There are some issues with Reliable Talent which have been reported in the 5e sheet thread - I believe it's still being worked on. One solution would be using a chat menu for your skill rolls and linking to custom macros for your proficient skills. A little bit of setup work. Updated macro: save this big block as an Ability macro, then the two smaller bits as Attributes. The Ability name doesn't matter, name it whatever you like, then tick the box to put it on your macro bar: &{template:simple} @{rtypeRT} ?{Skill| Acrobatics,+@{acrobatics_bonus}@{pbd_safe}]]}} {{rname=^{acrobatics-u}}} {{mod=[[@{acrobatics_bonus}@{pbd_safe}[ACRO]]]}} {{r1=[[@{d20RTN}+@{acrobatics_bonus}@{pbd_safe}[ACRO]]]| Animal Handling,+@{animal_handling_bonus}@{pbd_safe}]]}} {{rname=^{animal_handling-u}}} {{mod=[[@{animal_handling_bonus}@{pbd_safe}[ANIM]]]}} {{r1=[[@{d20RTN}+@{animal_handling_bonus}@{pbd_safe}[ANIM]]]| Arcana,+@{arcana_bonus}@{pbd_safe}]]}} {{rname=^{arcana-u}}} {{mod=[[@{arcana_bonus}@{pbd_safe}[ARC]]]}} {{r1=[[@{d20RTN}+@{arcana_bonus}@{pbd_safe}[ARC]]]| Athletics,+@{athletics_bonus}@{pbd_safe}]]}} {{rname=^{athletics-u}}} {{mod=[[@{athletics_bonus}@{pbd_safe}[ATH]]]}} {{r1=[[@{d20RTN}+@{athletics_bonus}@{pbd_safe}[ATH]]]| Deception,+@{deception_bonus}@{pbd_safe}]]}} {{rname=^{deception-u}}} {{mod=[[@{deception_bonus}@{pbd_safe}[DEC]]]}} {{r1=[[@{d20RTN}+@{deception_bonus}@{pbd_safe}[DEC]]]| History,+@{history_bonus}@{pbd_safe}]]}} {{rname=^{history-u}}} {{mod=[[@{history_bonus}@{pbd_safe}[HIS]]]}} {{r1=[[@{d20RTN}+@{history_bonus}@{pbd_safe}[HIS]]]| Insight,+@{insight_bonus}@{pbd_safe}]]}} {{rname=^{insight-u}}} {{mod=[[@{insight_bonus}@{pbd_safe}[INS]]]}} {{r1=[[@{d20RTN}+@{insight_bonus}@{pbd_safe}[INS]]]| Intimidation,+@{intimidation_bonus}@{pbd_safe}]]}} {{rname=^{intimidation-u}}} {{mod=[[@{intimidation_bonus}@{pbd_safe}[INT]]]}} {{r1=[[@{d20RTN}+@{intimidation_bonus}@{pbd_safe}[INT]]]| Investigation,+@{investigation_bonus}@{pbd_safe}]]}} {{rname=^{investigation-u}}} {{mod=[[@{investigation_bonus}@{pbd_safe}[INV]]]}} {{r1=[[@{d20RTN}+@{investigation_bonus}@{pbd_safe}[INV]]]| Medicine,+@{medicine_bonus}@{pbd_safe}]]}} {{rname=^{medicine-u}}} {{mod=[[@{medicine_bonus}@{pbd_safe}[MED]]]}} {{r1=[[@{d20RTN}+@{medicine_bonus}@{pbd_safe}[MED]]]| Nature,+@{nature_bonus}@{pbd_safe}]]}} {{rname=^{nature-u}}} {{mod=[[@{nature_bonus}@{pbd_safe}[NAT]]]}} {{r1=[[@{d20RTN}+@{nature_bonus}@{pbd_safe}[NAT]]]| Perception,+@{perception_bonus}@{pbd_safe}]]}} {{rname=^{perception-u}}} {{mod=[[@{perception_bonus}@{pbd_safe}[PERC]]]}} {{r1=[[@{d20RTN}+@{perception_bonus}@{pbd_safe}[PERC]]]| Performance,+@{performance_bonus}@{pbd_safe}]]}} {{rname=^{performance-u}}} {{mod=[[@{performance_bonus}@{pbd_safe}[PERF]]]}} {{r1=[[@{d20RTN}+@{performance_bonus}@{pbd_safe}[PERF]]]| Persuasion,+@{persuasion_bonus}@{pbd_safe}]]}} {{rname=^{persuasion-u}}} {{mod=[[@{persuasion_bonus}@{pbd_safe}[PERS]]]}} {{r1=[[@{d20RTN}+@{persuasion_bonus}@{pbd_safe}[PERS]]]| Religion,+@{religion_bonus}@{pbd_safe}]]}} {{rname=^{religion-u}}} {{mod=[[@{religion_bonus}@{pbd_safe}[REL]]]}} {{r1=[[@{d20RTN}+@{religion_bonus}@{pbd_safe}[REL]]]| Sleight of Hand,+@{sleight_of_hand_bonus}@{pbd_safe}]]}} {{rname=^{sleight_of_hand-u}}} {{mod=[[@{sleight_of_hand_bonus}@{pbd_safe}[SLEIGHT]]]}} {{r1=[[@{d20RTN}+@{sleight_of_hand_bonus}@{pbd_safe}[SLEIGHT]]]| Stealth,+@{stealth_bonus}@{pbd_safe}]]}} {{rname=^{stealth-u}}} {{mod=[[@{stealth_bonus}@{pbd_safe}[STLTH]]]}} {{r1=[[@{d20RTN}+@{stealth_bonus}@{pbd_safe}[STLTH]]]| Survival,+@{survival_bonus}@{pbd_safe}]]}} {{rname=^{survival-u}}} {{mod=[[@{survival_bonus}@{pbd_safe}[SRV]]]}} {{r1=[[@{d20RTN}+@{survival_bonus}@{pbd_safe}[SRV]]]} }} @{selected|global_skill_mod} @{selected|charname_output} It calls on @{rtypeRT} instead of the regular @{rtype}. You will need to go into your character sheet, and add an Attribute called rtypeRT that has this value: {{query=1}} ?{Advantage?|Normal Roll,&#123&#123normal=1&#125&#125 &#123&#123r2=[[0d20|Advantage,&#123&#123advantage=1&#125&#125 &#123&#123r2=[[{1d20,1d0cs1+10}k1|Disadvantage,&#123&#123disadvantage=1&#125&#125 &#123&#123r2=[[{1d20,1d0cs1+10}k1} The second Attribute needed is @{d20RTN}, and is as follows: {1d20,0d0+10}k1 You should be able to reuse these two Attributes if you change macros, just change any @{rtype} call to @{rtypeRT}, and any @{d20} call to @{d20RTN}. If you switch to a macro that does not use a pop-up Query, you will probably need an alternate version, @{d20RT}: {1d20,0d0+10}k1 This isn't an ideal solution, all skills rolled with this macro will now use reliable talent. So you'd need to remember to roll non-proficient skills from the sheet. A chat menu with custom code for your proficient skill would be better.