Python IF statement not moving to the ELSE clause

I'm writing a function for a small game in which a list of jobs is populated each turn. The jobs themselves are objects with a route, time, and pay attribute.

I want the list to be 5 items total and randomly populated by picking from a list of routes and pay grades.

I have a for loop to iterate 5 times, and I'm wanting the pay grade selected to be 5 only if a certain two routes are selected. Otherwise, the pay grades will be a random number between 1 and 4.

When I set the pay grade to 5 in the IF clause, it never makes it to the else clause even if the conditions of the IF are not true. I'm not sure what I'm doing wrong here.

for pick in range(5):
    job = random.choice(random_routes)
    if job == 'Military Base' or 'Raiders':
        pay_key = 5
    else:
        pay_key = random.randint(1, 4)
    pay = pay_grades[pay_key]

    job_postings.append(Job(job, routes[job], pay))

printing the first index attributes from the new job_postings list always returns level 5 pay numbers even if the route picked was not Military Base or Raiders.

Here are the route and pay dictionaries:

routes = {'Boneyard': 5, 'Brotherhood': 6, 'Cathedral': 6, 'Junktown': 4,
          'Military Base': 14, 'Necropolis': 5, 'Raiders': 10, 'Shady Sands': 11}

pay_grades = {
    1: random.randrange(200, 401, 50),
    2: random.randrange(300, 501, 50),
    3: random.randrange(400, 601, 50),
    4: random.randrange(500, 701, 50),
    5: random.randrange(900, 1600, 50),
              }