I used this Layout below which works, but uses 3 Loops. Is that ok? I feel like it's a lot of code and that there could be an easier way:
<div style="width:160px; float: left; margin:10px;">
<wpv-loop>
[wpv-item index=1]
<span class="date-style"> [types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types] </span>
[wpv-item index=2]
<span class="date-style">[types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types] </span>
[wpv-item index=3]
<span class="date-style">[types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types] </span>
[wpv-item index=4]
<span class="date-style"> [types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types] </span>
[wpv-item index=5]
<span class="date-style">[types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types] </span>
</wpv-loop>
</div>
<div style="width:160px; float: left; margin:10px;">
<wpv-loop>
[wpv-item index=6]
[types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]
[wpv-item index=7]
[types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]
[wpv-item index=8]
[types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]
[wpv-item index=9]
[types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]
[wpv-item index=10]
[types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]
</wpv-loop>
</div>
<div style="width:160px; float: left; margin:10px;">
<wpv-loop>
[wpv-item index=11]
<span class="date-style"> [types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]</span>
[wpv-item index=12]
<span class="date-style"> [types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]</span>
[wpv-item index=13]
<span class="date-style"> [types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]</span>
[wpv-item index=14]
<span class="date-style"> [types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]</span>
[wpv-item index=15]
<span class="date-style"> [types field="upload-nasdaq-all" link="true" title="[types field="file-date" style="text" format="F j, Y"][/types]"][/types]</span>
</wpv-loop>
</div>