diff --git a/site/src/App.scss b/site/src/App.scss
index e961da41..2fbfe877 100644
--- a/site/src/App.scss
+++ b/site/src/App.scss
@@ -43,6 +43,80 @@ button {
   }
 }
 
+.ppc-popover {
+  border-radius: 8px;
+  padding: 0px;
+  box-shadow: none;
+  max-width: 375px;
+  top: -16px !important;
+
+  $filter: drop-shadow(0px 0px 16px rgba(0, 0, 0, 0.35));
+  filter: $filter;
+  -webkit-filter: $filter;
+  border: none;
+
+  .popover-body {
+    border-radius: 8px;
+    padding: 16px;
+  }
+
+  .arrow {
+    z-index: -1;
+    &::after {
+      display: none;
+    }
+  }
+  .arrow::before {
+    pointer-events: none;
+    position: absolute;
+    border: 8px solid transparent;
+    border-width: 12px 16px;
+    top: 8px;
+    left: unset;
+  }
+  &[data-popper-placement='bottom'] {
+    top: -24px !important;
+    .arrow::before {
+      left: 0;
+      bottom: 0;
+      top: 8px;
+      border-bottom-color: var(--overlay1);
+      transform: translate(-25%, -100%);
+      border-width: 16px 12px;
+    }
+  }
+  &[data-popper-placement='left-start'] {
+    .arrow::before {
+      left: -2px;
+      border-left-color: var(--overlay1);
+    }
+  }
+  &[data-popper-placement='right-start'] {
+    .arrow::before {
+      right: -2px;
+      border-right-color: var(--overlay1);
+    }
+  }
+}
+
+.bs-popover-left {
+  margin-right: 20px;
+
+  .arrow::after,
+  .arrow::before {
+    left: -1px;
+  }
+}
+
+.bs-popover-bottom {
+  margin-top: 48px;
+  .arrow::after,
+  .arrow::before {
+    top: -12px;
+    left: 7px;
+  }
+}
+
 .ppc-modal {
   font-size: 18px;
 
diff --git a/site/src/component/CoursePopover/CoursePopover.scss b/site/src/component/CoursePopover/CoursePopover.scss
new file mode 100644
index 00000000..292ff8fa
--- /dev/null
+++ b/site/src/component/CoursePopover/CoursePopover.scss
@@ -0,0 +1,62 @@
+.course-popover {
+  line-height: normal;
+
+  .popover-name {
+    font-weight: bold;
+    color: var(--text-dark);
+    font-size: 16px;
+    height: 21px;
+    margin-top: -2px;
+  }
+
+  .popover-subtitle {
+    font-weight: bold;
+  }
+
+  .popover-units {
+    font-weight: normal;
+  }
+
+  .popover-description {
+    font-size: 14px;
+    padding-top: 12px;
+    line-height: 17px;
+  }
+
+  .popover-detail {
+    padding-top: 12px;
+  }
+
+  .popover-detail-prefix {
+    font-weight: bold;
+  }
+
+  .popover-detail-warning {
+    font-size: 14px;
+    color: #ce0000;
+    gap: 5px;
+
+    .popover-detail-warning-icon {
+      margin-bottom: 4px;
+      margin-right: 4px;
+      font-size: 16px;
+    }
+  }
+
+  .popover-detail-italics {
+    padding-top: 6px;
+    font-weight: 400;
+    font-size: 12px;
+    font-style: italic;
+    color: var(--petr-gray);
+  }
+}
+
+[data-theme='dark'] {
+  .popover-detail-warning {
+    color: red;
+  }
+  .popover-detail-italics {
+    color: var(--petr-gray);
+  }
+}
diff --git a/site/src/component/CoursePopover/CoursePopover.tsx b/site/src/component/CoursePopover/CoursePopover.tsx
new file mode 100644
index 00000000..2819ae35
--- /dev/null
+++ b/site/src/component/CoursePopover/CoursePopover.tsx
@@ -0,0 +1,68 @@
+import { FC } from 'react';
+import './CoursePopover.scss';
+import { ExclamationTriangle } from 'react-bootstrap-icons';
+import Popover from 'react-bootstrap/Popover';
+
+interface CoursePopoverProps {
+  department: string;
+  courseNumber: string;
+  title: string;
+  minUnits: number;
+  maxUnits: number;
+  description: string;
+  prerequisiteText: string;
+  corequisites: string;
+  requiredCourses?: string[];
+}
+
+const CoursePopover: FC<CoursePopoverProps> = (props) => {
+  const {
+    department,
+    courseNumber,
+    title,
+    minUnits,
+    maxUnits,
+    description,
+    prerequisiteText,
+    corequisites,
+    requiredCourses,
+  } = props;
+
+  return (
+    <Popover.Content className="course-popover">
+      <div className="popover-name">
+        {department + ' ' + courseNumber + ' '}
+        <span className="popover-units">({minUnits === maxUnits ? minUnits : `${minUnits}-${maxUnits}`} units)</span>
+      </div>
+      <div className="popover-description">
+        <span className="popover-subtitle">{title + ':'}</span>
+        <br />
+        {description}
+      </div>
+      {prerequisiteText && (
+        <div className="popover-detail">
+          <span className="popover-detail-prefix">Prerequisites:</span> {prerequisiteText}
+        </div>
+      )}
+      {corequisites && (
+        <div className="popover-detail">
+          <span className="popover-detail-prefix">Corequisites:</span> {corequisites}
+        </div>
+      )}
+      {requiredCourses && (
+        <div className="popover-detail">
+          <div className="popover-detail-warning">
+            <ExclamationTriangle className="popover-detail-warning-icon" />
+            Prerequisite{requiredCourses?.length > 1 ? 's' : ''} Not Met: {requiredCourses?.join(', ')}
+          </div>
+          <div className="popover-detail-italics">
+            Already completed? Click "Transfer Credits" at the top of the roadmap viewer to add{' '}
+            {requiredCourses?.length > 1 ? 'these prerequisites' : 'this prerequisite'}.
+          </div>
+        </div>
+      )}
+    </Popover.Content>
+  );
+};
+
+export default CoursePopover;
diff --git a/site/src/pages/RoadmapPage/Course.scss b/site/src/pages/RoadmapPage/Course.scss
index 45f3814e..ab7dac70 100644
--- a/site/src/pages/RoadmapPage/Course.scss
+++ b/site/src/pages/RoadmapPage/Course.scss
@@ -66,35 +66,6 @@
   color: red;
 }
 
-.course-popover {
-  padding: 5%;
-
-  .popover-name {
-    font-weight: bold;
-    color: var(--text-dark);
-    font-size: 16px;
-  }
-
-  .popover-units {
-    color: #c4c4c4;
-
-    .popover-units-value {
-      font-weight: bold;
-    }
-  }
-
-  .popover-description {
-    padding-top: 5%;
-  }
-
-  .popover-detail {
-    padding-top: 5%;
-  }
-  .popover-detail-prefix {
-    font-weight: bold;
-  }
-}
-
 .course-footer {
   height: auto;
   display: flex;
diff --git a/site/src/pages/RoadmapPage/Course.tsx b/site/src/pages/RoadmapPage/Course.tsx
index c1c84c75..06025b16 100644
--- a/site/src/pages/RoadmapPage/Course.tsx
+++ b/site/src/pages/RoadmapPage/Course.tsx
@@ -3,8 +3,10 @@ import './Course.scss';
 import { Button } from 'react-bootstrap';
 import { InfoCircle, ExclamationTriangle, Trash, BagPlus, BagFill } from 'react-bootstrap-icons';
 import CourseQuarterIndicator from '../../component/QuarterTooltip/CourseQuarterIndicator';
+import CoursePopover from '../../component/CoursePopover/CoursePopover';
 import OverlayTrigger from 'react-bootstrap/OverlayTrigger';
 import Popover from 'react-bootstrap/Popover';
+import { useIsMobile } from '../../helpers/util';
 
 import { CourseGQLData } from '../../types/types';
 import ThemeContext from '../../style/theme-context';
@@ -27,6 +29,7 @@ interface CourseProps extends CourseGQLData {
   onAddToBag?: () => void;
   isInBag?: boolean;
   removeFromBag?: () => void;
+  openPopoverLeft?: boolean;
   addMode?: 'tap' | 'drag';
 }
 
@@ -47,45 +50,13 @@ const Course: FC<CourseProps> = (props) => {
     onAddToBag,
     isInBag,
     removeFromBag,
+    openPopoverLeft,
   } = props;
-  const CoursePopover = (
-    <Popover id={'course-popover-' + id}>
-      <Popover.Content>
-        <div className="course-popover">
-          <div className="popover-name">
-            {department + ' ' + courseNumber} {title}
-          </div>
-          <div className="popover-units">
-            <span className="popover-units-value">{minUnits === maxUnits ? minUnits : `${minUnits}-${maxUnits}`}</span>{' '}
-            units
-          </div>
-          <div className="popover-description">{description}</div>
-          {prerequisiteText && (
-            <div className="popover-detail">
-              <span className="popover-detail-prefix">Prerequisites:</span> {prerequisiteText}
-            </div>
-          )}
-          {corequisites && (
-            <div className="popover-detail">
-              <span className="popover-detail-prefix">Corequisites:</span> {corequisites}
-            </div>
-          )}
-        </div>
-      </Popover.Content>
-    </Popover>
-  );
 
   const dispatch = useAppDispatch();
 
-  const warningPopover = (
-    <Popover id={'warning-popover-' + id}>
-      <Popover.Content>
-        <UnmetPrerequisiteText requiredCourses={requiredCourses} />
-      </Popover.Content>
-    </Popover>
-  );
-
   const courseRoute = '/course/' + props.department.replace(/\s+/g, '') + props.courseNumber.replace(/\s+/g, '');
+  const isMobile = useIsMobile();
 
   const insertCourseOnClick = () => {
     dispatch(setActiveCourse(props));
@@ -105,14 +76,28 @@ const Course: FC<CourseProps> = (props) => {
           <span className="units">
             {minUnits === maxUnits ? minUnits : `${minUnits}-${maxUnits}`} unit{maxUnits === 1 ? '' : 's'}
           </span>
-          <OverlayTrigger trigger={['hover', 'focus']} placement="auto" overlay={CoursePopover} delay={100}>
-            <InfoCircle />
+          <OverlayTrigger
+            trigger={['hover', 'focus']}
+            placement={isMobile ? 'bottom' : openPopoverLeft ? 'left-start' : 'right-start'}
+            overlay={
+              <Popover className="ppc-popover" id={'course-popover-' + id}>
+                <CoursePopover
+                  department={department}
+                  courseNumber={courseNumber}
+                  title={title}
+                  minUnits={minUnits}
+                  maxUnits={maxUnits}
+                  description={description}
+                  prerequisiteText={prerequisiteText}
+                  corequisites={corequisites}
+                  requiredCourses={requiredCourses}
+                />
+              </Popover>
+            }
+            delay={100}
+          >
+            <div style={{ display: 'flex' }}>{requiredCourses ? <ExclamationTriangle /> : <InfoCircle />}</div>
           </OverlayTrigger>
-          {requiredCourses && (
-            <OverlayTrigger trigger={['hover', 'focus']} placement="right" overlay={warningPopover} delay={100}>
-              <ExclamationTriangle />
-            </OverlayTrigger>
-          )}
         </div>
         <div className="spacer"></div>
         {onDelete ? (
diff --git a/site/src/pages/RoadmapPage/SearchSidebar.tsx b/site/src/pages/RoadmapPage/SearchSidebar.tsx
index bbf04115..fb228475 100644
--- a/site/src/pages/RoadmapPage/SearchSidebar.tsx
+++ b/site/src/pages/RoadmapPage/SearchSidebar.tsx
@@ -97,7 +97,7 @@ const SearchSidebar = () => {
             className={'search-body' + (isMobile ? ' disabled' : '')}
           >
             {shownCourses.map((course, i) => (
-              <Course {...course} key={i} addMode={isMobile ? 'tap' : 'drag'} />
+              <Course {...course} key={i} addMode={isMobile ? 'tap' : 'drag'} openPopoverLeft={true} />
             ))}
           </ReactSortable>
         ) : (
diff --git a/site/src/style/theme.scss b/site/src/style/theme.scss
index d1ce1ceb..59fc2099 100644
--- a/site/src/style/theme.scss
+++ b/site/src/style/theme.scss
@@ -114,6 +114,9 @@
   }
 }
 
+.popover {
+  background-color: var(--overlay1);
+}
 .popover-body {
   background-color: var(--overlay1);
   color: var(--text);