Joshua Levine

Deal strategy & commercial infrastructure

I build the pricing, governance, and commercial systems that services businesses run on.


About

Twelve years in professional services — currently leading commercial architecture at a large consulting firm, previously in deal structuring and post-merger integration at a global consultancy.

Most of my work sits at the intersection of pricing, deal governance, and operating cadence: how a business decides what to sell, how to price it, how to know if a deal is good, and how the commercial system keeps its shape as the business scales.

Lately I've been thinking about what happens to all of this when the underlying services become AI-native — where pricing power concentrates, where margin compresses, and what commercial infrastructure needs to look like on the other side.

Selected Work

Red-Team Reviewer

Problem
Proposals in services businesses get pressure-tested inconsistently. Reviewers default to their own lens (technical, legal, financial) and miss the ones that matter to the buyer.
Approach
An AI system that simulates specific skeptical stakeholders — a CFO focused on payback, a procurement lead focused on risk transfer — and generates targeted critiques against a draft proposal. Built for an internal AI competition.
Artifact
[placeholder — screenshots, sample I/O, architecture sketch]
Learning
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Outcome-based pricing framework

Problem
Outcome-based pricing (OBP) gets pitched as the future of services pricing, but most attempts collapse on one of three things: measurability, client-side asymmetry, or the seller absorbing risk they can’t price.
Approach
A framework for structuring OBP deals — expected value modeling, defensible quality metrics, and a decision tree for when OBP actually works vs. when fixed fee is honest.
Artifact
[placeholder — framework diagram, decision tree, sample structure]
Learning
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Commercial operating system for managed services

Problem
A managed services P&L doesn’t hold its shape as it scales. Pricing archetypes drift, qualification loosens, deal governance becomes ceremonial, pipeline hygiene erodes.
Approach
A commercial operating system — pricing archetypes tied to margin bands, qualification scorecards with real teeth, governance cadence that matches deal complexity, pipeline heuristics that catch drift early.
Artifact
[placeholder — system diagram, sample scorecard, pipeline heuristics]
Learning
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Writing

Essays on deal strategy, pricing, and commercial infrastructure in professional services. First one coming soon.

Contact