Overall, your core build will be Yo-Yo + Crook supported by 3 Medium items and one Small item.
Here are some example playlines that can work depending on what you roll.
Regal Blade
Especially if you find it early on, the Regal Blade is a great Medium sized choice as it gives you an easy route to scaling your damage.
The Dog can fulfill a similar niche but can be harder to scale since you'll mostly be going to Medium size and Weapon shops rather than Small ones. However, Quixel does offer both Medium and Small items.
Flail
As we mentioned earlier, Multicast works really well with Yo-Yo since each cast will instantly proc it if it's positioned adjacent.
It's also a Medium item, meaning it contributes to and receives Crook's buff.
Atatl
If you don't understand the Atatl, basically the more damage it deals, the faster it casts.
It has a limit, basically stopping at 1.0 second cast time at around 200 damage.
So although it doesn't have Multicast, since it casts so quickly, it makes for another great Medium-sized option you can place adjacent the Yo-Yo.
You will need to find ways to scale it up though, either by upgrading it, with skills, or other means.
Belt
In instances where you can't find a good Medium weapon, you can still support your win condition with survivability.
Since you're planning to win as close to Day 10 as possible, the Belt will usually put you ahead in HP in most matchups.
What about the Small item slot?
Although the Icicle was used in both example boards, the Small slot is pretty flexible.
Overall, you'll want to look for something that can provide instant impact (like Icicle and Clamera) - that way you can kill enemies ASAP before they can recover or scale.
Items from other heroes like Lightbulb, Cog, Energy Potion, and so on can also work in a pinch. Be creative and open minded!