Chassis Advisory Group helps DevOps, data infrastructure, and AI SaaS companies fix how their sales teams actually sell — so strong products and solid pipeline finally convert into closed enterprise revenue.
Your product is not the problem. Your pipeline is not the problem.
The problem is how your reps run enterprise deals —
and why top performers close while everyone else stalls.
That's the gap we close.
We review your actual won and lost enterprise deals, listen to your calls, and compare how your top reps sell against everyone else. Then we fix it.
We analyze a set of recent enterprise deals — what closed, what stalled, what died. Patterns show up fast.
Real discovery, demo, and negotiation calls. Where prospects disengage. Where objections go unhandled. Where differentiation falls flat.
What do your top 20% do differently? We codify it into plays the rest of the team can actually run.
A sales playbook tuned to your product, your competitors, and your enterprise buyers — ready to roll out next quarter.
Selling feature flags, data infrastructure, or AI platforms into the Fortune 500 is a different sport. Sales coaches without that experience give you frameworks. We give you decisions specific to your product, your competitors, and your buyers.
Every engagement starts with a Sales Performance Audit. From there, you pick the structure that matches your goals and risk appetite.
A fixed-fee Sales Performance Audit plus a performance-based bonus tied to measurable improvement in win rates or enterprise ACV.
Continuous coaching and live deal support after the audit. We work alongside your team week to week on the enterprise deals that matter most.
For teams that want a fully aligned engagement: we take a share of the incremental enterprise revenue generated above an agreed baseline.
We work with B2B SaaS companies selling complex technical products into large enterprise buyers — where deal cycles are long, buying committees are big, and execution wins.
Companies like LaunchDarkly, Split, Statsig, Datadog. Technical buyers, multi-stakeholder enterprise sales, and fierce category competition.
Companies like DataStax, MongoDB, Snowflake, Confluent. Deep technical validation, multi-year commitments, and complex commercial structures.
The new wave of AI SaaS selling into enterprise — where messaging is still forming and deal execution separates winners from the pack.
Most sales coaches lack experience with complex enterprise sales. Most enterprise AEs can't teach it. Paul does both — and has carried the bag in the exact categories his clients sell into.
Start with a 30-minute intro call. We'll walk through your current enterprise motion, where deals are stalling, and whether a Sales Performance Audit is the right next step.
Or reach out directly: sales@chassisadvisory.com