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Optionality MCP Server

Developer ToolsUse Caution4.2MCP RegistryLocalRemote
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Optionality — AI-judged options trading drill, Tollbooth-monetized MCP server

About

Optionality — AI-judged options trading drill, Tollbooth-monetized MCP server

Remote endpoints: streamable-http: https://optionality-mcp.fastmcp.app/mcp

Security Report

4.2
Use Caution4.2High Risk

The optionality-mcp server is a developer tool for options trading education with reasonable security practices. Authentication is properly integrated through the tollbooth-dpyc SDK with Nostr-based identity and Lightning payments. The codebase shows good patterns for secure credential handling and appropriate permission scoping. Minor findings include broad exception handling and limited input validation in some areas, but these do not constitute significant security vulnerabilities for the server's use case. Supply chain analysis found 10 known vulnerabilities in dependencies (1 critical, 5 high severity).

4 files analyzed · 14 issues found

Security scores are indicators to help you make informed decisions, not guarantees. Always review permissions before connecting any MCP server.

Permissions Required

This plugin requests these system permissions. Most are normal for its category.

env_vars

Check that this permission is expected for this type of plugin.

HTTP Network Access

Connects to external APIs or services over the internet.

File System Read

Reads files on your machine. Normal for tools that analyze or process local data.

File System Write

Writes or modifies files on your machine. Check that this is expected for the tool.

How to Install & Connect

Available as Local & Remote

This plugin can run on your machine or connect to a hosted endpoint. during install.

Documentation

View on GitHub

From the project's GitHub README.

optionality-mcp

MCP server and React drill UI for an AI-judged options trading practice game. Built on FastMCP.

Optionality is an instance of a Tollbooth-DPYC™ service: engagement is monetized with convenient Don't Pester Your Customer™ (DPYC™) Bitcoin commerce. Patrons pre-fund a balance over Lightning and play without per-request payment ceremonies. All prices are dynamic and set by the operator — the Welcome page shows live quotes. Patrons can also enter Tollbooth-DPYC coupons to take advantage of discounts when they are offered.

How a Round Works

  1. The Dealer deals. A dealer LLM composes a complete options scenario: ticker, spot, IV regime and skew, macro backdrop, catalyst, key levels, and constraints — optionally including a max-loss budget the structure must fit.
  2. You pitch. Free text, the way you'd pitch a senior PM. Multi-leg structures, single legs, or a deliberate stand-aside — declining to trade is a legitimate, gradeable answer.
  3. The Judge grades. A judge LLM parses your pitch into structured legs, scores it across six dimensions, and proposes an alternative structure you can overlay on the risk chart.

Six judging dimensions: Strategy Selection, Strikes & Tenor, Risk/Reward, Macro Integration, Tail Risk, and Communication — each 0–20, rolled into a 0–100 score with letter grades A+ through F.

Core Pedagogy — Red Herrings

Each scenario embeds 1–2 facts that are factually TRUE but immaterial, woven inline into the narrative and never flagged. Citing them as trade drivers penalizes the trainee; recognizing them as noise and setting them aside earns points. The drill is signal-from-noise on a tape where everything you read is true.

A Facts Ledger accompanies every evaluation: which scenario facts you integrated, which you missed, which red herrings you caught, and which you followed.

Scenario Modes & Difficulty

Three historicity modes:

  • Historical Fiction — real, identifiable market moments (SVB week, the gilt crisis), grounded in the actual macro and IV regime of the day
  • Fiction — invented regimes: counterfactual shocks, de-peg cascades, gamma squeezes
  • Live Events — web-search-grounded scenarios anchored to this week's actual tape, with cited sources

Four difficulty personas: Apprentice, Journeyman, Adept, Sovereign. Leaderboard points are difficulty-weighted, so rankings can't be padded on easy mode. A Mulligan mode replays an already-judged scenario fresh.

Options Math — One Source of Truth

The server builds the full option chain from the dealer's scaffold — three expirations, a strike ladder around spot, a three-anchor IV smile honoring put-bid skew — and prices it with Black–Scholes. The same math runs client-side, so the trainee, the charts, and the judge all see identical numbers.

  • Option chain modal in broker convention: calls left, strikes and smile center, puts right; tap a mid to buy or sell; running net-premium readout
  • Risk profile chart with expiration P/L, breakeven markers, and a DTE slider that replays theta bleed across the holding period
  • Judge-alternative overlay to compare your payoff curve against the structure the judge would have run

Socratic Clue Desk

Mid-scenario, ask anything. Educational questions get direct, formula-backed answers; tactical questions get redirected to the dimension worth more thought — the responsibility stays with the trainee. The desk never reveals the scenario's hidden facts or red herrings. Clues carry a scoring penalty.

Journal, Leaderboard & Peer Learning

  • Journal — every round persisted: open drafts, submitted pitches, full evaluations with leg tables and charts
  • Leaderboard — six sort orders (weighted average, weighted best, raw average, raw best, streak, played), filterable by mode and difficulty
  • Streaks — consecutive scores of 70+, current and all-time
  • Shared entries — opt in to share an evaluated round so others can study the pitch, the grade, and the ledger
  • Profile — display name, avatar, bio
  • Usage — transparency tab showing per-model token consumption, per-tool spend, and the patron's account statement

Repo Layout

optionality-mcp/
├── server.py    # FastMCP SSE server (Python) → Horizon
├── tools/       # dealer, judge, journal, leaderboard, profile, options chain
├── prompts.py   # dealer / judge / clue-desk personas
└── frontend/    # React 18 + Vite + TS UI → Cloudflare Pages

Heavy LLM tools (deal, judge, clue desk) use a claim-check async pattern: the call returns a claim immediately and the client polls a free fetch tool, so slow generations survive client timeouts.

DPYC Ecosystem

optionality-mcp is one Operator in the DPYC federation — independent MCP servers that share a Nostr identity model, Bitcoin Lightning payments, and the tollbooth-dpyc SDK. Peer repos:

RepoRole
tollbooth-dpycPython SDK — vault, auth, pricing, Lightning, Nostr identity
dpyc-communityGovernance registry: membership, advisories, threat model
dpyc-oracleCommunity concierge (free onboarding + member lookup)
tollbooth-authorityCertification backbone (Schnorr-signed certificates)
tollbooth-sampleSample Operator (canonical template)
tollbooth-pricing-studioiOS pricing-model editor / operator console
cypher-mcpMonetized graph answers: named Cypher templates over Neo4j/AuraDB
schwab-mcpCharles Schwab brokerage data
thebrain-mcpTheBrain personal knowledge graph
excalibur-mcpX/Twitter posting
taxsort-mcpTax classification + Cloudflare Pages UI
optionality-mcpOptions analytics (brokerage-data Operator)
tollbooth-oauth2-collectorOAuth2 callback handler (advocate service)
tollbooth-shortlinksURL shortener utility

License

Apache 2.0 — see LICENSE and NOTICE.

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