AI Revenue Architecture

Your revenue system has a design flaw._

We find the structural flaw in your revenue system in days, not quarters — and build the AI infrastructure that fixes it. For B2B SaaS from $10M to $200M ARR.

The Revenue System Problem

Your revenue team is working harder every quarter. The numbers aren't improving.

While pipeline grows, NRR stays flat. Teams add tools, headcount, and process layers — but the structural dynamics that produce underperformance remain invisible.

80%+

of AI projects fail — twice the rate of non-AI IT projects

RAND Corporation, 2024

95%

of generative AI pilots stall, delivering little measurable impact

MIT NANDA Initiative, 2025

63%

of organizations cite human factors — not technology — as the primary AI challenge

Prosci Research, 2025

Three patterns that keep revenue systems stuck

These aren't technology problems. They're structural dynamics embedded in how your revenue system operates — and most firms can't see them.

01

The Firefighting Trap

You can't start

Your team is so busy reacting to today's problems that nobody has time to invest in AI. The irony: AI could eliminate most of those problems, but you can't implement it because you're too busy fighting fires.

Result: The organization that needs AI most is structurally prevented from adopting it.

02

The J-Curve Trap

You can't survive the dip

You launched an AI pilot. Performance dipped. Leadership panicked. The project got killed. What they didn't see: that dip was the investment phase. Two more months and it would have paid off.

Result: Promising initiatives die in the transition period — killed by impatience, not incompetence.

03

The Attribution Trap

You can't try again

"AI doesn't work for our industry." Actually, your organizational dynamics would have killed any initiative — AI or otherwise. But the failed pilot confirmed the bias, and now AI investment is frozen.

Result: One failed pilot becomes permanent evidence against all future AI investment.

Recognize any of these? You're not alone. And there's a way out.

Diagnose Your Traps_

How It Works

Four disciplines, one integrated system

AI Revenue Architecture combines diagnostic frameworks, academic research, and AI infrastructure into engagements that produce root cause findings and working systems — not slide decks.

01

Bowtie Revenue Architecture

Winning by Design

We model your full revenue system — from first touch through expansion and advocacy — as a stock-and-flow system, not a stage-based pipeline. The Bowtie reveals where growth is leaking, which stages are structurally underperforming, and where the highest-leverage intervention sits.

02

Dynamic Work Design

MIT — Repenning & Kieffer

We redesign revenue processes at the task level — cognitive demands, information requirements, and feedback loop design. Not workflow diagrams. This is the methodology that diagnoses capability traps: where your team is working harder to stay in place because the process was never designed to improve.

03

Systems Dynamics Modeling

MIT — Sterman & Repenning

Every material claim we make is backed by a parameterized model built from your data. Stock-and-flow models, sensitivity analysis, feedback loop identification. We don't guess which variable matters most — we compute it.

04

Agentic AI Infrastructure

Claude Code + MCP

We build the AI layer that makes the redesign stick. MCP (Model Context Protocol) servers connect AI agents directly to your CRM, CS platform, and BI tools. Custom Claude Skills automate revenue team workflows. The intelligence layer compounds month over month — and you own all of it.

Based on 25 years of MIT system dynamics research (Repenning & Sterman)

What is a capability trap?

A capability trap is a self-reinforcing downward spiral. Under performance pressure, organizations default to "working harder" — more hours, more urgency, cutting corners — instead of investing in "working smarter." The short-term results look good, but capability slowly erodes.

As capability declines, more problems emerge, requiring more firefighting, leaving even less time for improvement. The organization gets trapped in permanent reactive mode. And because the erosion is gradual, leadership blames the people instead of the system.

In revenue teams, this is why AI automation fails: you automate the firefighting instead of redesigning the process. The Capability Trap Audit (PS-02) maps these dynamics in your organization specifically.

The four loops

B1

Work Harder

Pressure to increase effort. Fast results. No capability change.

B2

Work Smarter

Invest in improvement. Slow results. Sustainable capability growth.

R1

Reinvestment

Amplifies whichever direction is winning. Virtuous or vicious.

B3

Shortcuts

Under B1 pressure, workers cut B2 investment. Temporarily frees capacity. Erodes capability.

Based on system dynamics research published in the California Management Review and Administrative Science Quarterly.

Results across 50+ B2B SaaS engagements

52%

reduction in CAC for a $75M ARR enterprise SaaS platform through systematic process optimization and AI-powered efficiency

2.8x

improvement in forecast accuracy for a $60M ARR B2B MarTech company after implementing systems dynamics forecasting

35%

increase in net revenue retention through redesigned post-sale motion and expansion trigger architecture

Certified Winning by Design Partner$500M+ ARR Influenced50+ B2B SaaS Engagements20+ Years Revenue Leadership

Productized Services

Surgical sprints, not 12-month programs

Every engagement is fixed-scope, fixed-price, and delivers a root cause finding your team didn't have before. Eight sprints across two stages — diagnose the system, then build the fix.

Ongoing

Revenue Architecture Retainers

After the diagnostic, the system compounds. Four tiers from strategic advisory to embedded architecture — $8,500 to $65,000/month.

See Retainer Tiers

Why We Exist

Revenue systems are dynamic. Most firms treat them as static.

Every organization we work with has the same pattern: pipeline looks healthy, but NRR is flat. The team is working harder than ever, but the numbers aren't compounding. AI tools were purchased, but nothing changed.

The reason is structural. Revenue systems are dynamic — they have feedback loops, capability traps, and compounding effects that static pipeline reports can't see. Most consultancies treat symptoms. We model the system, find the leverage point, and build the fix. We call this AI Revenue Architecture.

dynamic.work_ exists because the gap between strategy decks and working infrastructure is where revenue growth goes to die. We close that gap with math, process redesign, and AI that actually runs.

DS

Derek Sather

Founder & Managing Partner

Global revenue executive and MIT-educated systems thinker with 20+ years scaling B2B SaaS companies. Former Chief Commercial Officer at Winning by Design, where he deployed the Bowtie methodology across 600+ portfolio companies. Currently CRO at Education Perfect and mentor at Mucker Capital. $500M+ ARR influenced across 50+ engagements. Converts volatility into predictable enterprise value through data-driven GTM strategies, systems dynamics modeling, and AI-powered revenue architecture.

MIT Sloan MBA Ex-WbD CCO (6 yrs) CRO, Education Perfect Mucker Capital Mentor AI + RevOps

$500M+

ARR influenced across 50+ B2B SaaS engagements

20+

years building and scaling revenue engines

8–15

business days from kickoff to deliverable

50+

companies transformed, $10M to $200M+ ARR

How we're different

  • Math over opinion — every finding is parameterized from your data, not benchmarked from someone else's
  • Feedback loops over snapshots — we model the dynamic system, not a point-in-time report
  • Infrastructure that runs — we build working AI systems, not recommendations to build AI systems

Questions

What buyers ask us

What is AI Revenue Architecture?

AI Revenue Architecture is the practice of modeling your revenue system as a dynamic system with feedback loops, diagnosing where growth is structurally leaking, and building the AI infrastructure that makes the fix permanent. It combines four disciplines: Winning by Design Bowtie revenue modeling, Nelson Repenning's Dynamic Work Design from MIT, systems dynamics modeling, and Claude Code / MCP agentic infrastructure. The result: you get a parameterized model of your revenue engine, a structural diagnosis, and working AI systems — not a slide deck and a set of recommendations.

What does dynamic.work_ actually do?

We diagnose and redesign the revenue systems of B2B SaaS companies using four integrated disciplines: Winning by Design Bowtie revenue architecture, Nelson Repenning's Dynamic Work Design and capability trap framework, systems dynamics modeling, and Claude Code / MCP agentic infrastructure. Every engagement starts with a structural diagnosis — not a checklist — and produces a root cause finding your team didn't have before.

How is this different from a management consultancy or a RevOps agency?

Management consultancies deliver strategy decks. RevOps agencies configure tools. We sit between: we model your revenue system as a dynamic system with feedback loops, identify the highest-leverage intervention point using math, then build the process redesign and AI infrastructure to fix it. Our deliverables are parameterized systems dynamics models and working AI infrastructure — not slide decks and spreadsheets.

Which service should we start with?

If growth has stalled and you don't know why, start with the Bowtie Diagnostic Sprint ($18,500, 10 days). If you're about to invest in AI, start with the AI GTM Readiness Assessment ($15,000, 8 days). If NRR is flat despite good retention, start with the NRR Acceleration Build ($26,500, 14 days). Every productized sprint is designed as a standalone diagnostic that produces a clear next step.

What is a capability trap?

A capability trap is a self-reinforcing organizational pattern identified by MIT's Nelson Repenning. Under pressure, teams default to "working harder" instead of investing in improvement. Short-term results look fine, but capability erodes. More problems emerge, requiring more firefighting, leaving less time for improvement. In revenue teams, this means heroic individual performance masks systemic design failure — and AI automation accelerates the wrong motion. Our Capability Trap Audit (PS-02) maps these dynamics specifically.

What size companies do you work with?

Primarily B2B SaaS companies between $10M and $200M ARR. Our productized sprints serve the $10M–$80M range. Retainer engagements (Signal through Enterprise tier) extend to $200M. The common thread: revenue system complexity that has outpaced the tools and processes managing it.

What's the difference between a sprint and a retainer?

Sprints are fixed-scope, fixed-price diagnostic and build engagements — 8 to 15 business days, $14,500 to $34,000. They produce a specific deliverable and a clear recommendation. Retainers are ongoing ($8,500–$65,000/month) and provide continuous Bowtie monitoring, systems dynamics model maintenance, AI infrastructure builds, and strategic advisory. Most retainer clients start with a productized sprint first.

What does the AI infrastructure include?

We build Claude Code + MCP server infrastructure connected to your CRM, CS platform, and BI tools. This includes custom Claude Skills for your revenue team (deal review, pipeline health, expansion signals), automated Bowtie reporting, and agentic process automation. You own all the infrastructure — it runs on your accounts, documented in runbooks your team can maintain.

Can you really build a parameterized forecast model in 12 days?

Yes — if you have 8+ quarters of clean pipeline data. The Forecast Architecture Sprint (PS-08) replaces stage-weighted pipeline guesswork with a systems dynamics model parameterized from your actual conversion rates, deal velocity distributions, and segment data. It produces P50/P75/P90 probabilistic forecasts. Data quality determines start date — if your data needs cleaning first, we'll tell you and may redirect to the RevOps Intelligence Layer (PS-05).

How is this different from Winning by Design?

Winning by Design created the Bowtie framework, and we build on it. What we add: parameterized systems dynamics models built from your data (not benchmarks), Dynamic Work Design methodology for task-level process redesign, and agentic AI infrastructure (Claude Code + MCP servers) that automates the ongoing monitoring. Think of WbD as the architectural blueprint and dynamic.work_ as the structural engineering and automation layer. Many of our clients have done WbD training — we extend that foundation into a running system.

Can we speak with a reference client?

Yes. During the evaluation process, we will connect you with a reference at a similar ARR range and challenge profile. We do not publish case studies with client names — our diagnostic findings are confidential by nature — but we will make a direct introduction so you can ask whatever you need to ask.

What if the diagnostic does not find anything actionable?

In every engagement to date, the diagnostic has identified at minimum one structural root cause with a quantified impact estimate. If the Bowtie Diagnostic Sprint fails to identify a structural finding with a quantified revenue impact, we will tell you within the first 3 days and scope the engagement down accordingly. We do not run out the clock on an engagement that is not producing value.

How much of our team's time does this require?

For diagnostic sprints: 3-5 hours of leadership time (kickoff + readout) plus 4-6 hours of stakeholder interviews spread across the team. For build sprints: 6-10 hours total, mostly in 2-3 working sessions. We do the heavy lifting — the modeling, analysis, and infrastructure build. Your team provides data access, context, and decision-making authority.

AI Revenue Architecture

Every engagement starts with a conversation about your revenue system.

Tell us the symptom. We'll tell you if it's structural — and which sprint is the right starting point.

We work with B2B SaaS companies from $10M to $200M ARR. Sprints from $14,500. Retainers from $8,500/month.