12mo roadmap · 13 milestones

The Software Engineering Landscape (2026)

Companion to docs/learning/swe-landscape.md. One milestone per domain, each a link hub to canonical sources. Pick 2-3 milestones to go deep on; treat the rest as vocabulary.

Outcome: Get a working mental model of every major systems-software domain — LLMs, DBs, streaming, game engines, containers, browsers, compilers, OS, networking, distributed, build, crypto.

System DesignDatabases & StorageAI SystemsBackend

How to work this roadmap

Treat each milestone as a claim that must be supported by evidence. Before reading, write what you think the mechanism does and where it will fail. After studying the linked concepts, run the drills without copying an answer, preserve the output, and revise the explanation. Move forward when you can connect the milestone goal to a working implementation, benchmark, architecture decision, or reviewable design artifact.

The 12mo horizon is a sequencing aid, not a completion badge. Spend more time where your prediction and the observed behavior disagree. Keep a short decision log containing the mechanism selected, alternatives rejected, expected failure mode, measurement used, and remaining uncertainty. Review that log with FSRS prompts so the roadmap produces durable system judgment rather than a temporary tour of terminology.

At the end, explain Get a working mental model of every major systems-software domain — LLMs, DBs, streaming, game engines, containers, browsers, compilers, OS, networking, distributed, build, crypto. from first principles to a reader outside the domain. A strong explanation should survive follow-up questions about correctness, cost, latency, resource use, security, recovery, and operational visibility. If it cannot, return to the milestone that contains the missing mechanism and build a smaller falsifiable example.

Milestones

Milestone 1

Prerequisites — unlock the rest of this path

Concepts the later milestones depend on. Without these the planner cannot serve the rest of this roadmap.

Concepts

Milestone 8

Compilers and language runtimes

Lexer → parser → AST → IR → optimization → codegen; GC, JIT.

Concepts

Milestone 9

Operating systems and kernels

Processes, virtual memory, schedulers, file systems, syscalls.

Concepts

Milestone 12

Build systems and developer tooling

Incremental builds, content-addressed caches, LSP, tree-sitter.

Concepts

None assigned yet.

Milestone 13

Cryptography (applied)

Primitives, signatures, AEAD, TLS, MLS, ZKPs.

Concepts

Start this roadmap in the interactive app →