df_users.groupby(['userID', 'requestDate']).apply(feature_rollup)

def logged_apply(g, func, *args, **kwargs):
    step_percentage = 100. / len(g)
    import sys
    sys.stdout.write('apply progress:   0%')
    sys.stdout.flush()

    def logging_decorator(func):
        def wrapper(*args, **kwargs):
            progress = wrapper.count * step_percentage
            sys.stdout.write('33[D 33[D' * 4 + format(progress, '3.0f') + '%')
            sys.stdout.flush()
            wrapper.count += 1
            return func(*args, **kwargs)
        wrapper.count = 0
        return wrapper

    logged_func = logging_decorator(func)
    res = g.apply(logged_func, *args, **kwargs)
    sys.stdout.write('33[D 33[D' * 4 + format(100., '3.0f') + '%' + 'n')
    sys.stdout.flush()
    return res

In [11]: g = df_users.groupby(['userID', 'requestDate'])

In [12]: f = feature_rollup

In [13]: logged_apply(g, f)
apply progress: 100%
Out[13]:
...

from pandas.core.groupby import DataFrameGroupBy
DataFrameGroupBy.logged_apply = logged_apply

In [21]: g.logged_apply(f)
apply progress: 100%
Out[21]:
...

import pandas as pd
import numpy as np
from tqdm import tqdm, tqdm_pandas

df = pd.DataFrame(np.random.randint(0, int(1e8), (10000, 1000)))

# Create and register a new `tqdm` instance with `pandas`
# (can use tqdm_gui, optional kwargs, etc.)
tqdm_pandas(tqdm())

# Now you can use `progress_apply` instead of `apply`
df.groupby(0).progress_apply(lambda x: x**2)

df_users.groupby(['userID', 'requestDate']).apply(feature_rollup)

from tqdm import tqdm, tqdm_pandas
tqdm_pandas(tqdm())
df_users.groupby(['userID', 'requestDate']).progress_apply(feature_rollup)

from functools import wraps

def logging_decorator(func):

    @wraps
    def wrapper(*args, **kwargs):
        wrapper.count += 1
        print "The function I modify has been called {0} times(s).".format(
              wrapper.count)
        func(*args, **kwargs)
    wrapper.count = 0
    return wrapper

modified_function = logging_decorator(feature_rollup)

def count_wrapper(func,total, print_at):

    def wrapper(*args):
        wrapper.count += 1
        if wrapper.count % wrapper.print_at == 0:
            clear_output()
            sys.stdout.write( "%d / %d"%(calc_time.count,calc_time.total) )
            sys.stdout.flush()
        return func(*args)
    wrapper.count = 0
    wrapper.total = total
    wrapper.print_at = print_at

    return wrapper

from IPython.core.display import clear_output