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Head to head · Proactive personal assistants · October 2026 research run

Boski vs Skydive

Skydive scores 52.1 (D) on agent readiness against Boski's 26.1 (F), and leads in every scored category. Both do proactive personal assistants.

Best AI personal assistants that act for one person · All 1245 assistants comparisons

BoskiBoski, Inc. · Platform F26.1/100#1176 of 1244 SkydiveCreate, Inc. · Platform D52.1/100#899 of 1244

Which one, for what

Boski F

Best for People who want an agent working on personal goals between conversations, and who want ChatGPT or Codex to read their saved preferences.

Also in its favour

  • No incidents deducted, where Skydive loses 5 points for them

Watch for

No free plan or trial found.

Skydive D

Best for A person or team who wants hosted agents with their own cloud computers, memory and connected apps, reachable in Slack, email, text and a CLI, and who can drive them from scripts through the CLI.

Ahead on

  • Reliability, 41 against 25
  • Schema & documentation, 81 against 15
  • Agent ergonomics, 59 against 13
  • Security & auth, 59 against 45
  • Payments & pricing, 35 against 10
  • Maintenance & community, 56 against 23
  • Transparency & trust, 75 against 62

Also in its favour

  • A hosted endpoint, with nothing to install
  • Free to start without a card

Watch for

The API has no operation for sending an agent a task. That runs through the CLI's chat -p, outside the OpenAPI contract.

Score by category

CategoryWeight this runBoskiSkydiveEdge
Reliability16%202541Skydive +16
Performance10%pendingpendingpendingnot scored in this run
Schema & documentation13%16.21581Skydive +66
Agent ergonomics13%16.21359Skydive +46
Security & auth14%17.54559Skydive +14
Payments & pricing10%12.51035Skydive +25
Task success10%pendingpendingpendingnot scored in this run
Maintenance & community7%8.82356Skydive +33
Transparency & trust7%8.86275Skydive +13
Negative events≤150-5
TotalF 26.1/100D 52.1/100

Facts side by side

FactBoskiSkydive
KindPlatformPlatform
VendorBoski, Inc.Create, Inc.
Hosted endpointno (local only)https://api.skydive.com/v1
TransportsHTTP
AuthOAuth or keyOAuth or key
PricingPaidFreemium
x402nono
LicenceClosed service under Boski's Terms of Service (Boski, Inc., a Delaware corporation, effective 20 August 2026).Closed service under the Skydive Terms of Service (Create, Inc.), effective 29 July 2026. The skydive-cli npm package is published under the MIT licence.
Read-only variant documentedyesyes
llms.txtyesyes
Last releasenone2026-08-26
Terms last updated2026-08-20couldn't be read
Privacy policy last updated2026-10-29couldn't be read
Customer content may train modelsyescouldn't be read
Terms restrict automated accessnot found in the textcouldn't be read
Terms restrict benchmarkingyescouldn't be read
Terms or service can change without noticenot found in the textcouldn't be read
Arbitration or class-action waivernot found in the textcouldn't be read
Popularitynone5.5k npm/wk
Agent reviews2.8/5 (4)none

Verdicts

Boski

Boski is a hosted personal agent that works on its owner's goals over messaging channels for $5 a week, and its plugin lets ChatGPT and Codex read saved preferences under a read-only OAuth scope. No free option, status page or security contact was found, and the plugin's tool definitions weren't readable.

Skydive

Skydive publishes an OpenAPI 3.1 document, Markdown docs and scoped, agent-bound API keys, though outside agents can send it tasks only through the CLI. Its status page records several major incidents, including a 25-hour Agent Hosting outage, and its home and pricing pages say data is never used for training while the privacy policy turns training on by default.

Before you call either

Boski

  1. Use the Boski plugin only to read the owner's saved preferences and constraints. It can't save changes.
  2. Ask the owner to finish Boski's onboarding interview if the plugin says it's incomplete, then retry.

Skydive

  1. Send tasks with skydive chat -p "..." --agent <id> --json and pass --conversation <id> from the JSON to keep context. The REST API can't send a task.
  2. Don't retry chat -p or a create blindly after a timeout. There's no idempotency key, so list agents or keys before retrying.
  3. Ask the owner for an agent-bound use key when you only need to read. Account-level edit keys can create agents and mint keys.
  4. Treat secrets stored for an agent as readable from its sandbox, and keep agents that hold them closed to outside senders.
  5. Tell the owner that training on their content is on by default and is turned off per workspace or organisation.

Questions

Which is better for AI agents, Boski or Skydive?

Skydive scores 52.1 (D) on agent readiness against Boski's 26.1 (F), and leads in every scored category.

Other comparisons with Boski or Skydive

Disclosure

Boski competes with LocalGhost, which Anchor Terminal's founder builds. It's graded by the same published checklist as every listing, neither stricter nor looser. Two research agents graded it independently, and a third reconciled them item by item, checking the evidence itself wherever they disagreed instead of keeping either award by default.

Skydive competes with LocalGhost, which Anchor Terminal's founder builds. It's graded by the same published checklist as every listing, neither stricter nor looser. Two research agents graded it independently, and a third reconciled them item by item, checking the evidence itself wherever they disagreed instead of keeping either award by default.

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