odysseus/tests/OVERSIZED_TEST_SPLIT_PLAN.md

Oversized Test File Split Plan

Note

This is generated planning material based on the current test tree. It does not define runtime behaviour or approve any test-file split.

Purpose

This document plans future oversized test-file splits using current repo data. It does not move files, rewrite assertions, extract helpers, or change CI.

Roadmap context

• Issue: #3983
• Parent tracker: #2523
• Follows #3973 / #3982, the report-only order-sensitivity diagnostics slice.

Methodology

Metrics were generated from the current test tree using:

• physical line counts for every recursive test_*.py file under tests/;
• AST counts for test_* functions and Test* classes;
• one pytest --collect-only -q tests run to count collected items per file;
• current taxonomy classification from tests._taxonomy.classify_test_path; and
• static setup-signal scans for route/API, DB/session, import-state, security, filesystem, subprocess/script, async/threading, and UI/static indicators.

Static signals are not proof of risk. They are review prompts. Future split PRs must still inspect each file manually before editing.

Current summary

• test files scanned: 746
• collected pytest items counted: 4764
• large-file threshold: 300 lines
• large-collected threshold: 20 collected items

Area distribution:

Value	Files
cli	30
helpers	1
js	49
routes	35
security	88
services	197
uncategorized	306
unit	40

Sub-area distribution:

Value	Files
api	8
atomic	3
auth	11
calendar	12
cli	30
confinement	8
cookbook	20
document	13
email	23
embedding	6
gallery	6
history	3
js	49
llm	21
mcp	12
memory	17
nondict	7
nonstring	23
owner	15
owner_scope	27
parse	5
provider	16
research	17
route	6
routes	19
scheduler	4
scope	5
security	9
session	18
ssrf	6
webhook	4
xss	5

Values below 2 files: 318 values covering 318 files.

Top files by collected pytest items

File	Lines	Collected tests	Test defs	Test classes	Area	Sub-area	Signals
tests/test_model_routes.py	2099	163	134	10	routes	routes	route/api, db/session, import-state, async/threading
tests/test_security_regressions.py	1515	98	74	0	security	security	route/api, db/session, import-state, security, filesystem, async/threading, ui/static
tests/test_cookbook_helpers.py	958	69	69	0	services	cookbook	route/api, filesystem, subprocess/script, async/threading, ui/static
tests/test_shell_routes.py	538	69	53	9	routes	routes	route/api, import-state, filesystem
tests/test_endpoint_probing.py	497	61	36	7	uncategorized	endpoint_probing	route/api, db/session, import-state
tests/test_pr_blocker_audit.py	964	58	58	0	uncategorized	pr_blocker_audit	import-state, security, filesystem
tests/test_research_routes_path_confinement.py	565	58	26	0	security	confinement	route/api, security, filesystem, async/threading
tests/test_run_focus.py	492	55	52	0	uncategorized	run_focus	security, filesystem, subprocess/script, ui/static
tests/test_agent_loop.py	500	54	54	5	uncategorized	agent_loop	db/session, import-state
tests/test_manage_mcp_command_allowlist.py	168	45	10	0	services	mcp	db/session, subprocess/script, async/threading, ui/static
tests/test_provider_classification.py	115	42	9	2	services	provider	-
tests/test_review_regressions.py	1429	41	41	0	uncategorized	review_regressions	route/api, db/session, import-state, filesystem, async/threading
tests/test_chat_helpers.py	582	37	24	0	uncategorized	chat_helpers	route/api, filesystem, async/threading
tests/test_model_context.py	314	36	34	4	uncategorized	model_context	db/session, import-state
tests/test_email_oauth.py	798	34	29	0	services	email	route/api, db/session, security, async/threading
tests/test_llm_core_anthropic_temp_omit.py	94	32	6	0	services	llm	db/session
tests/test_redos_verdict_continuation.py	80	30	5	0	uncategorized	redos_verdict_continuation	route/api
tests/test_upload_limits_centralized.py	110	29	5	0	uncategorized	upload_limits_centralized	import-state, filesystem
tests/test_cookbook_docker_access.py	339	28	13	0	services	cookbook	route/api, filesystem, async/threading
tests/test_rename_user_owner_sync.py	740	27	27	0	security	owner	route/api, db/session, import-state, filesystem, async/threading
tests/test_taxonomy.py	151	27	17	0	uncategorized	taxonomy	security, ui/static
tests/test_endpoint_resolver_urls.py	95	27	23	3	uncategorized	endpoint_resolver_urls	-
tests/test_helpers_import_state.py	426	26	26	0	helpers	helpers	route/api, db/session, import-state
tests/test_workspace_confine.py	527	25	25	0	uncategorized	workspace_confine	route/api, filesystem, subprocess/script, async/threading
tests/test_chat_route_tool_policy.py	344	25	23	0	routes	route	filesystem, ui/static
tests/test_tool_path_confinement.py	303	25	25	0	security	confinement	import-state, filesystem, async/threading
tests/test_copilot.py	182	25	18	0	uncategorized	copilot	-
tests/test_llm_core_temperature_reasoning.py	133	25	9	0	services	llm	-
tests/test_provider_endpoints_url_building.py	86	25	3	0	services	provider	-
tests/test_bg_job_tools.py	174	23	16	0	uncategorized	bg_job_tools	filesystem, async/threading

Top files by physical line count

File	Lines	Collected tests	Test defs	Test classes	Area	Sub-area	Signals
tests/test_model_routes.py	2099	163	134	10	routes	routes	route/api, db/session, import-state, async/threading
tests/test_security_regressions.py	1515	98	74	0	security	security	route/api, db/session, import-state, security, filesystem, async/threading, ui/static
tests/test_review_regressions.py	1429	41	41	0	uncategorized	review_regressions	route/api, db/session, import-state, filesystem, async/threading
tests/test_pr_blocker_audit.py	964	58	58	0	uncategorized	pr_blocker_audit	import-state, security, filesystem
tests/test_cookbook_helpers.py	958	69	69	0	services	cookbook	route/api, filesystem, subprocess/script, async/threading, ui/static
tests/test_upload_handler_cleanup.py	831	13	13	0	uncategorized	upload_handler_cleanup	route/api, db/session, filesystem, async/threading
tests/test_email_oauth.py	798	34	29	0	services	email	route/api, db/session, security, async/threading
tests/test_rename_user_owner_sync.py	740	27	27	0	security	owner	route/api, db/session, import-state, filesystem, async/threading
tests/test_email_owner_scope.py	656	13	13	0	security	owner_scope	route/api, db/session, filesystem, async/threading
tests/test_model_capability_readers.py	646	20	20	0	uncategorized	model_capability_readers	-
tests/test_chat_helpers.py	582	37	24	0	uncategorized	chat_helpers	route/api, filesystem, async/threading
tests/test_api_token_routes.py	578	17	17	0	routes	api_routes	route/api, db/session, import-state, async/threading
tests/test_research_routes_path_confinement.py	565	58	26	0	security	confinement	route/api, security, filesystem, async/threading
tests/test_shell_routes.py	538	69	53	9	routes	routes	route/api, import-state, filesystem
tests/test_workspace_confine.py	527	25	25	0	uncategorized	workspace_confine	route/api, filesystem, subprocess/script, async/threading
tests/test_agent_loop.py	500	54	54	5	uncategorized	agent_loop	db/session, import-state
tests/test_endpoint_probing.py	497	61	36	7	uncategorized	endpoint_probing	route/api, db/session, import-state
tests/test_run_focus.py	492	55	52	0	uncategorized	run_focus	security, filesystem, subprocess/script, ui/static
tests/test_tool_policy.py	475	18	18	0	uncategorized	tool_policy	import-state, async/threading
tests/test_kv_cache_invalidation_2927.py	463	8	8	0	uncategorized	kv_cache_invalidation_2927	route/api, db/session, import-state, async/threading
tests/test_email_test_connection_oauth.py	436	9	7	0	services	email	route/api, db/session, async/threading
tests/test_helpers_import_state.py	426	26	26	0	helpers	helpers	route/api, db/session, import-state
tests/test_endpoint_owner_scope_followup.py	414	11	11	0	security	owner_scope	route/api, db/session, filesystem
tests/test_api_chat_security.py	404	22	8	0	security	security	route/api, db/session, import-state, filesystem, async/threading
tests/test_imap_leak_fixes.py	404	15	15	0	uncategorized	imap_leak_fixes	route/api, db/session, security, filesystem
tests/test_companion_readonly.py	402	17	17	0	uncategorized	companion_readonly	db/session, import-state
tests/test_upload_handler_atomicity.py	401	9	9	0	uncategorized	upload_handler_atomicity	filesystem, async/threading
tests/test_auth_regressions.py	370	15	15	0	security	auth	route/api, db/session, import-state, async/threading
tests/test_calendar_recurrence.py	356	20	20	0	services	calendar	-
tests/test_task_cookbook_admin_gate.py	350	10	10	0	services	cookbook	route/api, db/session, import-state, filesystem, async/threading

Split planning candidates

This section is generated from metrics, not from manual judgement. Files are included when they meet at least one threshold:

• at least 300 physical lines; or
• at least 20 collected pytest items.

These are planning candidates only. A later split PR still needs a focused manual review of each file before moving tests.

File	Why included	Setup/risk signals	Suggested handling
tests/test_model_routes.py	2099 lines, 163 collected tests	route/api, db/session, import-state, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_security_regressions.py	1515 lines, 98 collected tests	route/api, db/session, import-state, security, filesystem, async/threading, ui/static	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_cookbook_helpers.py	958 lines, 69 collected tests	route/api, filesystem, subprocess/script, async/threading, ui/static	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_shell_routes.py	538 lines, 69 collected tests	route/api, import-state, filesystem	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_endpoint_probing.py	497 lines, 61 collected tests	route/api, db/session, import-state	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_pr_blocker_audit.py	964 lines, 58 collected tests	import-state, security, filesystem	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_research_routes_path_confinement.py	565 lines, 58 collected tests	route/api, security, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_run_focus.py	492 lines, 55 collected tests	security, filesystem, subprocess/script, ui/static	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_agent_loop.py	500 lines, 54 collected tests	db/session, import-state	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_manage_mcp_command_allowlist.py	45 collected tests	db/session, subprocess/script, async/threading, ui/static	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_provider_classification.py	42 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_review_regressions.py	1429 lines, 41 collected tests	route/api, db/session, import-state, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_chat_helpers.py	582 lines, 37 collected tests	route/api, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_model_context.py	314 lines, 36 collected tests	db/session, import-state	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_email_oauth.py	798 lines, 34 collected tests	route/api, db/session, security, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_llm_core_anthropic_temp_omit.py	32 collected tests	db/session	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_redos_verdict_continuation.py	30 collected tests	route/api	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_upload_limits_centralized.py	29 collected tests	import-state, filesystem	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_cookbook_docker_access.py	339 lines, 28 collected tests	route/api, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_rename_user_owner_sync.py	740 lines, 27 collected tests	route/api, db/session, import-state, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_taxonomy.py	27 collected tests	security, ui/static	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_endpoint_resolver_urls.py	27 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_helpers_import_state.py	426 lines, 26 collected tests	route/api, db/session, import-state	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_workspace_confine.py	527 lines, 25 collected tests	route/api, filesystem, subprocess/script, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_chat_route_tool_policy.py	344 lines, 25 collected tests	filesystem, ui/static	Good first manual-review candidate if test themes are cohesive.
tests/test_tool_path_confinement.py	303 lines, 25 collected tests	import-state, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_copilot.py	25 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_llm_core_temperature_reasoning.py	25 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_provider_endpoints_url_building.py	25 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_bg_job_tools.py	23 collected tests	filesystem, async/threading	Good first manual-review candidate if test themes are cohesive.
tests/test_research_utils.py	23 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_api_chat_security.py	404 lines, 22 collected tests	route/api, db/session, import-state, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_tool_support_heuristic.py	22 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_platform_compat.py	322 lines, 21 collected tests	import-state, filesystem, subprocess/script	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_context_compactor.py	21 collected tests	db/session, import-state, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_prompt_security.py	21 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_fenced_inline_args.py	21 collected tests	db/session, import-state	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_cache_affinity_local_only.py	21 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_model_capability_readers.py	646 lines, 20 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_calendar_recurrence.py	356 lines, 20 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_null_owner_gates.py	332 lines, 20 collected tests	route/api, db/session, import-state	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_gallery_endpoint_hardening.py	326 lines, 20 collected tests	route/api, security, filesystem, ui/static	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_redos_llm_parsers.py	20 collected tests	No obvious setup signals from static scan.	Good first manual-review candidate if test themes are cohesive.
tests/test_code_nav_tools.py	20 collected tests	db/session, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_youtube_handler_consolidation.py	20 collected tests	route/api, import-state	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_tool_policy.py	475 lines	import-state, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_fenced_example_not_executed_for_native_models.py	345 lines	async/threading	Plan split boundaries before editing.
tests/test_api_token_routes.py	578 lines	route/api, db/session, import-state, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_companion_readonly.py	402 lines	db/session, import-state	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_set_admin.py	317 lines	route/api, import-state, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_llm_core_ollama.py	324 lines	async/threading	Plan split boundaries before editing.
tests/test_imap_leak_fixes.py	404 lines	route/api, db/session, security, filesystem	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_auth_regressions.py	370 lines	route/api, db/session, import-state, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_agent_migration_manifest.py	340 lines	import-state, filesystem	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_mcp_email_decode_header_spaces.py	327 lines	route/api, db/session, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_diffusion_server_security.py	325 lines	route/api, import-state, security, filesystem, async/threading, ui/static	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_upload_handler_cleanup.py	831 lines	route/api, db/session, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_email_owner_scope.py	656 lines	route/api, db/session, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_upload_routes_owner_scope.py	344 lines	route/api, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_endpoint_owner_scope_followup.py	414 lines	route/api, db/session, filesystem	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_composer_arrow_up_recall_js.py	308 lines	filesystem, subprocess/script, ui/static	Plan split boundaries before editing.
tests/test_task_cookbook_admin_gate.py	350 lines	route/api, db/session, import-state, filesystem, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_email_test_connection_oauth.py	436 lines	route/api, db/session, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_upload_handler_atomicity.py	401 lines	filesystem, async/threading	Plan split boundaries before editing.
tests/test_kv_cache_invalidation_2927.py	463 lines	route/api, db/session, import-state, async/threading	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_calendar_owner_scope.py	345 lines	route/api, db/session, import-state, filesystem, async/threading, ui/static	Defer mechanical split until setup/risk boundaries are mapped.
tests/test_skills_manager_owner_isolation.py	306 lines	import-state, filesystem	Defer mechanical split until setup/risk boundaries are mapped.

Taxonomy coverage gaps among split candidates

uncategorized is a current taxonomy area, not a builder failure. This plan does not reclassify tests because taxonomy changes should be reviewed separately from oversized-file split planning.

Before using any of these files as a split target, first decide whether the taxonomy should be refined in a separate focused issue/PR.

File	Lines	Collected tests	Sub-area	Signals	Suggested follow-up
tests/test_endpoint_probing.py	497	61	endpoint_probing	route/api, db/session, import-state	Review taxonomy and setup/risk boundaries before any split.
tests/test_pr_blocker_audit.py	964	58	pr_blocker_audit	import-state, security, filesystem	Review taxonomy and setup/risk boundaries before any split.
tests/test_run_focus.py	492	55	run_focus	security, filesystem, subprocess/script, ui/static	Review taxonomy and setup/risk boundaries before any split.
tests/test_agent_loop.py	500	54	agent_loop	db/session, import-state	Review taxonomy and setup/risk boundaries before any split.
tests/test_review_regressions.py	1429	41	review_regressions	route/api, db/session, import-state, filesystem, async/threading	Review taxonomy and setup/risk boundaries before any split.
tests/test_chat_helpers.py	582	37	chat_helpers	route/api, filesystem, async/threading	Review taxonomy and setup/risk boundaries before any split.
tests/test_model_context.py	314	36	model_context	db/session, import-state	Review taxonomy and setup/risk boundaries before any split.
tests/test_redos_verdict_continuation.py	80	30	redos_verdict_continuation	route/api	Review taxonomy and setup/risk boundaries before any split.
tests/test_upload_limits_centralized.py	110	29	upload_limits_centralized	import-state, filesystem	Review taxonomy and setup/risk boundaries before any split.
tests/test_taxonomy.py	151	27	taxonomy	security, ui/static	Review taxonomy and setup/risk boundaries before any split.
tests/test_endpoint_resolver_urls.py	95	27	endpoint_resolver_urls	-	Review taxonomy mapping before using as a split target.
tests/test_workspace_confine.py	527	25	workspace_confine	route/api, filesystem, subprocess/script, async/threading	Review taxonomy and setup/risk boundaries before any split.
tests/test_copilot.py	182	25	copilot	-	Review taxonomy mapping before using as a split target.
tests/test_bg_job_tools.py	174	23	bg_job_tools	filesystem, async/threading	Review taxonomy mapping before using as a split target.
tests/test_tool_support_heuristic.py	166	22	tool_support_heuristic	-	Review taxonomy mapping before using as a split target.
tests/test_platform_compat.py	322	21	platform_compat	import-state, filesystem, subprocess/script	Review taxonomy and setup/risk boundaries before any split.
tests/test_context_compactor.py	233	21	context_compactor	db/session, import-state, async/threading	Review taxonomy and setup/risk boundaries before any split.
tests/test_fenced_inline_args.py	186	21	fenced_inline_args	db/session, import-state	Review taxonomy and setup/risk boundaries before any split.
tests/test_cache_affinity_local_only.py	104	21	cache_affinity_local_only	-	Review taxonomy mapping before using as a split target.
tests/test_model_capability_readers.py	646	20	model_capability_readers	-	Review taxonomy mapping before using as a split target.
tests/test_code_nav_tools.py	198	20	code_nav_tools	db/session, filesystem, async/threading	Review taxonomy and setup/risk boundaries before any split.
tests/test_youtube_handler_consolidation.py	104	20	youtube_handler_consolidation	route/api, import-state	Review taxonomy and setup/risk boundaries before any split.
tests/test_tool_policy.py	475	18	tool_policy	import-state, async/threading	Review taxonomy and setup/risk boundaries before any split.
tests/test_fenced_example_not_executed_for_native_models.py	345	18	fenced_example_not_executed_for_native_models	async/threading	Review taxonomy mapping before using as a split target.
tests/test_companion_readonly.py	402	17	companion_readonly	db/session, import-state	Review taxonomy and setup/risk boundaries before any split.
tests/test_set_admin.py	317	17	set_admin	route/api, import-state, filesystem, async/threading	Review taxonomy and setup/risk boundaries before any split.
tests/test_imap_leak_fixes.py	404	15	imap_leak_fixes	route/api, db/session, security, filesystem	Review taxonomy and setup/risk boundaries before any split.
tests/test_agent_migration_manifest.py	340	15	agent_migration_manifest	import-state, filesystem	Review taxonomy and setup/risk boundaries before any split.
tests/test_upload_handler_cleanup.py	831	13	upload_handler_cleanup	route/api, db/session, filesystem, async/threading	Review taxonomy and setup/risk boundaries before any split.
tests/test_upload_handler_atomicity.py	401	9	upload_handler_atomicity	filesystem, async/threading	Review taxonomy mapping before using as a split target.
tests/test_kv_cache_invalidation_2927.py	463	8	kv_cache_invalidation_2927	route/api, db/session, import-state, async/threading	Review taxonomy and setup/risk boundaries before any split.

Suggested first manual-review candidates

These are not automatic split approvals. They are categorized candidates with enough size/collection value and no route/API, DB/session, import-state, or security signal from the static scan.

Files still in the uncategorized taxonomy area are listed separately below so taxonomy review does not get mixed into the first split decision.

File	Lines	Collected tests	Area	Sub-area	Signals	Why this is a candidate
tests/test_provider_classification.py	115	42	services	provider	-	42 collected tests
tests/test_chat_route_tool_policy.py	344	25	routes	route	filesystem, ui/static	344 lines, 25 collected tests
tests/test_llm_core_temperature_reasoning.py	133	25	services	llm	-	25 collected tests
tests/test_provider_endpoints_url_building.py	86	25	services	provider	-	25 collected tests
tests/test_research_utils.py	97	23	services	research	-	23 collected tests
tests/test_prompt_security.py	203	21	security	security	-	21 collected tests
tests/test_calendar_recurrence.py	356	20	services	calendar	-	356 lines, 20 collected tests
tests/test_redos_llm_parsers.py	201	20	services	llm	-	20 collected tests
tests/test_llm_core_ollama.py	324	16	services	llm	async/threading	324 lines
tests/test_composer_arrow_up_recall_js.py	308	11	js	js	filesystem, subprocess/script, ui/static	308 lines

High-risk candidates to defer first

These files may still be split later, but not as the first implementation slice without a separate manual boundary review.

File	Lines	Collected tests	High-risk signals
tests/test_model_routes.py	2099	163	db/session, import-state, route/api
tests/test_security_regressions.py	1515	98	db/session, import-state, route/api, security
tests/test_cookbook_helpers.py	958	69	route/api
tests/test_shell_routes.py	538	69	import-state, route/api
tests/test_endpoint_probing.py	497	61	db/session, import-state, route/api
tests/test_pr_blocker_audit.py	964	58	import-state, security
tests/test_research_routes_path_confinement.py	565	58	route/api, security
tests/test_run_focus.py	492	55	security
tests/test_agent_loop.py	500	54	db/session, import-state
tests/test_manage_mcp_command_allowlist.py	168	45	db/session
tests/test_review_regressions.py	1429	41	db/session, import-state, route/api
tests/test_chat_helpers.py	582	37	route/api
tests/test_model_context.py	314	36	db/session, import-state
tests/test_email_oauth.py	798	34	db/session, route/api, security
tests/test_llm_core_anthropic_temp_omit.py	94	32	db/session

Rules for future split PRs

• One file or one coherent file-family per PR.
• No assertion rewrites mixed with file moves.
• No helper extraction mixed with file moves.
• No production code changes.
• No CI workflow changes.
• Preserve existing markers and taxonomy unless the split issue explicitly says otherwise.
• Validate the original file's collected tests before and after the split.
• Validate any neighboring taxonomy/focused-runner behavior if paths change.
• Treat files with route/API, DB/session, import-state, or security signals as higher-risk until manually reviewed.

Suggested next step

Use this plan to choose the first actual oversized-file split issue. The first split should prefer a file with high review value and low setup risk. Do not start a split PR from this planning issue alone if the file's boundaries are still ambiguous.

Reproduction command

This document was generated with:

venv/bin/python tests/tools/build_oversized_test_split_plan.py

Freshness check

After editing the builder or rebasing the branch, regenerate the plan and confirm no unexpected plan drift:

venv/bin/python tests/tools/build_oversized_test_split_plan.py
git diff --exit-code -- tests/OVERSIZED_TEST_SPLIT_PLAN.md