I’d Love to Hear
Your Ideas.
Let’s Connect!

Richard Masters

I’d Love to Hear
Your Ideas.
Let’s Connect!

Richard Masters

I’d Love to Hear
Your Ideas.
Let’s Connect!

Richard Masters

I’d Love to Hear
Your Ideas.
Let’s Connect!

Richard Masters

Designing an AI Co-Pilot for Contract Negotiation

Designing an AI Co-Pilot for Contract Negotiation

Designing an AI Co-Pilot for Contract Negotiation

Enabling faster, evidence-based contract negotiations with AI-powered insights and human control.

Enabling faster, evidence-based contract negotiations with AI-powered insights and human control.

Deal Inbox

Search

⌘K

Asterion Manufacturing

Cargo handling equipment

$50.0m

5% discount offered, conditional on delivery liability and ESG concessions.

STRATEGIC STALEMATE

CrestTech Solutions

Industrial systems

$72.5m

Includes extended warranty and software updates for 3 years.

NEGOTIATING

NexGen Energy

Renewable energy

$88.7m

Volume-based rebate applicable with early payment terms.

NEGOTIATING

Vertex Dynamics

Precision machining tools

$39.3m

Price locked for two years with optional service package.

READY TO SIGN

Blue Horizon Systems

Marine equipment

$64.8m

Delayed payment plan with integrated training sessions offered.

READY TO SIGN

Quantum Robotics

Automated robotics

$53.2m

Custom firmware included; support and maintenance for 5 years.

STRATEGIC PARTNERSHIP

NeuroNet Analytics

AI-driven data interpretation platform

$47.8m

Includes real-time monitoring and quarterly insights reports.

TECHNOLOGY LICENSE

EcoWave Solutions

Renewable energy wave generators

$39.5m

Comprehensive installation and 3-year equipment warranty.

EQUITY STAKE

Asterion Manufacturing

Cargo handling equipment $50.0m · 5-year supply Negotiation · stage 3 of 5

No response by 16:00 returns the deal to Asterion's original terms — $50.0m, no discount.

Deadline today 16:00

4h 12m remaining

Decision recorded and sent

Your counter-offer went to Asterion at 11:48. Your rationale, the evidence you cited and the terms sent are on the deal record and visible to Legal, Finance and ESG without further request.

NEGOTIATION PATH

SAVING

DELIVERY

ESG

RISK

A: Accept supplier package

Take Asterion's terms as offered.

$2.5m

5.0% headline

8 weeks late

costs $0.6–1.5m

Scope 3 removed

breaches 2030 pledge

78

/100

65

B: Counter: trade discount for terms

Offer 2.8%, hold September, keep ESG reporting, add a 24-month warranty.

$2.5m

2.8% below market

On target

September held

Retained

meets commitment

35

/100

65

C: Hold current terms

Decline the trade and close on the terms already aggreed

$0.3m

0.6% admin only

On target

September held

Exceeds

reporting + audit

16

/100

65

Decision Analysis

-$2.0m

-$1.0m

0

$2.0m

$1.0m

+$0.3m

Range −$1.4m to +$1.4m

Option A

Accept supplier package

+$1.4m

Range +$1.2m to +$1.4m

Option B

Counter for terms

+$0.3m

No spread

Option C

Hold current terms

🤖

AI Suggestion: I'd pick B and counter at 2.8% and hold September. Option A's saving is offset by what it gives up - even at its best it only matches Option B. I'd change my mind if Operations prices the eight-week slip below $0.5m.

Hide Analysis

Contract Memory

Where Option C's risk comes from.

35

/100

65

Counter may be refused

+35

Liability cap held at 25%

+0

September held

+0

COUNTER MAY BE REFUSED

2.8% against a 3.1–4.2% market

We ask for less than comparables close at, so there is room. The risk is another round, not a walk-away.

7 of 9 counters pitched below market were accepted within two rounds.

Market benchmark, 24mo ↗

LIABILITY CAP

25% held

Cover stays at $12.5m. Nothing moves onto our balance sheet.

1 of 12 deals that held the cap went to dispute, against 3 of 12 that conceded it.

Past deals §4.2 ↗

DELIVERY DATE

September held

Original date retained, and a damages clause added to enforce it.

Deals carrying damages ran late half as often, and recovered when they did.

Operations review · §8.2 ↗

SELECTED PATH

Accept supplier package

Escalate

Approve

Deal Inbox

Search

⌘K

Asterion Manufacturing

Cargo handling equipment

$50.0m

5% discount offered, conditional on delivery liability and ESG concessions.

STRATEGIC STALEMATE

CrestTech Solutions

Industrial systems

$72.5m

Includes extended warranty and software updates for 3 years.

NEGOTIATING

NexGen Energy

Renewable energy

$88.7m

Volume-based rebate applicable with early payment terms.

NEGOTIATING

Vertex Dynamics

Precision machining tools

$39.3m

Price locked for two years with optional service package.

READY TO SIGN

Blue Horizon Systems

Marine equipment

$64.8m

Delayed payment plan with integrated training sessions offered.

READY TO SIGN

Quantum Robotics

Automated robotics

$53.2m

Custom firmware included; support and maintenance for 5 years.

STRATEGIC PARTNERSHIP

NeuroNet Analytics

AI-driven data interpretation platform

$47.8m

Includes real-time monitoring and quarterly insights reports.

TECHNOLOGY LICENSE

EcoWave Solutions

Renewable energy wave generators

$39.5m

Comprehensive installation and 3-year equipment warranty.

EQUITY STAKE

Asterion Manufacturing

Cargo handling equipment $50.0m · 5-year supply Negotiation · stage 3 of 5

No response by 16:00 returns the deal to Asterion's original terms — $50.0m, no discount.

Deadline today 16:00

4h 12m remaining

Decision recorded and sent

Your counter-offer went to Asterion at 11:48. Your rationale, the evidence you cited and the terms sent are on the deal record and visible to Legal, Finance and ESG without further request.

NEGOTIATION PATH

SAVING

DELIVERY

ESG

RISK

A: Accept supplier package

Take Asterion's terms as offered.

$2.5m

5.0% headline

8 weeks late

costs $0.6–1.5m

Scope 3 removed

breaches 2030 pledge

78

/100

65

B: Counter: trade discount for terms

Offer 2.8%, hold September, keep ESG reporting, add a 24-month warranty.

$2.5m

2.8% below market

On target

September held

Retained

meets commitment

35

/100

65

C: Hold current terms

Decline the trade and close on the terms already aggreed

$0.3m

0.6% admin only

On target

September held

Exceeds

reporting + audit

16

/100

65

Decision Analysis

-$2.0m

-$1.0m

0

$2.0m

$1.0m

+$0.3m

Range −$1.4m to +$1.4m

Option A

Accept supplier package

+$1.4m

Range +$1.2m to +$1.4m

Option B

Counter for terms

+$0.3m

No spread

Option C

Hold current terms

🤖

AI Suggestion: I'd pick B and counter at 2.8% and hold September. Option A's saving is offset by what it gives up - even at its best it only matches Option B. I'd change my mind if Operations prices the eight-week slip below $0.5m.

Hide Analysis

Contract Memory

Where Option C's risk comes from.

35

/100

65

Counter may be refused

+35

Liability cap held at 25%

+0

September held

+0

COUNTER MAY BE REFUSED

2.8% against a 3.1–4.2% market

We ask for less than comparables close at, so there is room. The risk is another round, not a walk-away.

7 of 9 counters pitched below market were accepted within two rounds.

Market benchmark, 24mo ↗

LIABILITY CAP

25% held

Cover stays at $12.5m. Nothing moves onto our balance sheet.

1 of 12 deals that held the cap went to dispute, against 3 of 12 that conceded it.

Past deals §4.2 ↗

DELIVERY DATE

September held

Original date retained, and a damages clause added to enforce it.

Deals carrying damages ran late half as often, and recovered when they did.

Operations review · §8.2 ↗

SELECTED PATH

Accept supplier package

Escalate

Approve

Deal Inbox

Search

⌘K

Asterion Manufacturing

Cargo handling equipment

$50.0m

5% discount offered, conditional on delivery liability and ESG concessions.

STRATEGIC STALEMATE

CrestTech Solutions

Industrial systems

$72.5m

Includes extended warranty and software updates for 3 years.

NEGOTIATING

NexGen Energy

Renewable energy

$88.7m

Volume-based rebate applicable with early payment terms.

NEGOTIATING

Vertex Dynamics

Precision machining tools

$39.3m

Price locked for two years with optional service package.

READY TO SIGN

Blue Horizon Systems

Marine equipment

$64.8m

Delayed payment plan with integrated training sessions offered.

READY TO SIGN

Quantum Robotics

Automated robotics

$53.2m

Custom firmware included; support and maintenance for 5 years.

STRATEGIC PARTNERSHIP

NeuroNet Analytics

AI-driven data interpretation platform

$47.8m

Includes real-time monitoring and quarterly insights reports.

TECHNOLOGY LICENSE

EcoWave Solutions

Renewable energy wave generators

$39.5m

Comprehensive installation and 3-year equipment warranty.

EQUITY STAKE

Asterion Manufacturing

Cargo handling equipment $50.0m · 5-year supply Negotiation · stage 3 of 5

No response by 16:00 returns the deal to Asterion's original terms — $50.0m, no discount.

Deadline today 16:00

4h 12m remaining

Decision recorded and sent

Your counter-offer went to Asterion at 11:48. Your rationale, the evidence you cited and the terms sent are on the deal record and visible to Legal, Finance and ESG without further request.

NEGOTIATION PATH

SAVING

DELIVERY

ESG

RISK

A: Accept supplier package

Take Asterion's terms as offered.

$2.5m

5.0% headline

8 weeks late

costs $0.6–1.5m

Scope 3 removed

breaches 2030 pledge

78

/100

65

B: Counter: trade discount for terms

Offer 2.8%, hold September, keep ESG reporting, add a 24-month warranty.

$2.5m

2.8% below market

On target

September held

Retained

meets commitment

35

/100

65

C: Hold current terms

Decline the trade and close on the terms already aggreed

$0.3m

0.6% admin only

On target

September held

Exceeds

reporting + audit

16

/100

65

Decision Analysis

-$2.0m

-$1.0m

0

$2.0m

$1.0m

+$0.3m

Range −$1.4m to +$1.4m

Option A

Accept supplier package

+$1.4m

Range +$1.2m to +$1.4m

Option B

Counter for terms

+$0.3m

No spread

Option C

Hold current terms

🤖

AI Suggestion: I'd pick B and counter at 2.8% and hold September. Option A's saving is offset by what it gives up - even at its best it only matches Option B. I'd change my mind if Operations prices the eight-week slip below $0.5m.

Hide Analysis

Contract Memory

Where Option C's risk comes from.

35

/100

65

Counter may be refused

+35

Liability cap held at 25%

+0

September held

+0

COUNTER MAY BE REFUSED

2.8% against a 3.1–4.2% market

We ask for less than comparables close at, so there is room. The risk is another round, not a walk-away.

7 of 9 counters pitched below market were accepted within two rounds.

Market benchmark, 24mo ↗

LIABILITY CAP

25% held

Cover stays at $12.5m. Nothing moves onto our balance sheet.

1 of 12 deals that held the cap went to dispute, against 3 of 12 that conceded it.

Past deals §4.2 ↗

DELIVERY DATE

September held

Original date retained, and a damages clause added to enforce it.

Deals carrying damages ran late half as often, and recovered when they did.

Operations review · §8.2 ↗

SELECTED PATH

Accept supplier package

Escalate

Approve

Project Result

31%

31%

31%

Reduction in time to close offers

82%

82%

82%

AI recommendation acceptance rate

$1.4m

$1.4m

$1.4m

Avg. value protected per deal

Problem Statement

Contract negotiation was slow, inconsistent, and rarely documented in its reasoning. Two people working on similar deals could end up agreeing to very different terms, because each was relying on memory and feel instead of what the company had actually agreed to before.



That inconsistency had a cost. Liability caps were conceded without checking what similar deals had held. ESG clauses were dropped under time pressure without anyone pricing the impact. Discounts were accepted outside what the market had already proven achievable.

The project was to build an AI-assisted negotiation tool that could reason from past deals, produce a position a human could trust and interrogate, and know when to hand control back.

Goals and Objectives

Evidence Over Instinct

Every recommendation the system makes should be traceable to a comparable deal, not to a general sense of "market rate.

Bounded Autonomy

The system should be able to negotiate inside a defined mandate, but must never have the authority to concede terms beyond it.

Legible

Trade-offs

Every commercial concession should be presented with a range and a confidence level, not a single misleadingly precise number.

Escalation as a Feature

When a negotiation exceeds its risk tolerance, handing back to a human should read as the system working correctly, not failing.

Requirements Gathering

Early discovery sessions with procurement leads, legal counsel, and category managers surfaced three consistent frustrations:

REQUIREMENT

Working System

Negotiators were willing to accept an AI-generated position, but only if they could see the comparable deals and the assumptions behind it. A black-box recommendation was a non-starter for legal sign-off.

REQUIREMENT

Clear Lines of Authority

Procurement and legal both needed certainty about what the system could and could not agree to on its own, and exactly what would trigger a pause for human review.

REQUIREMENT

Auditability

Every negotiation needed to produce a defensible record — what was assumed, what evidence supported it, and why a given position was taken — for later audit and for training new negotiators.

Logic Map

The decision journey was mapped in its entirety, starting from the point where the agent makes decisions independently based on Sarah’s mandate, through the process whereby a certain disagreement – say, about a discount, liability, or ESG consideration – lies outside the mandate and goes to her, all the way through her decision and justification for it.

This mapping continued beyond the decision-making process to cover what follows after it, namely the logging of the result in terms of who made the decision, what was used, and why, and its addition to the Contract Memory.

Personas

To make sure the design decisions that followed were grounded in a real user rather than an assumption, we asked the client for information about who the main users of the negotiation agent actually were. Using that input, we built a persona “Sarah Chen” so the team could get a clearer picture of the primary user: her goals, her frustrations, and what she actually needed in the moment a negotiation stalled and landed on her desk.

Full Wireframe

Before using working on UI, I drew out the key screens using pen and paper, outlining the mandate, the reasoning process, and the escalation process – allowing the logic of the interface to be tested quickly and cheaply without spending hours developing visuals that would then need to be thrown away.

Tools Used

The toolset used was geared towards multiple rounds of low-fidelity iteration, along with qualitative and quantitative data gathering and analysis.

Miro

Miro was chosen as a tool to ideate, collaborate with stakeholders and create lo-fi art initially.

Easy to collaborate

Non-visual

Perfect for user-flow diagrams

Figma

Figma is a go-to tool for development-ready design and annotations.

Component-based architecture

Design and Prototyping

Easy developer handoffs

Google Analytics

Google Analytics was used to track user behavior, measure performance and guide data-driven decisions.

Comprehensive user tracking

Bespoke trend tracking

Easy to integrate with data visualisation tools like Power BI

Claude AI

Claude AI was used to support the ideation, refine design decisions and accelerate web app design.

UX/UI Ideation and exploration

Design Feedback abd refinement

Faster content and interaction design

Designing the Interface

Based on feedback on low-fidelity wireframe, we came to this design.

UI DESIGN

Viewing different negotiation pathways

Comparing options side by side reduces automation bias, the tendency to over-trust whichever answer is shown first.

Each pathway uses identical cards and field order, so no option is visually favored before the user evaluates it. The risk indicator sits last in each row, matching natural reading flow, since it's the variable most likely to change the decision.

UI DESIGN

AI Suggestion and analysis

"One number" suggests false certainty. By presenting options as a range along a common scale, uncertainty becomes explicit and it can be quickly evaluated whether the decision is a close one or a definite one. 





The explanatory text below it serves to be an explanation; the graph tells what the reason tells why.

UI DESIGN

Compare your deals

Any AI-generated recommendation carries a verification cost, the user has to decide whether to accept it or dig for evidence.

We decided to present relevant deals consistently as an always-visible panel, instead of requiring a second click to find them, reduces the cost of context-switching from the conclusion back to the evidence, since evidence and conclusion remain together in one’s visual field.

Design Guide for Consistency

Before designing the screens, a guide with typography, buttons, colors, and interface components was created and was constantly updated throughout the process.

Color Palette

Defining a consistent color system that supports hierarchy, accessibility, branding, and clear visual feedback.

Typography

Clear type hierarchy to improve readability, consistency, and content structure across the product.

Buttons

Consistent button styles and states to make actions clear, predictable, and easy to interact with.

Checkbox, radio button & badge

Designing small UI components for selections, status indicators, and contextual information w.

Other components

Many other reusable UI components and patterns to ensure consistency, scalability, and faster product development.

Conclusion

Across the pilot, negotiations completed 38% faster than the historical baseline, with 92% resolved within the agreed mandate and no escalation needed.



When escalation did happen, reviewers had enough context from the reasoning trail to make quick, confident decisions without starting the analysis from scratch.



The biggest change, however, was in how people viewed the system. A pause was no longer seen as a limitation, but as a useful signal, showing that the AI knew when something was outside its boundaries.

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