Technical Leadership Roadmap Assessment

Technical Leadership Roadmap Assessment — Free Assessment

Assessment Form

Contact Name(Required)

First Last

Company Name(Required)

Contact Email(Required)

Technology Vision & Strategy

Is there a documented technology vision covering the next 2–3 years, aligned to the business strategy?(Required)

Not at all

Basic / Partial

Mostly

Fully

Has the technology vision been presented to and endorsed by the board or executive leadership?(Required)

Not at all

Basic / Partial

Mostly

Fully

Architecture Roadmap

Is there a documented architecture roadmap covering planned evolution of key systems over 12–24 months?(Required)

Not at all

Basic / Partial

Mostly

Fully

Are the highest-priority architecture improvements and tech debt items tracked in a prioritised backlog?(Required)

Not at all

Basic / Partial

Mostly

Fully

Technical Talent Plan

Is there a 12-month hiring roadmap for the engineering organisation with prioritised roles?(Required)

Not at all

Basic / Partial

Mostly

Fully

Has a skills gap analysis been conducted to identify critical capability shortfalls?(Required)

Not at all

Basic / Partial

Mostly

Fully

Security & Compliance Roadmap

Is there a documented security roadmap covering the next 12–18 months of planned improvements?(Required)

Not at all

Basic / Partial

Mostly

Fully

Does the security roadmap have executive sponsorship and a defined budget?(Required)

Not at all

Basic / Partial

Mostly

Fully

Data & Analytics Strategy

Is there a documented data and analytics roadmap covering infrastructure, governance, and capability?(Required)

Not at all

Basic / Partial

Mostly

Fully

Is there a named data owner or Chief Data Officer responsible for the data strategy?(Required)

Not at all

Basic / Partial

Mostly

Fully

Cloud & Infrastructure Roadmap

Is there a documented cloud migration or modernisation roadmap with prioritised workloads?(Required)

Not at all

Basic / Partial

Mostly

Fully

Is cloud cost optimisation included in the roadmap with defined targets and owners?(Required)

Not at all

Basic / Partial

Mostly

Fully

DevOps & Delivery Roadmap

Is there a roadmap for improving CI/CD pipeline maturity and deployment frequency?(Required)

Not at all

Basic / Partial

Mostly

Fully

Are SRE practices (SLOs, error budgets, blameless post-mortems) on the roadmap?(Required)

Not at all

Basic / Partial

Mostly

Fully

Technology Vendor Strategy

Is there a documented technology vendor strategy covering build-vs-buy decisions and consolidation targets?(Required)

Not at all

Basic / Partial

Mostly

Fully

Are strategic technology partnerships actively managed with joint roadmap alignment?(Required)

Not at all

Basic / Partial

Mostly

Fully

Innovation & Emerging Tech Pipeline

Is there a structured process for identifying, evaluating, and piloting emerging technologies?(Required)

Not at all

Basic / Partial

Mostly

Fully

Is there a dedicated innovation budget or time allocation for technology experimentation?(Required)

Not at all

Basic / Partial

Mostly

Fully

Platform & Product Roadmap Alignment

Is the technical roadmap formally aligned to and prioritised against the product roadmap?(Required)

Not at all

Basic / Partial

Mostly

Fully

Are cross-functional dependencies between engineering and product tracked and managed proactively?(Required)

Not at all

Basic / Partial

Mostly

Fully

Engineering Metrics & KPIs

Are engineering KPIs (DORA metrics, lead time, change failure rate) defined and tracked?(Required)

Not at all

Basic / Partial

Mostly

Fully

Are engineering metrics reported to executive leadership at least quarterly?(Required)

Not at all

Basic / Partial

Mostly

Fully

Technology Governance & Review

Is there an Architecture Review Board or equivalent governance body that approves significant decisions?(Required)

Not at all

Basic / Partial

Mostly

Fully

Is there a regular technology governance cadence — at minimum quarterly — with documented outcomes?(Required)

Not at all

Basic / Partial

Mostly

Fully