Load external font and does not show font in the window

[buran]

you should not use while loop. you need to make a function and call it periodically
read more about keeping track of time

import pyglet
import time
 
pyglet.font.add_file('digital-7.ttf')
window = pyglet.window.Window()
window.set_fullscreen(False)
label = pyglet.text.Label('',
                    font_name='Digital-7',
                    font_size=50,
                    x=window.width//2, y=window.height//2,
                    anchor_x='center', anchor_y='center')

def update_clock(dt):
    label.text = time.strftime('%H:%M:%S %P')

pyglet.clock.schedule_interval(update_clock, 0.1) # this will update 10 times a second, you may change that


@window.event
def on_draw():
    window.clear()
    label.draw()
 
pyglet.app.run()