number problem

[Shahmadhur13]

sequence = True
all_entered_numbers = [0]
win_list = []
loss_list = []
high_num = 0
low_num = 0
loss = []

while sequence:
    current_num = int(input("enter a number: "))
    if current_num >= 0:
        all_entered_numbers.append(current_num)
        prev_num = all_entered_numbers[-2]
        if current_num > prev_num:
            win_list.append(current_num)
            loss_list.append(0)
            high_num = current_num
            loss.append(0)
        elif current_num < prev_num:
            loss_list.append(current_num)
            win_list.append(0)
            low_num = current_num
            loss.append(high_num - low_num)
        else:
            pass
    else:
        sequence = False

print(f"all entry are : {all_entered_numbers}")
print(f"winning list is : {win_list}")
print(f"losing list is : {loss_list}")
print(f"loss occurence is : {loss}")

Output:
enter a number: 3
enter a number: 6
enter a number: 36
enter a number: 32
enter a number: 32
enter a number: 121
enter a number: 66
enter a number: 24
enter a number: 22
enter a number: 371
enter a number: 661
enter a number: 6
enter a number: 4
enter a number: 8
enter a number: -1
all entry are : [0, 3, 6, 36, 32, 32, 121, 66, 24, 22, 371, 661, 6, 4, 8]
winning list is :   [3, 6, 36, 0, 121, 0, 0, 0, 371, 661, 0, 0, 8]
losing list is :    [0, 0, 0, 32, 0, 66, 24, 22, 0, 0, 6, 4, 0]
loss occurance is : [0, 0, 0, 4, 0, 55, 97, 99, 0, 0, 655, 657, 0]

Process finished with exit code 0

I'm novice still I tried my best to solve your problem partially.
As you can see in output the list named "loss occurrence" , you can see longest loss sequence is second one with loss of '99' finally.
It's up to you how you wanna get it displayed.

Sorry if you already know this and I have wasted your time.