Sales Coaching for Founders
Most founders don't have a sales problem.
They have a skills and systems problem.
There are two moments when a founding team hits a wall with sales. Both are fixable. Here is what they look like and what happens when we work together.
Where I Come In
The Two Moments Founders Get Stuck
At some point, every founding team hits one of these inflection points. When they do, that's when we start working together.
You've got revenue, but no repeatable sales process
The product works and you've closed your early clients. But the warm network is drying up and now you need to prove your value to people who don't trust you yet. If any of these sound familiar, this is your moment:
- You have no documented sales process to guide a buyer from first conversation to close
- Deal cycles are getting longer and you don't know where things stand or how to move them forward
- You're running into multiple decision makers and competing vendors with no framework to navigate it
- You lack the skills and confidence to have the hard conversations that actually move deals
You're ready to hire sales reps, but you have nothing to hand them
You've had real traction. You're the one closing everything and you've hit the ceiling of what you can personally do. Now you want to bring someone in, but you've never had to document how you sell. If any of these sound familiar, this is your moment:
- There's no discovery framework, demo structure, or sales playbook for a new hire to follow
- You know how to sell but can't explain it in a way someone else can replicate
- You don't know what to look for when hiring your first sales rep or how to evaluate if someone can actually sell
- You want to step back from the day-to-day selling but have no system in place to make that handoff work
If either of these moments sounds like where you are right now, let's talk.
Schedule a CallHow I Coach
Hands-on, interactive, and built around your real situations
Every format is designed to create real learning in the context of what you're actually going through, so the skills stick and you have someone in your corner when it counts.
1:1 Live Coaching
Biweekly sessions focused on your live deals, your pipeline, and the specific skills you're building. Every call is grounded in what's actually in front of you right now.
Sales Call Roasts
Submit a recorded call on the off weeks and get a detailed, honest teardown. The kind of specific feedback most founders never get because no one's ever watched them sell.
Async Access
Email, phone, and text in between sessions. A deal comes up, a proposal needs a second look, a conversation went sideways. You don't have to wait until the next call.
In-Person Workshops
Optional half-day or full-day on-site sessions for teams that need to align, build frameworks together, or work through specific challenges in one focused room.
Coaching That Gets You There
Here's What We Can Build Together
The 90-Day Sales Accelerator
When revenue is unpredictable
You leave with a working system, sharper skills, and the confidence to have conversations that actually close by not sounding like another salesperson but leaning into your natural abilities.
Deal Clarity
Every active deal gets a clear next step, a close date, and an honest assessment of where it actually stands. No more guessing which deals are worth your time.
Pipeline Audits
You'll know how to run a pipeline audit yourself by identifying the red flags, the delays, and the ambiguity in order to forecast properly and hit your revenue targets without delay.
Sales Process Framework
A documented playbook for how your sales process runs start to finish, from first conversation to closed deal to onboarding, built around how you actually sell.
Sales Confidence
The specific questions, frameworks, and habits that remove amiguity from your deals so you can lead conversations and know exactly what's holding someone back.
Transitioning Out of Founder-Led Sales
When you're ready to hire
You've been the sales team. Now it's time to hand that off. This engagement documents what you do, helps you find the right person to do it, and makes sure they can actually execute once they're in the seat.
Sales Playbook
Document how you sell so someone else can replicate it. Discovery frameworks, demo structure, objection handling, follow-up cadence. All of it written down and ready to hand off.
Hiring Support
Help defining the profile of your first sales hire, what to look for in interviews, what questions to ask, and how to evaluate whether someone can actually sell and not just interview well.
New Rep Training
Getting your first hire up to speed on your sales process, the frameworks they need, and how to run calls the way you'd want them run from day one.
Ongoing Coaching
Continued support as your rep gets into the field. Deal reviews, call feedback, and pipeline management so they keep improving and you stay in the loop without doing all the selling.
Ready to tackle these moments head on?
Whether you're trying to build a repeatable sales process for yourself or needing to get your team selling, we start by understanding the exact challenges you're currently facing and what it takes to get you to be successful. This is a partnership, so let's make sure we're aligned from the beginning before we even get started.
Schedule a Call