  Several large JWST blank field observing programs have not yet discovered the
first galaxies expected to form at $15 \leq z \leq 20$. This has motivated the
search for more effective survey strategies that will be able to effectively
probe this redshift range. Here, we explore the use of gravitationally lensed
cluster fields, that have historically been the most effective discovery tool
with HST. In this paper, we analyze the effectiveness of the most massive
galaxy clusters that provide the highest median magnification factor within a
single JWST NIRCam module in uncovering this population. The results of
exploiting these lensing clusters to break the $z > 15$ barrier are compared
against the results from large area, blank field surveys such as JADES and
CEERS in order to determine the most effective survey strategy for JWST. We
report that the fields containing massive foreground galaxy clusters
specifically chosen to occupy the largest fraction of a single NIRCam module
with high magnification factors in the source plane, whilst containing all
multiple images in the image plane within a single module provide the highest
probability of both probing the $15 \leq z \leq 20$ regime, as well as
discovering the highest redshift galaxy possible with JWST. We also find that
using multiple massive clusters in exchange for shallower survey depths is a
more time efficient method of probing the $z > 15$ regime.
