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Points Valuations

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borski
points-valuations

Cents-per-point (cpp) valuations across major loyalty programs from four publications. Floor/ceiling rules for deciding if a redemption is good or exceptional.

Overview

Publisherborski
Repositorytravel-hacking-toolkit
Skill namepoints-valuations
Stars
690
Forks
75
Bundled files
Instructions only
LicenseMIT
Links
  • Markdown instructions

    A SKILL.md file the model loads on demand, so it only costs tokens when a request actually matches.

  • Works with any LLM

    AI skills are plain Markdown, not provider-specific code, so this works with GPT, Claude, Gemini, Grok, or a local model.

  • Self-contained

    Everything the model needs lives in the instructions — no extra files to sync.

  • Open source

    Published by borski on GitHub. Read the source before you install it.

Installation

Install the Points Valuations AI skill in TypingMind to use it with any LLM, or drop it into another agent that reads SKILL.md.

1

Install in TypingMind

TypingMind installs a skill straight from its GitHub folder — it reads SKILL.md, bundles the resource files, and stores the result locally.

  1. Open the app and go to Plugins → Skills.
  2. Choose "Install from GitHub".
  3. Paste the skill folder URL below and confirm.
    https://github.com/borski/travel-hacking-toolkit/tree/main/plugins/travel-hacking-toolkit/skills/points-valuations
  4. Enable the skill in any chat where you want it available.
Plugins → Skills → Add skill → From GitHub URL, then paste the folder URL and press Continue.
2

Install in another agent

Any agent that reads the Agent Skills format can use this skill — copy the folder into that agent's skills directory.

Claude Code — .claude/skills
git clone --depth 1 https://github.com/borski/travel-hacking-toolkit.git /tmp/travel-hacking-toolkit
mkdir -p .claude/skills
cp -r /tmp/travel-hacking-toolkit/plugins/travel-hacking-toolkit/skills/points-valuations .claude/skills/points-valuations
Restart Claude Code after copying so it picks up the new skill.

Use it in TypingMind

Enable Points Valuations in any TypingMind chat and the model takes it from there. Its name and description sit in the system prompt, and the moment a request matches, the model loads the full instructions itself — you never invoke it by hand, and it costs no tokens until it is actually used.

The model loads Points Valuations on its own as soon as a request matches it.

Works with any AI model

AI skills are plain Markdown instructions rather than provider-specific code, so Points Valuations is not tied to the model it was written for. Install it once in TypingMind and use it with GPT-5, Claude, Gemini, Grok, DeepSeek, Mistral, Llama, or a local model you run yourself — all on your own API keys.

  • Loaded only when it is needed

    The system prompt carries just the name and description. The instructions are fetched on the first matching request, so an idle skill costs nothing.

  • Switch models mid-chat

    Because the skill is instructions rather than code, changing model does not break it — the next model reads the same SKILL.md.

Skill instructions

This is the SKILL.md content the model loads. Read it before installing — a skill is instructions your model will follow.

Points Valuations

Reference data: data/points-valuations.json

Four sources are aggregated:

  • The Points Guy (TPG): optimistic, has affiliate incentive to inflate
  • Upgraded Points: moderate
  • One Mile at a Time (OMAAT): conservative
  • View From The Wing (VFTW): most conservative and theoretically rigorous

Each entry has:

  • floor — conservative minimum (use this for decision-making)
  • ceiling — optimistic maximum
  • sources — individual values from each publication

Decision Rules

  • Default to the floor for "should I burn points on this?" decisions. If a redemption beats the ceiling, it's genuinely exceptional. Say so.
  • Below the floor is objectively poor value. Flag it and suggest alternatives.
  • TPG systematically overvalues (affiliate incentive). VFTW and OMAAT are more useful for real decisions.
  • When floor and ceiling are within 0.1cpp, the value is well-established.
  • When floor and ceiling are 0.3cpp+ apart, mention the range and let the user decide.

The Points-vs-Cash Decision Sequence

Run these steps in order for any "should I use points?" question. Each step can end the analysis early; don't skip ahead.

  1. Compute true cpp with the formula below — total out-of-pocket including award taxes/surcharges, not gross fare. If you don't know the surcharge yet, get it before quoting a cpp; a BA award can swing from 2.5cpp to 0.9cpp on surcharges alone.
  2. Compare against the program's floor. Below floor → recommend cash (or a different program), and say why. At/above ceiling → call it exceptional explicitly.
  3. Check reachability before valuing further. A great cpp in a program the user can't reach (no balance, no transfer path in data/transfer-partners.json) is not an option — drop it.
  4. If a transfer is involved, gate through transfer-bonuses (check expiry against today's date) — an active bonus divides the effective miles cost and can flip step 2's verdict.
  5. Check the opportunity cost of the currency, not just this redemption. UR at 1.3cpp on a flight is a loss if the user's realistic alternative is Hyatt at 1.5-2.0cpp — the benchmark for a transferable currency is its best practical use, not 1.0.
  6. Compare against the portal quote (actual quote, not assumed rate — Points Boost is dynamic). Transfer wins on miles-count more often than portal wins on simplicity; show both numbers.
  7. Present cpp math on both sides and a one-line verdict. User preference thresholds (e.g. a personal ~1.5cpp bar) are an overlay the user applies — still surface sub-threshold options when cash is unreasonable or points are expiring, flagged as such.

Staleness Check

Look at _meta.last_updated in the data file. If it's more than 45 days old, re-fetch from the source URLs in _meta.sources and update the file. Programs devalue regularly, and stale valuations lead to bad recommendations.

How to Compute CPP Correctly

CPP = (cash_price - taxes_and_fees_you_still_pay) * 100 / miles_required

This is the TOTAL out-of-pocket cost calculation, not just gross fare. Many award tickets still charge taxes, fuel surcharges, and carrier-imposed fees. These can be $5 on United or $800+ on British Airways. The cpp must reflect what you actually save.

Surcharge-Heavy Programs (Watch Out)

Some programs pass through massive fuel surcharges on award tickets. The worst offenders:

  • British Airways (especially on BA metal)
  • Lufthansa
  • SWISS
  • Austrian
  • Other European flag carriers

Surcharge-Light Programs (Use These)

  • United (on United metal)
  • ANA
  • Singapore (on own metal)
  • Air Canada Aeroplan (on most partners)

A 50K mile award with $600 in surcharges is NOT the same value as 50K with $5.60 in taxes. Always flag the expected surcharge level when recommending an award.

Transfer Bonuses Change Everything

Programs frequently run 20-50% transfer bonuses (e.g., "transfer Amex MR to Virgin Atlantic and get 30% bonus miles"). These are time-limited and change the optimal play entirely.

Use the transfer-bonuses skill to check current active bonuses (live data, weekly auto-refresh from Frequent Miler with AwardWallet cross-check). A 30% bonus on a transfer can turn a mediocre redemption into an exceptional one. The skill returns effective ratios you can plug directly into the CPP formula.

Portal Rates Are Dynamic

Chase Points Boost (launched June 2025) replaced fixed redemption rates with dynamic offers of 1.5 to 2.0cpp (Reserve) or 1.5 to 1.75cpp (Preferred). Not every booking qualifies. The only way to know the real portal rate is to check the portal.

For rough estimates:

  • Chase: dynamic Points Boost pricing (~1.5-2.0cpp on select bookings; verify the actual quote, do not assume a guaranteed floor)
  • Amex/Capital One: 1.0cpp default

Always mention that the user should verify the portal price.

Transfer Partners Often Beat the Portal

This is the whole game. If 60K miles via transfer gets you a flight that would cost 90K via the portal, that's the play. Make this comparison explicit.

Opportunity Cost

Burning Chase UR on a 1.2cpp portal redemption is wasteful when you could transfer to Hyatt at 2.0cpp for hotels. Mention when points have better uses elsewhere.

Status Affects the Real Cost of a Flight

Elite status changes the effective cost of any cash flight by adding ~$50-150/segment of value (lounge access, free checked bags, priority boarding, upgrade eligibility). When computing whether to use points or pay cash, factor in whether the user has status that converts cash flights into a better experience.

For users without status who travel enough to benefit, load the status-match skill to compare three paths: free direct match (best when available), paid concierge via statusmatch.com (real fees, real status), and card-granted renewable status (Amex Platinum = Hilton Gold + Marriott Gold automatic). The "lifetime restriction" field is critical because a wasted match cannot be undone.

Multi-Stop Itinerary CPP Benchmarks

For multi-stop or RTW itineraries, the relevant comparison isn't a single one-way's CPP. It's the total cash value of the trip vs the total miles + fees. The round-the-world skill is the reference for those products. A few benchmarks:

  • Star Alliance Special Business RTW (paid fare) is a published cash fare priced via staralliance.com for 26,000-mile distance bands. Historically reported in the mid-thousands to low-five-figures USD range depending on routing and origin country; verify live at staralliance.com/en/book-fly. The cash value of equivalent revenue J one-ways is much higher, which makes the RTW fare a strong $/business-class-seat play when the routing fits. It is NOT a mileage award — it's a cash booking. Separately, member-program RTW awards (Aeroplan and ANA both discontinued theirs in 2020 and 2025; Lufthansa M&M still offers 195K/400K/540K Y/J/F) are the mileage paths. Don't conflate the two; load the round-the-world skill for the real product map.
  • Iberia Plus intra-Europe off-peak (3,500 Avios for under 650mi one-way) lands at around 2.0-3.0 cpp on short hops where cash is $80-120, which beats most portal rates and most short-haul awards.
  • Aeroplan distance-based NA short-haul (6,000 Aeroplan miles starting price for under 500mi) at $80-120 cash = 1.3-2.0 cpp, comparable to the Chase portal floor.

Always compute the full-itinerary CPP for multi-stop trips, not the per-segment CPP, since stopover and routing benefits compound across segments.

Frequently asked questions

What does the Points Valuations AI skill do?

Cents-per-point (cpp) valuations across major loyalty programs from four publications. Floor/ceiling rules for deciding if a redemption is good or exceptional.

Why use Points Valuations on TypingMind?

Because you install it once and use it with any model. Points Valuations is plain Markdown rather than provider-specific code, so the same skill runs on GPT-5, Claude, Gemini, Grok, or a local model — and you can switch model mid-chat without it breaking. TypingMind runs on your own API keys, so you pay providers directly instead of a per-seat subscription, and your skills and chats stay in your own storage.

How do I install Points Valuations in TypingMind?

Open Plugins → Skills → Install from GitHub in TypingMind and paste https://github.com/borski/travel-hacking-toolkit/tree/main/plugins/travel-hacking-toolkit/skills/points-valuations. TypingMind reads its SKILL.md and installs it as a skill you can enable per chat.

Which AI models can use Points Valuations?

Any model you connect in TypingMind. AI skills are plain Markdown instructions rather than provider-specific code, so GPT, Claude, Gemini, Grok, and local models can all load this skill when a request matches it.

How many AI models can I use with Points Valuations?

As many as you like. As long as a model supports skills, you can use Points Valuations with it — GPT, Claude, Gemini, Grok, DeepSeek, Mistral, Llama and more — all on TypingMind with your own API keys.

Is the Points Valuations AI skill free?

Yes. It is published on GitHub by borski under the MIT license. You only pay your own AI provider for the tokens you use.

What are AI skills?

An AI skill is a reusable instruction bundle that teaches an AI model how to do one specific task. It follows the open Agent Skills format: a SKILL.md file with a name and description, plus any scripts, templates or reference files the model may need. The model reads the instructions only when your request matches the skill, so an installed skill costs nothing until it is used.

How are AI skills different from plugins or MCP servers?

A plugin or MCP server gives a model new tools to call — code that runs somewhere and returns a result. An AI skill gives the model knowledge and process instead: how to approach a task, which steps to follow, what good output looks like. Skills are plain Markdown, so they need no server, no API key and no runtime, and they work with any model.

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