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.
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.
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.
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.
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.
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.
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.
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
Work Harder
Pressure to increase effort. Fast results. No capability change.
Work Smarter
Invest in improvement. Slow results. Sustainable capability growth.
Reinvestment
Amplifies whichever direction is winning. Virtuous or vicious.
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
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.
Not sure where to start?
Bowtie Diagnostic Sprint_
Expose the exact point in your revenue system where growth is leaking — with systems dynamics math, not opinion.
Typical finding: $1–4M in addressable revenue leakage
$18,500
10 days
Capability Trap Audit_
Find where your revenue team is working harder to stay in place — and design the escape route before AI makes the trap permanent.
Typical finding: 30–50% of team capacity consumed by firefighting
$14,500
8 days
ICP Sharpening Session_
Rebuild your Ideal Customer Profile from revenue data — so every growth motion is aimed at the customers who actually compound.
Typical finding: 2–3x NRR variance between best and worst ICP segments
$16,500
10 days
AI GTM Readiness Assessment_
Determine exactly which AI investments will compound your revenue system — and which ones will automate the wrong motion.
Typical finding: 60% of proposed AI investments targeting wrong processes
$15,000
8 days
Dynamic Work Redesign Sprint_
Redesign the revenue processes that are costing you the most — with enough precision that the fix holds without heroics.
Typical outcome: 20–40% reduction in process cycle time
$22,000
12 days
NRR Acceleration Build_
Engineer the post-sale revenue motion from first contract through expansion — so NRR compounds instead of decaying.
Typical outcome: 5–15pt NRR improvement projected at 12 months
$26,500
14 days
RevOps Intelligence Layer_
Build the data architecture and agentic infrastructure your revenue system needs to run on signal, not spreadsheets.
Typical outcome: 80% reduction in manual reporting effort
$34,000
15 days
Forecast Architecture Sprint_
Build a revenue forecast derived from your Bowtie system dynamics — not from rep optimism and stage probability defaults.
Typical outcome: 15–25pt forecast accuracy improvement
$24,000
12 days
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 TiersWhy 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.
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.
$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.