Enterprise Sales Strategy Retainer℠
Create, Advance, and Win More High-Value Sales Opportunities
Senior-level sales strategy for lean B2B software companies that want experienced guidance creating new opportunities and advancing the important deals already in their pipeline.
You execute. I help you make better sales decisions.
When You Need Experience — Not Another Salesperson
Sometimes you don't need someone to take over sales.
You need an experienced outside perspective on what to do next.
✓ Which accounts should we pursue?
✓ How do we get the right executives engaged?
✓ Is this opportunity really qualified?
✓ Who else needs to be involved?
✓ Why has this deal stalled?
✓ What should happen next?
The Enterprise Deal Strategy Retainer℠ gives you access to senior-level sales experience when those decisions matter.
What We Can Work On
Bring whatever sales challenge matters most right now.
✓ Using AI to Make Better Sales Decisions
We'll use AI where it can improve account research, meeting preparation, messaging, opportunity analysis, business cases, competitive strategy, and deal planning.
AI provides additional intelligence. Experience and judgment determine what to do with it.
✓ Creating New Opportunities
Target accounts, decision-makers, messaging, and outreach strategy.
✓ Qualifying Opportunities
Identify which opportunities are real, winnable, and worth pursuing.
✓ Preparing for Important Meetings
Objectives, questions, messaging, and next-step strategy.
✓ Advancing Complex Deals
Buying groups, economic buyers, business impact, decision process, and next steps.
✓ Stalled Opportunities
Identify what's preventing progress and how to get the deal moving.
✓ Proposals & Negotiations
Proposal, procurement, competitive, and negotiation strategy.
We work on the real accounts, opportunities, and sales decisions that matter right now.
How the Retainer Works
Each month, you decide where my experience can have the greatest impact.
Use your sessions yourself or assign them to members of your sales team.
Bring a target account, prospecting challenge, upcoming meeting, active opportunity, stalled deal, proposal, or negotiation.
We work through the situation together and determine the best path forward.
Your team executes. I provide the strategy and outside perspective.
What's Included
$1,250 / Month
Four 30-minute Enterprise Deal Strategy sessions each month
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Use the sessions across approved members of your team.
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Work on creating new opportunities or advancing existing ones.
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Review relevant emails, presentations, proposals, business cases, or other sales materials during sessions.
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Between-session email support for the accounts and opportunities we're working on.
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Phone support for urgent sales situations when you need to make an important decision quickly.
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Month-to-month. No long-term commitment.
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Sessions do not roll over.
Is This Right for Your Company?
The Enterprise Deal Strategy Retainer℠ is designed for lean B2B software companies that want senior-level sales experience without adding another full-time sales executive.
It's likely a good fit if:
✓ Your founder, CEO, or sales leader is actively involved in winning new customers.
✓ You have a small sales team that could benefit from experienced sales strategy.
✓ You want to create more qualified opportunities but have people who can execute the outreach.
✓ You're pursuing high-value opportunities where better sales decisions can materially affect the outcome.
✓ You want an experienced outside perspective on important accounts and deals.
You don't outsource sales to me. You put 40+ years of enterprise sales experience behind your team.
Why Work With Me?
I've spent more than 40 years selling complex B2B technology solutions — from creating the initial opportunity through navigating enterprise buying decisions and winning the business.
40+ Years of Enterprise B2B Sales Experience
$19.4M in First-Year Net-New Revenue
28 B2B Companies
You work directly with me. No junior coaches or handoffs.
Let's Talk About Your Sales Priorities
Whether your immediate challenge is creating the next opportunity or advancing an important deal already in your pipeline, let's discuss where experienced sales strategy could make the greatest difference.