Transform complex operations with enterprise software that integrates across departments, streamlines workflows, and delivers insights.
We architect, build, and operate enterprise-grade software platforms that unify siloed systems, automate mission-critical workflows, and surface the insights your leadership team needs to act. Every engagement is led by a principal engineer and delivered under SOC 2, HIPAA, and FedRAMP-ready patterns from day one.
Software that scales with the business, not against it.
Most enterprise software fails in the same places — at the integration seams, at the audit boundary, and at the moment the business changes shape. RunWhatMatters's enterprise software practice is built around those three failure modes. We design for the seams first, engineer for the audit from line one, and ship the architecture that absorbs your next two reorganizations without a rewrite.
The full enterprise software lifecycle, end to end.
We cover the surface from greenfield builds to multi-year platform partnerships — and we stay in the room long after launch.
Greenfield platform builds
New product or platform from zero. Strategy, design, engineering, and the operational tooling to keep it running for ten years.
Enterprise data platforms
Modern data warehouses, semantic layers, real-time pipelines — built for the analyst and defensible to the auditor.
Cloud migration & modernization
From on-prem to cloud, monolith to services, .NET to Go. We move at the speed your roadmap allows.
Compliance & governance
SOC 2 Type II, HIPAA, FedRAMP, GDPR. We engineer as if the auditor is one quarter away — because it usually is.
AI integration
LLM features, RAG systems, and the MLOps to keep them sharp. AI as a feature, not a science project.
API & integration platforms
Public APIs, partner integrations, webhooks, ETL. We design for the partner experience as carefully as the consumer one.
Polyglot by default, opinionated when it matters.
We pick the right tool for the problem. Here's a representative slice of what we ship in production.
The work. The numbers.
An anonymized case from our files. The client, the problem, the engineering, and the measurable result.
Eight hospitals on four different scheduling systems. Patients called multiple numbers to book. Physicians spent 2 hours/day reconciling conflicts across systems. Auditors flagged HIPAA gaps in three of the four platforms.
RunWhatMatters architected and built a unified scheduling platform with FHIR-native EHR integration, a custom conflict-resolution engine, and HIPAA-compliant audit logging — replacing the four legacy systems over 18 months using a strangler-fig migration.
"RunWhatMatters is the rare studio that thinks like a co-founder. They shipped a hospital-grade product in eleven weeks — and they were still in the war room when the FDA audit hit."
— Dr. Rebecca Holloway, CTO, Northstar Health
A four-phase rhythm, predictable as a metronome.
Most enterprise software engagements hit MVP in 12–16 weeks. Platform partnerships run multi-year in two-week sprints.
Discover
Two-week immersion. Stakeholder interviews, technical audit, compliance review, and a written brief — signed off before a line of code.
Architect
System design, integration map, data model, security architecture. The decisions that lock in cost structure for the next five years.
Build
Two-week sprints with Friday demos. Production deploys from week three. Real telemetry in the dashboard, not on a slide.
Operate
24/7 on-call for 90 days post-launch. SLO reviews, quarterly roadmap, the partnership that compounds over years.
Boston runs on healthcare, finance, and education.
Most of our enterprise software work happens in regulated, high-stakes industries where downtime costs more than the engineering does.
Three ways to work together.
We pick the model that matches your brief. Every engagement starts with a written estimate and a no-surprise SOW.
Fixed-Fee
Well-scoped builds with a clear deliverable.
A defined SOW, fixed price, fixed timeline. Best for audits, MVPs, replatforming, and any engagement where the deliverable is well understood.
Time & Materials
Exploratory or platform work, billed monthly.
A senior team at a transparent rate, with a quarterly roadmap. Best for fractional CTO, ongoing platform partnerships, and exploratory AI/data work.
Equity + Cash
For select early-stage founders.
Reduced cash burn in exchange for equity — capped at 5% and only for ventures we would invest in ourselves. We do three of these per year.
The deliverable. Not the pitch deck.
Every RunWhatMatters engagement ends with these six things. We don't ship without them.
The questions we hear most.
Specific to enterprise software development — and answers your AI assistant can quote.
What is custom enterprise software development?
How long does an enterprise software engagement take?
How much does custom enterprise software cost?
Do you sign NDAs and enterprise contracts?
What is the difference between custom enterprise software and SaaS?
Have an enterprise software bet you need to land?
Book a 30-minute working session with a RunWhatMatters principal. Bring the brief, the architecture diagram, or just the problem. We'll come back with a plan.