard. It’s your Revenue Navigation Copilot.

Where traditional tools stop at visibility, RevdUp delivers clarity, context, and control. It doesn’t just show you where you’re headed — it tells you why, what it will cost, and what to fix first. Think of it like Waze for revenue. It identifies the bottlenecks, reroutes you, and helps you change the outcome — not just forecast it .

We audit every KPI across your funnel, compare it against plan and historical performance, and quantify the revenue impact of any gap. Then we prioritize the biggest drivers — surfacing them in plain English, every day, across the entire go-to-market engine. That means:

  • You see risks early, before they become misses.

  • You walk into board meetings confident, not guessing.

  • You finally feel like you’re pulling the right levers — and getting ahead of the game .

Who It’s For

RevdUp is for revenue leaders who are playing to win — and who want to lead their entire go-to-market with precision.

The ones who want to spot which channels are slipping, which segments are stalling, which KPIs are off-plan, and how to prioritize what matters most. Whether you’re managing sales, marketing, CS, or the whole revenue engine, this is about knowing exactly where to lean in, and when.

Whether you’re leading a scaling team, overseeing GTM execution across functions, or preparing for your next board meeting — our goal is to help you stop reacting and start steering.

We built RevdUp to eliminate the guesswork that begins after the dashboards end.

Where other platforms leave you with questions, RevdUp is built to give you the answers you need to know — even to the ones you didn’t think to ask.