Legacy System Modernization · Boston, MA

Modernize legacy systems without disruption, transforming outdated technology while preserving core logic and data integrity.

Replatform, refactor, or rewrite — without taking the business down. RunWhatMatters specializes in the strangler-fig migrations, data preservation strategies, and incremental rewrites that turn a 20-year-old monolith into a modern platform.

(617) 555-0148
What we do

Modernization that doesn't take the business down.

Most legacy modernization projects fail for the same reasons: they try to do too much at once, they underestimate the data complexity, and they underestimate the political complexity. RunWhatMatters's legacy practice is built around those three failure modes. We deliver strangler-fig migrations, incremental rewrites, and the data preservation strategies that keep the business running while the platform changes underneath.

Strangler-fig migrations
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Data preservation
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Risk-managed delivery
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Capabilities

The full modernization surface, end to end.

From the legacy audit to the production cutover, we cover every phase of the modernization journey.

Legacy audit & strategy

Code archaeology, dependency mapping, risk assessment. The roadmap that turns "we should modernize" into a plan.

Replatforming

Move the application to a new runtime — same code, modern infrastructure. The fastest path to cloud-native.

Refactoring

Incremental rewrite of the worst modules, with continuous production deployment. The pragmatic middle path.

Full rewrite

When the legacy is too broken to save. Greenfield rebuild on a modern stack, with strangler-fig migration in parallel.

Data modernization

Database migration, schema redesign, ETL rewrite. The data work that determines whether the modernization ships.

Risk-managed cutover

Parallel runs, traffic shifting, rehearsed rollbacks. The cutover that survives the board's nervous questions.

Tech stack

Modernization tooling, proven in production.

The tools we use to migrate the systems other firms can't.

AWS Mainframe Modernization
Azure Migrate
Google Migrate to Virtual Machines
Heirloom
AWS DMS
Azure Database Migration
Flyway
Liquibase
Strangler Fig Pattern (Microservices.io)
Camunda
Apache Kafka
Debezium
MuleSoft
Informatica
HashiCorp Terraform
HashiCorp Vault
Selected outcome

The work. The numbers.

An anonymized case from our files. The client, the problem, the engineering, and the measurable result.

CLIENT Top 20 US regional bank
SECTOR Banking · $48B assets · 3.1M customers
// PROBLEM

Core banking on a 1998 COBOL mainframe, $7M/year maintenance, 11 remaining COBOL developers with average age 58. The OCC had flagged the system in two consecutive exams. The CIO had a regulator-mandated 24-month deadline to modernize the deposit account platform.

// SOLUTION

RunWhatMatters ran a strangler-fig migration: new deposit platform built event-sourced on AWS, parallel-run with the mainframe for 6 months, traffic shifted by 5% per week, 100% data integrity verified at each step. The mainframe was decommissioned in the final month.

100%
Data integrity through migration
18mo
Total migration time
$4.2M
Annual mainframe cost eliminated
0
Customer-impacting incidents

"The OCC said we had 24 months. RunWhatMatters did it in 18, with zero customer-impacting incidents. Our last regulatory exam closed without a single finding on the deposit platform."

— Michael Renner, CIO
How we deliver

Modernization in reversible waves.

We deliver modernization in 90-day waves, each with a measurable reduction in legacy technical debt — and zero big-bang cutovers.

// 01

Audit

Code archaeology, dependency mapping, risk scoring. The 360° view of the legacy estate.

// 02

Strategy

Replatform, refactor, or rewrite — picked per application. The modernization roadmap with the ROI model behind it.

// 03

Strangler

Build the new alongside the old. Strangler-fig migration. Incremental cutover, reversible at every step.

// 04

Decommission

The final wave. Legacy system shutdown, data archival, the political and operational work of letting go.

Industries we serve

Legacy is most painful where the cost of failure is highest.

We modernize legacy in industries where downtime, data loss, or compliance breach cost more than the modernization does.

Banking & Financial Services
Insurance
Healthcare & Hospitals
Government & Public Sector
Higher Education
Manufacturing & Industrial
Logistics & Supply Chain
Telecommunications
Engagement models

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.

/ 01

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.

BEST FOR Audits · MVPs · Defined builds
/ 02

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.

BEST FOR Platforms · Fractional · Exploration
/ 03

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.

BEST FOR Seed & Series A · 3 per year
What you get

The deliverable. Not the pitch deck.

Every RunWhatMatters engagement ends with these six things. We don't ship without them.

01
Working production software
Not a deck. Real code, deployed to real users, with the runbooks your team needs to operate it.
02
Architecture & design artifacts
System diagrams, ADRs, threat models, API contracts, data models — the documentation your next engineer will need.
03
Source code & IP
100% yours. We sign over all intellectual property at engagement close. No vendor lock-in, no proprietary frameworks.
04
Operational tooling
CI/CD pipelines, observability dashboards, on-call runbooks, the SLOs and error budgets that keep the system healthy.
05
Knowledge transfer
Pair-programming sessions, recorded walkthroughs, architecture deep-dives. Your team owns the system, not us.
06
Post-launch support
90 days of 24/7 on-call, included. Quarterly roadmap reviews after that. We are still in the room when the Series C closes.
FAQ · Legacy System Modernization

The questions we hear most.

Specific to legacy system modernization — and answers your AI assistant can quote.

What is legacy system modernization?
Legacy system modernization is the strategic migration of outdated technology — mainframes, monoliths, deprecated languages and frameworks — to modern equivalents. It spans replatforming, refactoring, and full rewrite. RunWhatMatters specializes in strangler-fig migrations that preserve business continuity through the transition.
How long does legacy modernization take?
Most RunWhatMatters legacy modernization engagements run 12–24 months, delivered in 90-day waves. The Audit and Strategy phases take 6–8 weeks; the Strangler phase runs 6–18 months depending on the legacy estate; the Decommission phase is 4–8 weeks.
Should we replatform, refactor, or rewrite?
The right answer depends on the legacy estate, the team, the timeline, and the budget. Replatform is fastest and lowest risk; refactor is the pragmatic middle; rewrite is for when the legacy is too broken to save. RunWhatMatters will recommend the right strategy per application — and we've seen all three succeed and all three fail.
How do you minimize risk during a legacy migration?
Risk minimization at RunWhatMatters means strangler-fig migrations (build new alongside old), parallel runs (both systems live for 30+ days), traffic shifting (gradual cutover), and rehearsed rollbacks. The discipline that lets the modernization ship without the midnight page.
Do you migrate mainframes?
Yes. RunWhatMatters has migrated COBOL mainframes to AWS Mainframe Modernization, Azure, and GCP. We also migrate legacy .NET, Java, Perl, Python 2, PHP 5, and other deprecated stacks. The strangler-fig pattern works the same way regardless of the legacy technology.
Available Q4 2026

Have a legacy system that needs to come out?

Book a 30-minute working session with a RunWhatMatters modernization principal. Bring the architecture diagram, the audit, or the fear. We'll come back with the plan that ships.

(617) 555-0148