Input Data

ORDER_NUMBER SALES_ASSOCIATE ORDER_AMOUNT
1 Chelsea 10
2 Chelsea 12
3 Chelsea 5
4 Chelsea 20
5 Chelsea 30
6 Anna 3
7 Anna 2
8 Anna 1
9 Anna 199
10 Anna 50
11 Anna 20

Query

select distinct
  sales_associate
  , max_by(order_amount, order_amount, 2) 
    over (partition by sales_associate) as top_2_sales_by_amount
  , min_by(order_amount, order_amount, 2)
    over (partition by sales_associate) as lowest_2_sales_by_amount
from orders;

Output

SALES_ASSOCIATE TOP_2_SALES_BY_AMOUNT LOWEST_2_SALES_BY_AMOUNT
Chelsea [ 30, 20 ] [ 5, 10 ]
Anna [ 199, 50 ] [ 1, 2 ]