AI Playbook
AI assistants like Claude, ChatGPT, and Gemini can help you evaluate trades, plan a rebuild, prep rookie drafts, and work the waiver wire — but only if you ask the right way. This page shows you how: four rules for getting sharp answers instead of generic ones, and a library of ready-to-use prompts. Copy one, fill in your league details, and paste it into any AI chat.
Four rules for good answers
1
Feed it your context
AI gives generic answers to generic questions. Always include your league format (teams, Superflex or 1QB, PPR, TE premium), your full roster, and whether you're contending or rebuilding. The more specific the input, the sharper the answer.
2
Make it argue
Don't ask "is this trade good?" — ask for the strongest case for AND against, then a verdict. Forcing both sides surfaces the risks a one-sided answer would gloss over.
3
Iterate like a conversation
The first answer is a starting point, not a verdict. Push back, add constraints ("assume I can't trade my 2027 1st"), and ask follow-ups. The best answers usually come two or three messages deep.
4
Verify the facts
AI models have knowledge cutoffs and can misremember ages, contracts, and recent games. Use a model with web access when recency matters, paste in current stats yourself, and double-check any number before you act on it.
The prompt library
Anything in [brackets] is yours to fill in.
Trade evaluation & negotiation
Evaluate offers against your timeline, find sellable assets, and write pitches your leaguemates will actually consider.
Evaluate an offer for YOUR team
Not just raw value — value for your specific situation.
You are a sharp dynasty fantasy football analyst. My league: [12-team, Superflex, full PPR, TE premium]. I am currently [contending / rebuilding / stuck in the middle]. My roster: [paste your full roster with player ages] I was offered: [players/picks I receive] for [players/picks I give up]. Evaluate this trade three ways: 1. Raw value — who wins on pure asset value today? 2. My timeline — who wins for MY team's competitive window specifically? 3. The counter — if you were me, what counter-offer would you send, and why would the other manager plausibly accept it? Be direct. If it's close, say it's close. If I'm getting fleeced, say so.
Find your most sellable assets
Spot players whose value is peaking before it fades.
You are a dynasty fantasy football analyst. My league: [format details]. My roster: [paste roster with ages]. I want to [win now / rebuild for 2027]. Identify my three most tradeable assets — players whose market value is likely at or near its peak relative to what they'll actually produce for me. For each one, explain: - Why their perceived value may be higher than their real future value - What archetype of player or pick I should target in return - A realistic sample return I could reasonably ask for Then flag one player on my roster you would absolutely NOT trade right now, and why.
Write the trade pitch
A message that sells the deal from their side of the table.
I play dynasty fantasy football and want to propose a trade to a leaguemate. I'm offering: [players/picks I give] I want: [players/picks I get] Their team situation: [their record, roster strengths/weaknesses, contending or rebuilding] Write a short, friendly trade pitch message (under 100 words) that I can send them. It should: - Lead with why this helps THEIR team and timeline - Sound like a real person, not a salesman - Acknowledge one honest reason they might hesitate, and answer it - Not oversell or sound desperate Then give me a one-line fallback sweetener I can add if they say no.
Rebuild vs. contend strategy
Get an honest read on your competitive window and a plan that spans more than one season.
The honest window assessment
Contender, pretender, or rebuilder — with receipts.
You are a brutally honest dynasty fantasy football consultant. My league: [format details]. Last season I finished [record / standing]. My roster with ages: [paste roster]. My future picks: [list picks]. Assess my competitive window honestly: 1. Am I a contender, a pretender, or a rebuilder — and what's the single biggest piece of evidence for that verdict? 2. What is my realistic ceiling THIS season if everything breaks right? 3. What are the three moves that most improve my position given that verdict — be specific about the types of players I should be buying and selling? Do not soften the verdict to make me feel better.
The 24-month plan
A season-by-season roadmap instead of week-to-week drift.
You are a dynasty fantasy football strategist. My league: [format details]. My roster with ages: [paste roster]. My future picks: [list picks]. My verdict on my own team: [contending / rebuilding / retooling]. Build me a 24-month plan with concrete actions at each checkpoint: - Now through the trade deadline: who am I buying, selling, or holding? - This offseason: what does my ideal roster look like entering next season? - Next rookie draft: what positions am I targeting and would I trade up, back, or out? - This time next year: what does success look like, measurably? End with the one discipline rule I must not break during this plan (e.g., "don't trade future 1sts for aging WRs").
Devil's advocate
Stress-test your own read on your team before you act on it.
I believe my dynasty team is [contending / rebuilding] and I'm about to make moves based on that belief. My league: [format details]. My roster with ages: [paste roster]. My future picks: [list picks]. Argue the OPPOSITE case as persuasively as you can — make the strongest possible argument that my read on my own team is wrong, using specific players and realistic scenarios. Then step back and tell me honestly: which of the two cases is stronger, and what single piece of evidence should I watch over the next month to know which one is true?
Rookie drafts & prospects
Tiered boards, head-to-head prospect calls, and pick-versus-player decisions.
Build a tiered big board
Tiers tell you when to trade back — ranks alone don't.
You are a dynasty rookie draft expert. My league: [12-team, Superflex, PPR, TE premium]. I hold picks [e.g., 1.04, 2.07, 3.02] in this year's rookie draft. Build a tiered big board of the top 15 prospects in this class for my format: - Group players into tiers, not just a 1–15 list - Mark exactly where the tier breaks are - For each of MY picks, tell me whether I'm likely drafting inside a tier (stay) or at a tier break (consider trading back) - Flag the one prospect you think the consensus is most wrong about, in either direction Note where your knowledge might be out of date and what I should verify before draft day.
Head-to-head prospect comparison
A structured way to make the call at your pick.
Compare [Prospect A] and [Prospect B] as dynasty fantasy football prospects for a [Superflex PPR] league. My team is [contending / rebuilding] and I pick at [1.06]. Compare them on: 1. Draft capital and what it signals 2. Landing spot: offense, target/touch competition, coaching 3. Athletic and production profile 4. Realistic range of outcomes — ceiling, floor, and most likely year-3 role Then make the call: which one do you take at my pick for my situation, how confident are you (1–10), and what news between now and the draft would flip your answer?
The pick or the player?
Rookie fever check before you're on the clock.
I'm in a dynasty [Superflex PPR] league and I'm deciding between keeping rookie pick [2.03] or trading it for [veteran player, age X]. My team situation: [contending / rebuilding], and my roster's weakest positions are [positions]. This rookie class is considered [strong / average / weak], especially at [positions]. Walk me through: 1. What a typical pick in that slot actually returns (hit rates, not hype) 2. What the veteran realistically gives me over the next 2 seasons 3. Which side of this deal the market usually overvalues, and why 4. Your verdict for MY situation specifically Assume I have rookie fever and correct for it.
Waivers & weekly management
FAAB discipline, start/sit reasoning, and finding stashes before they're expensive.
Rank the waiver wire with FAAB amounts
Turn a messy free-agent list into a priority list with prices.
You are a dynasty fantasy football waiver expert. My league: [format details]. I have [$X of $100] FAAB remaining and it's week [X]. My roster: [paste roster] Notable free agents available: [paste the interesting names from your wire] My situation: [contending — need help now / rebuilding — hunting upside] Rank the top five adds FOR MY SITUATION and for each give: - A FAAB bid: the number where I get value, and the max I should pay before it's an overpay - Who I drop to make room - Whether they're a this-week play, a season-long hold, or a dynasty stash If none of them are worth a real bid, say so — saving FAAB is a move too.
Start/sit with reasoning shown
A decision you can trust because you can see the logic.
Week [X] start/sit decision. My league scoring: [full PPR, etc.]. I need to start [two] of these players in my flex spots: [Player A vs. opponent, Player B vs. opponent, Player C vs. opponent]. For each player walk through: 1. Matchup: opposing defense vs. their position, pace, likely game script 2. Usage trend: how their routes/touches/targets have moved the last 3 weeks 3. Injury or role context I should double-check before kickoff Then give me a confident final answer — no "you can't go wrong" hedging — plus the single biggest risk in the lineup you chose. Note anything where your information may be stale so I can verify it.
The stash radar
Find next month's waiver darlings while they're still free.
You are a dynasty fantasy football scout focused on finding stashes BEFORE they break out. My league: [format details]. My roster (including taxi/bench): [paste roster]. First, list the archetypes worth stashing right now — e.g., backup RBs one injury from a bell-cow role, rookie WRs with rising route participation, QBs one depth-chart move from starting. Then check my league's free agents against those archetypes: [paste available players] Give me your top three stashes ranked by "how mad I'll be in a month if someone else grabs them," who I should drop for each, and the early signal to watch that tells me the breakout is coming.
AI can be confidently wrong — always verify ages, stats, and injury news before making a move. These prompts work with any assistant: Claude, ChatGPT, Gemini, or whatever comes next.