How I work with Founders
I work with B2B SaaS founders at the moment founder-led sales starts to break.
Between $500K and $10M ARR, something predictable happens.
Deals stall. Buyers sound interested but do not move. Messaging drifts. Pressure builds to add process, hire a sales leader, or professionalize before the motion is ready.
Most founders respond by doing more. The real problem is almost always clarity.
Your buyers cannot see why to act now. They cannot see how you are different. They cannot explain your value internally. So they keep moving without deciding.
That is not a pipeline problem. It is not an effort problem. It is a clarity problem — and it is fixable.
I have lived this stage and studied it at scale.
Earlier in my career, I joined a B2B startup as the first sales hire. My title was VP, but the work was founding AE. I carried the bag, built the motion from nothing, and helped take the business from zero to $10M ARR. I then spent six years in sales leadership at Salesforce, where process, scale, and inspection matter. At Outreach, I grew my territory from $1M to $25M.
More recently, I have spent the last year in deep, weekly conversations with 250+ B2B SaaS founders under $10M ARR who are selling in real markets with real constraints. Different companies. Different markets. The same inflection point shows up again and again.
Founder intuition creates early traction. Then, without adjustment, it starts to introduce risk.
What I actually do
I step in to:
Identify the single GTM bottleneck slowing everything else down
Restore buyer clarity
Remove unnecessary complexity
Help founders decide what to do now, what to ignore, and what to delay
No theory. No enterprise bloat. No pretending you have a sales organization before the motion exists.
How this work is designed
The SPRINT GTM Reset was not created in a workshop.
It was built by observing where founders succeed, where they hesitate, and where early sales motions quietly break. In five days, you leave with the root cause (not just a symptom), the moment in your buyer’s world where urgency becomes real, and a concrete next move you can commit to before the engagement ends.
The work is intentionally short, focused, and outcome-driven. It exists to reduce GTM risk at the exact moment it starts to compound.
If you are not sure whether this is the right fit, the fastest first move is the free GTM diagnostic at daverubinstein.com — 12 questions, under 5 minutes, and it identifies the one constraint most likely holding back your growth.
Other ways to work together
Beyond the Reset, I also help founders hire their first founding AE — with direct network access that skips the cold search — and coach first-time sales leaders managing team, forecast, and board pressure without a peer who understands what that feels like.
Who this is for and who it is not
This work is for founders who:
Are still personally involved in selling
Feel pressure to scale but do not trust the obvious moves
Want clarity before adding headcount or process
It is not for:
Teams looking for motivation
Founders who want a generic sales playbook
Companies ready for a full enterprise sales org
If you are carrying GTM risk alone, you do not have to guess.
The goal is simple. Clear decisions. Faster momentum. Fewer irreversible mistakes.
Start at daverubinstein.com.