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LegUp Sidekick

Simulation-driven dynamic best ball rankings that reorder after every pick

About LegUp Sidekick

The Sidekick is a browser extension from Pat Kerrane's Legendary Upside (LegUp). It re-ranks players after each pick in Underdog and DraftKings drafts. Its recommendations come from week-by-week player simulations built with ShaidyAdvice, which account for correlation and weigh early-season against late-season scoring. A cheaper LegUp tier includes the Kickstand overlay, which adds on-the-clock alerts, stack and bye tags, and exposure display.

Features

  • Rankings that reorder automatically after each pick
  • Week-by-week player simulations with correlation
  • Works in simultaneous fast and slow drafts
  • Custom rankings upload
  • Kickstand overlay with stack, bye and exposure tags
  • Playoff best ball version included on yearly plan

Sports and sites covered

Sports

Works with

  • Underdog
  • DraftKings

Pricing

From $199/mo

LegUp tier $15/mo or $99/yr includes Kickstand; Sidekick $199/mo or $499/yr

Prices as listed on legendaryupside.com when we checked. Confirm current pricing on their site.

Compare LegUp Sidekick

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Sources and corrections

Last checked Oct 3, 2026. We build every listing from the sources below and recheck them regularly. If something about LegUp Sidekick has changed, let us know.