Umm, yes you can. I do that frequently on my sheet. Unless I'm horribly misunderstanding, you want to create a repeating fieldset, that contains, inside it, a repeating fieldset for a different item? <fieldset name="repeating_hench66" class="repeating_hench66"><table style='border-collapse: collapse; border-spacing: 0;'>
<tr>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Name</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">AC</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Race</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Level</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">HP/Max</td>
</tr>
<tr>
<td><input type="text" name="attr_henchname66" title="@{henchname66}" ></td>
<td><input type="text" name="attr_henchac66" title="@{henchac66}" class="sheet-short"></td>
<td> <input type="text" name="attr_henchrace66" title="@{henchrace66}"></td>
<td><input type="text" name="attr_henchlvl66" title="@{henchlvl66}" class="sheet-short"></td>
<td><input type="text" name="attr_henchhp66" title="@{henchhp66}" class="sheet-small"/><h4><b>/</b></h4><input type="text" name="attr_henchhp66_max" title="@{henchhp66_max}" class="sheet-small" /></td>
</tr></table><br><hr>
<br><h4><b>Weapons</b></h4><br><table style='border-collapse: collapse; border-spacing: 0;'>
<tr>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Weapon Name</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;"># of<br>Strikes</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Attack<br>Adj.</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Dam<br>Adj.</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">THAC0</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Crit</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Dam SM</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Dam L</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Range</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Type</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold;">Speed</td>
</tr>
<tr>
<td><input type="text" name="attr_weaponnamehench66" title="@{weaponnamehench66}" class="sheet-length"></td>
<td><input type="text" name="attr_attacknumhench66" title="@{attacknumhench66}" class="sheet-small"></td>
<td><input type="text" name="attr_attackadjhench66" title="@{attackadjhench66}" class="sheet-short" value="0"></td>
<td><input type="text" name="attr_damadjhench66" title="@{damadjhench66}" class="sheet-short" value="0"></td>
<td><input type="text" name="attr_ThAC0hench66" title="@{ThAC0hench66}" class="sheet-short" value="20"><button type="roll" name="roll_hit1hench66" title="@{hit1hench66}" value="@{henchname66} hits an AC of [[@{ThAC0hench66}-(1d20cs>@{crit-thresh-hench66}+(@{attackadjhench66})+(?{Misc. bonus|0}))]] using their @{weaponnamehench66}">Hit</button></td>
<td><input type="text" name="attr_crit-thresh-hench66" title="@{crit-thresh-hench66}" class="sheet-short" value="20"></td>
<td><input type="text" name="attr_damsmhench66" title="@{damsmhench66}" class="sheet-short"><button type="roll" name="roll_attacksmhench66" title="@{attacksmhench66}" value="@{henchname66} rolls [[@{damsmhench66}+(@{damadjhench66})+(?{Misc. bonus|0})]] damage using their @{weaponnamehench66}!"></button></td>
<td><input type="text" name="attr_damlhench66" title="@{damlhench66}" class="sheet-short"><button type="roll" name="roll_attacklhench66" title="@{attacklhench66}" value="/em rolls [[@{damlhench66}+(@{damadjhench66})+(?{Misc. bonus|0})]] damage using their @{weaponnamehench66}!"></button></td>
<td><input type="text" name="attr_rangehench66" title="@{rangehench66}" class="sheet-mintext"></td>
<td><input type="text" name="attr_weaptypehench66" title="@{weaptypehench66}" class="sheet-short"></td>
<td><input type="text" name="attr_weapspeedhench66" title="@{weapspeedhench66}" class="sheet-small"><button type="roll" name="roll_inithench66" title="@{inithench66}" value="/gmroll 1d10+[[@{weapspeedhench66}-?{Misc. bonus (express bonuses as a negative)|+0}]] [Initiative (@{weaponnamehench66})]&{tracker}"></button></td>
</tr>
</table>
<fieldset name="repeating_henchweaps66" class="repeating_henchweaps66"><table style='border-collapse: collapse; border-spacing: 0;'>
<tr>
<td><input type="text" name="attr_weaponnamehench66" title="@{weaponnamehench66}" class="sheet-length"></td>
<td><input type="text" name="attr_attacknumhench66" title="@{attacknumhench66}" class="sheet-small"> </td>
<td><input type="text" name="attr_attackadjhench66" title="@{attackadjhench66}" class="sheet-short" value="0"></td>
<td><input type="text" name="attr_damadjhench66" title="@{damadjhench66}" class="sheet-short" value="0"></td>
<td><input type="text" name="attr_ThAC0hench66" title="@{ThAC0hench66}" class="sheet-short" value="20"><button type="roll" name="roll_hit1hench66" title="@{hit1hench66}" value="@{henchname66} hits an AC of [[@{ThAC0hench66}-(1d20cs>@{crit-thresh-hench66}+(@{attackadjhench66})+(?{Misc. bonus|0}))]] using their @{weaponnamehench66}">Hit</button></td>
<td><input type="text" name="attr_crit-thresh-hench66" title="@{crit-thresh-hench66}" class="sheet-short" value="20"></td>
<td><input type="text" name="attr_damsmhench66" title="@{damsmhench66}" class="sheet-short"><button type="roll" name="roll_attacksmhench66" title="@{attacksmhench66}" value="@{henchname66} rolls [[@{damsmhench66}+(@{damadjhench66})+(?{Misc. bonus|0})]] damage using their @{weaponnamehench66}!"></button></td>
<td><input type="text" name="attr_damlhench66" title="@{damlhench66}" class="sheet-short"><button type="roll" name="roll_attacklhench66" title="@{attacklhench66}" value="/em rolls [[@{damlhench66}+(@{damadjhench66})+(?{Misc. bonus|0})]] damage using their @{weaponnamehench66}!"></button></td>
<td><input type="text" name="attr_rangehench66" title="@{rangehench66}" class="sheet-mintext"></td>
<td><input type="text" name="attr_weaptypehench66" title="@{weaptypehench66}" class="sheet-short"></td>
<td><input type="text" name="attr_weapspeedhench66" title="@{weapspeedhench66}" class="sheet-small"><button type="roll" name="roll_inithench66" title="@{inithench66}" value="/gmroll 1d10+[[@{weapspeedhench66}-?{Misc. bonus (express bonuses as a negative)|+0}]] [Initiative (@{weaponnamehench66})]&{tracker}"></button></td>
</tr>
</table></fieldset><br><hr>
<br><h4><b>Gear</b></h4><br><table style='border-collapse: collapse; border-spacing: 0;'>
<tr>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold; width:120px; text-align:left;">Description</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold; width:40px;">Weight</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold; width:40px;"># Held</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold; width:40px;">Value</td>
<td style="background-color: #00004B; color: #FFF; font-family: Arial; font-weight: bold; width:120px;">Location</td>
</tr>
<tr>
<td><input type="text" name="attr_geardeschench66" title="@{geardeschench66}" placeholder="Item Name"></td>
<td><input type="text" name="attr_gearweighthench66" title="@{gearweighthench66}" class="sheet-short" placeholder="lbs."></td>
<td><input type="number" name="attr_gearqtyhench66" title="@{gearqtyhench66}" class="sheet-short" value="0"></td>
<td><input type="text" name="attr_gearvalhench66" title="@{gearvalhench66}" class="sheet-short"></td>
<td><input type="text" name="attr_gearlochench66" title="@{gearlochench66}" placeholder="Location"></td>
</tr>
</table>
<fieldset name="repeating_heanchgear66" class="repeating_henchgear66"><table style='border-collapse: collapse; border-spacing: 0;'>
<tr>
<td><input type="text" name="attr_geardeschench66" title="@{geardeschench66}" placeholder="Item Name"></td>
<td><input type="text" name="attr_gearweighthench66" title="@{gearweighthench66}" class="sheet-short" placeholder="lbs."></td>
<td><input type="number" name="attr_gearqtyhench66" title="@{gearqtyhench66}" class="sheet-short" value="0"></td>
<td><input type="text" name="attr_gearvalhench66" title="@{gearvalhench66}" class="sheet-short"></td>
<td><input type="text" name="attr_gearlochench66" title="@{gearlochench66}" placeholder="Location"></td>
</tr>
</table></fieldset>
<h4><b>Notes</b></h4><textarea name="attr_henchnotesarea66" title="@{henchnotesarea66}"></textarea><hr>
</fieldset>
</div></div>
</div> Here's a snippet of my sheet. It's a repeating section, with other repeating sections inside it.