Resources/Application Modernization Portfolio Planner

● 801 DECISION LAB · PORTFOLIO PLANNER 01

Decide which applications to modernize—and in what order.

Compare up to eight applications across business value, change pressure, and execution complexity to produce a 7R direction, transition waves, prerequisites, and a 90-day action outline.

Start the portfolio comparison →Review the method first ↓

Up to 8 applications9 decision factors7R directionJSON and PDF export

Published: Jul 21, 2026
Version: 1.0.0
Publisher: 801 PLANET
Technical review: Jeen Lee
Public sources: 3

● ONE DECISION · MULTIPLE APPLICATIONS

Plan the portfolio sequence—not one isolated cost estimate

When several applications compete for attention, the first question is not a precise cost. It is what to verify first and where to create a controlled win. The planner compares every application on the same evidence scale and creates a reviewable decision draft.

01DIRECTION: A directional choice across retain, retire, replace, rehost, replatform, refactor, and rearchitect
02SEQUENCE: Wave 1, 2, 3, or hold using business value, risk, and execution complexity together
03NEXT 90 DAYS: Evidence to verify before commitment and a strategy-specific 30, 60, and 90-day outline

● INTERACTIVE DECISION TOOL

Compare up to eight applications with the same questions

Rather than producing a number that looks certain, the result keeps the evidence level, decision drivers, and prerequisites visible.

● APPLICATION REGISTER

Register the applications to compare

Compare up to eight applications on the same evidence scale. Names and selections are calculated in this browser and are never sent to or stored on our server.

No input data sent to the server

01Application 1Estimate only

Application nameEvidence levelUsed only to qualify the confidence of the result.

SITUATION SCALE

Choose the example closest to the application's current reality. If it falls between two examples, select the one with greater risk or constraint.

BUSINESS VALUEWhy should it change?

Business criticalityImpact of downtime or degradation on revenue, customers, or core operations

01Supporting taskThe team can work around an outage in spreadsheets or by hand for several days.02Team delayOne or two teams use a fallback process, with little visible customer impact.03Some customer impactSome orders or support requests may miss the response time promised to customers.04Core operations disruptedA few hours of downtime disrupts revenue processing or service operations.05Critical transactions stopPayments, orders, clinical care, or another critical business flow stops immediately.

Business differentiationHow strongly the application creates business-specific advantage

01Replace with a standard productAn off-the-shelf SaaS product could handle the current workflow through configuration alone.02Mostly standard capabilityMost capabilities are standard; only a few forms or permissions differ.03Some proprietary rulesCompany-specific business rules sit on top of otherwise standard capabilities.04Core operating processA proprietary process materially shapes cost, speed, or customer experience.05The product's advantageThis capability is a primary reason customers choose the product.

Change demandFrequency of feature, policy, and integration change requests

01Once a year or lessThe application changes only for an annual review or mandated update.02Small quarterly changesOne or two screens or permissions change each quarter.03Monthly changesA feature or external integration changes every month.04Several requests each weekSeveral teams request feature or policy changes every week.05Continuous changeProduct, pricing, or policy changes must be reflected as they happen.

CHANGE PRESSUREHow urgent is it?

Change frictionTime and failure burden required to ship and verify a small change

01Safe same-day deliveryAutomated tests support same-day delivery, with an immediate rollback if a problem appears.02Independent one-to-two-day deliveryThe owning team validates for a day or two, then deploys independently.03About a week of coordinationSeveral teams must align schedules and testing before deployment.04Weeks of regression testingEven a small change requires full regression testing and a lengthy approval path.05Changes are avoidedUnknown blast radius and outage risk cause teams to postpone needed changes.

Operational riskIncident frequency, recovery difficulty, and key-person dependency

01Rare incidents, automatic recoveryIncidents are rare, and detection through recovery is automated.02Clear recovery processOperators, diagnosis steps, and recovery procedures are documented.03Occasional manual recoveryIncidents occur occasionally, and some recovery steps are manual.04Recurring incidents, key-person relianceSimilar incidents recur and require a particular person to resolve them.05Incident timing and cause are unclearNo one can quickly explain when the failure began, its cause, or expected recovery time.

Lifecycle riskEnd-of-support, patching, licensing, and infrastructure aging pressure

01Actively supportedThe version is actively supported and receives regular security patches.02At least two years of supportThe current version has more than two years of vendor support remaining.03Upgrade within a yearA major version or runtime upgrade is due within a year.04Support ending soonSupport ends within a year and available patch options are narrowing.05Unsupported with active exposureSupport has ended, and a vulnerability or licensing issue already exists.

EXECUTION COMPLEXITYWhat makes transition difficult?

Dependency couplingHow tightly the application moves with other systems, jobs, and approvals

01Independent deploymentAPI boundaries are clear, and the application deploys independently.02A few known integrationsIntegration points and owners are documented, so the impact is predictable.03Shared database or jobsA shared database or batch process requires coordination with another system.04Coordinated system changesDeployment requires several systems and approval calendars to align.05Dependencies are opaqueIt is difficult to know in advance which other systems could stop with it.

Data transition complexityData ownership, consistency, zero-downtime cutover, and regulatory constraints

01Independent data, one-time moveDedicated data can move once during a maintenance window and then be verified.02A short outage is acceptableThe data set is small enough to migrate during a short overnight business outage.03Shared data needs reconciliationSeveral systems share the data, so pre- and post-migration reconciliation is required.04Live synchronizationBoth data stores must stay synchronized and consistent during live operation.05Regulated, shared, live cutoverRegulated data, a shared system of record, and zero-downtime cutover overlap.

Team readinessService ownership, testing, delivery automation, and operating capability

01No execution foundationThere is no accountable team, automated test suite, or deployment baseline.02Operator-dependent deliveryAn owner exists, but testing, deployment, and recovery are mostly manual.03Basic operating foundationA service owner, basic tests, and monitoring standards are in place.04Automated delivery and operationsThe team runs automated delivery and regression tests and uses operational runbooks.05Product and platform capabilityA product owner and platform team use metrics to improve the service continuously.

Priority combines business value at 48%, operational and lifecycle risk at 37%, and ease of execution at 15%, then pairs the score with a 7R direction and prerequisites.

● METHOD · SCOPE · LIMITS

The score exposes the verification sequence; it does not make the decision

01Unit: One application or a clear system boundary that is deployed and operated together. Do not mix unrelated scopes in one entry.
02Value and pressure: Business criticality, differentiation, and change demand are separated from change friction, operating risk, and lifecycle risk.
03Execution complexity: Coupling, data transition complexity, and team readiness identify high-scoring candidates that still need preparation.
047R direction: AWS 7R is used as a decision vocabulary. The automated result is a hypothesis, not architecture approval or vendor selection.
05Data handling: Application names and selections are calculated only in this browser. There is no server storage, account, or result email.
06Limits: Budget, regulation, contracts, organizational constraints, and real dependencies require validation. The result is not a quote or delivery schedule.

SOURCE CONTROL

Method and sources

The model combines 801 PLANET's modernization assessment method with AWS 7R vocabulary and planning principles from Microsoft Cloud Adoption Framework. Scores and wave rules are independently designed by 801 PLANET.

801 PLANETWhere to Start Application ModernizationOpen source ↗
Amazon Web ServicesAWS large migration guide: 7R strategiesOpen source ↗
MicrosoftMicrosoft Cloud Adoption Framework: Plan cloud modernizationOpen source ↗

● RELATED INSIGHTS

Read the assessment method with real transition conditions

Where should application modernization start? Map the transition before the rewriteApplication Modernization · July 18, 2026
A practical guide to modernizing legacy applications without a big-bang rewrite: assess the current estate, choose retain, replace, replatform, refactor, or rearchitect, then design phased cutover and outcome metrics.
→
From a monolith to NKS: rebuilding the stack in four layersApplication Modernization · May 30, 2026
We moved a service locked into a single deployment and external CI onto NKS on Naver Cloud. How we split it into infrastructure, DB, API, and frontend — and made Git the single source of truth with Terraform, managed Cloud DB, and ArgoCD GitOps.
→
Why did one person fix in three days what eight people couldn't?Application Modernization · July 3, 2026
An eight-person SI project ended with core issues unsolved; alone, I fixed them in three days. Talent alone does not explain the gap, so I examine communication paths, diffused responsibility, decision structure, and the ownership gaps around re-architecture.
→

● RELATED WORK

Application modernization in practice

app-modernization

App modernization that made operations safer and leaner

Modernized an aging monolith with zero downtime, turning it into an operation that's resilient to failure and fast to deploy.

View case →

Turn the directional result into a real transition map.

Validate dependencies, data, and operating baselines to define the first wave and its success conditions.

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