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[INIT] Complete road map#1

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karan-bosamiya-hackathon-plan
Jul 2, 2026
Merged

[INIT] Complete road map#1
karan-bosamiya-simform merged 1 commit into
mainfrom
karan-bosamiya-hackathon-plan

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Copilot AI review requested due to automatic review settings July 2, 2026 14:51
@karan-bosamiya-simform karan-bosamiya-simform merged commit 259146b into main Jul 2, 2026
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Pull request overview

Adds a comprehensive set of architecture documents (Sections 6–18) plus a concrete 16-person hackathon execution plan, establishing the system design, delivery phases, and operational considerations for ProjectOS.

Changes:

  • Introduces a named-squad hackathon team plan with phase checkpoints and integration pairings.
  • Adds architecture sections covering Knowledge Hub + RAG, AI service patterns, API contract, background jobs, security, deployment, migrations, scalability, and risks/trade-offs.
  • Documents the roadmap/migration ordering and hackathon-specific delivery risks.

Reviewed changes

Copilot reviewed 14 out of 14 changed files in this pull request and generated 7 comments.

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File Description
HACKATHON_TEAM_PLAN.md Adds a 16-person squad/phase execution plan mapped onto the architecture.
architecture/section_06_knowledge_hub_architecture.md Defines ingestion pipeline, connectors, chunking strategy, and index health reporting.
architecture/section_07_rag_architecture.md Defines the shared retrieval pipeline, configuration per consumer, and citation enforcement.
architecture/section_08_ai_services.md Specifies AIService responsibilities, retry/caching, and AI workflow sequences.
architecture/section_09_api_design.md Documents the REST contract for all routers/endpoints, shapes, and error conventions.
architecture/section_10_background_workers.md Catalogs async jobs, scheduling, recovery, and a Celery migration path.
architecture/section_11_technology_stack.md Consolidates stack choices and versioning/pinning approach.
architecture/section_12_folder_structure.md Documents repository layout, module boundaries, and structural invariants.
architecture/section_13_security_architecture.md Consolidates auth, tenancy isolation, secrets, logging, rate limiting, and webhook verification.
architecture/section_14_deployment_architecture.md Describes hackathon vs scaled deployment topologies, nginx SSE proxying, and CI/CD flow.
architecture/section_15_future_scalability.md Lists deferred items with triggers and upgrade paths for scale/hardening.
architecture/section_16_development_roadmap.md Defines phased build sequencing and post-hackathon milestones.
architecture/section_17_database_migration_plan.md Defines Alembic sequencing, rollback/zero-downtime patterns, and seed gating.
architecture/section_18_risks_and_tradeoffs.md Consolidates ADR trade-offs and top technical/product/ops delivery risks.

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| `GET` | `/chat/sessions/{session_id}/messages` | `?cursor&limit` | `200 { items: ChatMessageOut[], next_cursor }` | `404` | FR-8.7 |
| `POST` | `/chat/messages/{message_id}/feedback` | `{ feedback: "thumbs_up"\|"thumbs_down" }` | `200 ChatMessageOut` | `404`, `422 invalid_feedback_value` | FR-8.8 |
| `POST` | `/chat/diagram` | `{ session_id, repository_id }` | `200 text/event-stream` — narrative + final `mermaid` block (§8.6.6) | `404`, `422 repository_not_indexed` | FR-8.5 |
| `GET` | `/dashboard/documentation-gaps` | `?limit` | `200 { items: [{query_cluster, count, sample_queries[]}] }` (FR-8.9, computed on read per §5.3.7) | — | FR-8.9 |
Comment on lines +49 to +50
API-->>FE: { access_token, refresh_token, user }
FE->>FE: store access_token in memory, refresh_token in httpOnly cookie
Comment on lines +53 to +54
FE->>API: POST /auth/refresh { refresh_token }
API->>PG: SELECT refresh_tokens WHERE token_hash=bcrypt(refresh_token)
Comment on lines +49 to +53
sa.Column("story_points", sa.SmallInteger, sa.CheckConstraint("story_points IN (1,2,3,5,8,13)"), nullable=False),
sa.Column("status", sa.String(20), nullable=False, server_default="draft"),
sa.Column("generation_model", sa.String(50), nullable=False),
sa.Column("generation_version", sa.Integer, nullable=False, server_default="1"),
sa.Column("created_at", sa.TIMESTAMP(timezone=True), nullable=False, server_default=sa.func.now()),
Comment on lines +15 to +16
├── docs/
│ └── architecture/ # this document, section by section
Comment thread HACKATHON_TEAM_PLAN.md

---

## 9. Phased Module Plan — Named Assignments
Comment on lines +36 to +37
| Code parsing | `tree-sitter` + `tree-sitter-languages` | latest | Syntax-aware chunking at function/class boundaries (§6.4.1) — directly named in the requirements doc as dramatically improving code retrieval quality over naive line-splitting | Naive line-based or regex chunking — the exact anti-pattern the requirements doc calls out |
| Static import analysis | Python `ast` (stdlib) + `tree-sitter` import queries | stdlib / latest | Architecture diagram generation (FR-8.5) needs real parsed import edges, not LLM-guessed relationships (§8.6.6) | LLM-inferred architecture from prose description — explicitly rejected in the requirements doc's gaps section (§9): "generated from actually parsing the code... not generated from vibes" |
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2 participants