SharperSunday · Feature
An AI advisor that actually knows your league.
Chat advice built on Claude that pulls your real roster and league settings before every answer.
The problem
Most fantasy AI answers in a vacuum. You ask about a trade and get a take built on training data from a year ago — wrong depth chart, wrong scoring, a player who already changed teams.
So you end up re-explaining your league every single time: it's superflex, it's TE premium, here's my roster, here's who I'm playing. By the time the AI understands the question, the moment's gone.
How SharperSunday does it
SharperSunday connects to your Sleeper account and injects your live roster, your league's exact scoring rules, and where every team sits in its win window into every question you ask.
It's built on Claude, so the reasoning is sharp — but the difference is the context. You never explain your league again. Ask "should I start him this week" or "is this trade good for my team" and the answer already knows the answer to "for which team, in which league."
Why it works
Reads your whole league first
Scoring format, lineup slots, league size, and leaguemate tendencies are loaded before the model writes a word — so the advice is yours, not generic.
Built on Claude
Fast, capable reasoning on every message, grounded in your roster and league settings so the analysis is yours.
Current, not frozen
Your roster and league data are pulled fresh from Sleeper each session, and dynasty Edge values update nightly — no stale takes.
Frequently asked questions
How is this different from asking ChatGPT for fantasy advice?
ChatGPT doesn't know your roster, your league's scoring rules, or what happened in the NFL last week. SharperSunday pulls your live Sleeper data every time, so you never re-explain your league and the advice is specific to your team. See the full comparison on our vs ChatGPT page.
What AI model powers the advisor?
The advisor is built on Claude, using a fast, capable model that reasons over your live roster, your league's scoring, and your matchup before it answers.
Does it work with my league's custom scoring?
Yes. SharperSunday reads your full Sleeper configuration — PPR variants, TE premium, custom TD values, superflex, IDP, taxi squads, league size — and accounts for all of it in every answer.
How many questions can I ask for free?
The free Bench tier includes 5 AI chats per week. General Manager unlocks unlimited chats and starts with a 14-day free trial — $12.99/mo, or $5.99/mo billed annually.
Try it on your real league — free.
Connect your Sleeper account and see league-aware advice in seconds. 14-day free trial on General Manager — $12.99/mo, or $5.99/mo billed annually.
Get started free →