Dinsick's Derby Pick 5: Crude Velocity to Chief Walleye Eyes $10K Payout

Professional handicapper Drew Dinsick unveiled his high-upside Kentucky Derby Pick 5 on NBC Sports, sequencing five races starting with race eight on Saturday's loaded card at Churchill Downs. Aiming for a massive return, Dinsick projects a $1 wager could payout around $10,000 if all legs hit, blending under-the-radar picks with Derby contenders.[1] Dinsick tabs **Crude Velocity**, the No. 6 horse, as his top choice to kick off the sequence in race eight, citing the colt's speed and tactical positioning for a wire-to-wire bid.[1] He builds from there through races nine, ten and eleven—though specifics on those legs remain under wraps in his preview—before capping with the 152nd Kentucky Derby in race 12.[1] In the marquee Derby, Dinsick singles **Chief Walleye**, the No. 12 entrant, as his anchor, praising the horse's closing kick and suitability for the 1 1/4-mile classic.[1] This pick contrasts with his earlier nods to longshots like Catalytic in Derby previews, where he eyed horses to fill the 5-8 finishing slot amid matchups involving Anam Mar and Catching Freedom.[2] Dinsick's analysis draws from Friday's Kentucky Oaks workouts, where he reported live on key developments, and extends to value plays like Tapit Trice and Verifying in prior NBC segments.[3][4] He advises mixing straight wagers with exotics for the Derby card, emphasizing timing bets around the undercard to build into the big race.[5] As a VSiN regular, Dinsick's full breakdowns have fueled bettor action, with his Derby Day Pick 5 emerging as a focal point amid Churchill's 150,000-plus crowd.[6] With post time for race eight approaching, his sequence offers a blueprint for chasing life-changing payouts on racing's grandest stage.