diff --git a/backend/main/leaderboard_test.go b/backend/main/leaderboard_test.go
index 310ff47f2..f66226c37 100644
--- a/backend/main/leaderboard_test.go
+++ b/backend/main/leaderboard_test.go
@@ -3,13 +3,15 @@ package main
 import (
 	"encoding/json"
 	"net/http"
+	"sort"
 	"testing"
+	"time"
 
 	"github.com/DapperCollectives/CAST/backend/main/test_utils"
 	"github.com/stretchr/testify/assert"
 )
 
-func TestGetCommunityLeaderboard(t *testing.T) {
+func TestGetLeaderboard(t *testing.T) {
 	clearTable("communities")
 	clearTable("community_users")
 	clearTable("user_achievements")
@@ -43,7 +45,7 @@ func TestGetCommunityLeaderboard(t *testing.T) {
 	assert.Equal(t, expectedScore, receivedUser2Score)
 }
 
-func TestGetCommunityLeaderboardWithEarlyVotes(t *testing.T) {
+func TestGetLeaderboardWithEarlyVotes(t *testing.T) {
 	clearTable("communities")
 	clearTable("community_users")
 	clearTable("user_achievements")
@@ -72,7 +74,7 @@ func TestGetCommunityLeaderboardWithEarlyVotes(t *testing.T) {
 	assert.Equal(t, expectedScore, receivedScore)
 }
 
-func TestGetCommunityLeaderboardWithSingleStreak(t *testing.T) {
+func TestGetLeaderboardWithSingleStreak(t *testing.T) {
 	clearTable("communities")
 	clearTable("community_users")
 	clearTable("user_achievements")
@@ -83,8 +85,8 @@ func TestGetCommunityLeaderboardWithSingleStreak(t *testing.T) {
 	streaks := []int{3, 4}
 	streakBonus := 1
 	expectedUsers := 2
-	expectedUser1Score := 3 + (1 * streakBonus)
-	expectedUser2Score := 4 + (1 * streakBonus)
+	expectedScoreA := streaks[0] + (1 * streakBonus)
+	expectedScoreB := streaks[1] + (1 * streakBonus)
 
 	otu.GenerateSingleStreakAchievements(communityId, streaks)
 
@@ -94,15 +96,20 @@ func TestGetCommunityLeaderboardWithSingleStreak(t *testing.T) {
 	var p test_utils.PaginatedResponseWithLeaderboardUser
 	json.Unmarshal(response.Body.Bytes(), &p)
 
-	receivedUser1Score := p.Data[0].Score
-	receivedUser2Score := p.Data[1].Score
+	// ensure scores ordered for assert
+	sort.Slice(p.Data, func(i, j int) bool {
+		return p.Data[i].Score < p.Data[j].Score
+	})
+
+	receivedScoreA := p.Data[0].Score
+	receivedScoreB := p.Data[1].Score
 
 	assert.Equal(t, expectedUsers, len(p.Data))
-	assert.Equal(t, expectedUser1Score, receivedUser1Score)
-	assert.Equal(t, expectedUser2Score, receivedUser2Score)
+	assert.Equal(t, expectedScoreA, receivedScoreA)
+	assert.Equal(t, expectedScoreB, receivedScoreB)
 }
 
-func TestGetCommunityLeaderboardWithMultiStreaks(t *testing.T) {
+func TestGetLeaderboardWithMultiStreaks(t *testing.T) {
 	clearTable("communities")
 	clearTable("community_users")
 	clearTable("user_achievements")
@@ -129,3 +136,44 @@ func TestGetCommunityLeaderboardWithMultiStreaks(t *testing.T) {
 	assert.Equal(t, expectedUsers, len(p.Data))
 	assert.Equal(t, expectedUser1Score, receivedUser1Score)
 }
+
+func TestGetLeaderboardWithWinningVote(t *testing.T) {
+	clearTable("communities")
+	clearTable("community_users")
+	clearTable("user_achievements")
+	clearTable("proposals")
+	clearTable("proposal_results")
+	clearTable("votes")
+	communityId := otu.AddCommunities(1)[0]
+	winningVoteBonus := 1
+
+	proposalId := otu.GenerateWinningVoteAchievement(communityId, "one-address-one-vote")
+	otu.UpdateProposalEndTime(proposalId, time.Now().UTC())
+	otu.GetProposalResultsAPI(proposalId)
+
+	response := otu.GetCommunityLeaderboardAPI(communityId)
+	checkResponseCode(t, http.StatusOK, response.Code)
+
+	var p test_utils.PaginatedResponseWithLeaderboardUser
+	json.Unmarshal(response.Body.Bytes(), &p)
+
+	winningUserScore := 1 + 1*winningVoteBonus
+	losingUserScore := 1
+
+	receivedWinners := 0
+	receivedLosers := 0
+
+	for _, user := range p.Data {
+		if user.Score == winningUserScore {
+			receivedWinners += 1
+		} else if user.Score == losingUserScore {
+			receivedLosers += 1
+		}
+	}
+
+	expectedWinners := 3
+	expectedLosers := 1
+
+	assert.Equal(t, expectedWinners, receivedWinners)
+	assert.Equal(t, expectedLosers, receivedLosers)
+}
diff --git a/backend/main/models/community_users.go b/backend/main/models/community_users.go
index 2d493ded9..a713d8603 100644
--- a/backend/main/models/community_users.go
+++ b/backend/main/models/community_users.go
@@ -40,10 +40,11 @@ type CommunityUserPayload struct {
 }
 
 type UserAchievements = []struct {
-	Address   string
-	NumVotes  int
-	EarlyVote int
-	Streak    int
+	Address     string
+	NumVotes    int
+	EarlyVote   int
+	Streak      int
+	WinningVote int
 }
 
 type LeaderboardUserPayload struct {
@@ -111,6 +112,7 @@ func GetCommunityLeaderboard(db *s.Database, communityId, start, count int) ([]L
 	var leaderboardUsers = []LeaderboardUserPayload{}
 	var defaultEarlyVoteWeight = 1
 	var defaultStreakWeight = 1
+	var defaultWinningVoteWeight = 1
 
 	userAchievements, err := getUserAchievements(db, communityId, start, count)
 
@@ -121,7 +123,7 @@ func GetCommunityLeaderboard(db *s.Database, communityId, start, count int) ([]L
 	for _, user := range userAchievements {
 		var leaderboardUser = LeaderboardUserPayload{}
 		leaderboardUser.Addr = user.Address
-		leaderboardUser.Score = user.NumVotes + (user.EarlyVote * defaultEarlyVoteWeight) + (user.Streak * defaultStreakWeight)
+		leaderboardUser.Score = user.NumVotes + (user.EarlyVote * defaultEarlyVoteWeight) + (user.Streak * defaultStreakWeight) + (user.WinningVote * defaultWinningVoteWeight)
 		leaderboardUsers = append(leaderboardUsers, leaderboardUser)
 	}
 
@@ -272,26 +274,44 @@ func getUserAchievements(db *s.Database, communityId int, start int, count int)
 	// their votes and achievements (e.g. early votes, streaks and winning choices)
 	// Note 1: crosstab is a postgres extension that creates a pivot table.
 	// Achievements are joined as columns for each user.
-	// Note 2: Subselect community_id not replaced properly by $1, so has been
+	// Note 2: Subselects community_id not replaced properly by $1, so has been
 	// substituted in string first.
 	sql := fmt.Sprintf(
 		`
-		SELECT v.addr as address, count(*) as num_votes, 
-			CASE WHEN a.early_vote is NULL THEN 0 ELSE a.early_vote END as early_vote 
-			FROM votes v 
-			LEFT OUTER JOIN proposals p ON p.id = v.proposal_id
-			LEFT OUTER JOIN (
-				SELECT * FROM crosstab(
-					$$SELECT addr, achievement_type, count(*) FROM user_achievements 
-					WHERE community_id = %d
-					GROUP BY addr, achievement_type
-					ORDER BY 1,2$$
-				) AS ct(address varchar(18), early_vote bigint)
-			) a ON v.addr = a.address
+		SELECT v.addr as address, count(*) as num_votes,
+		COALESCE(a.early_vote, 0) as early_vote,
+		COALESCE(b.streak, 0) as streak,
+		COALESCE(c.winning_vote, 0) as winning_vote
+		FROM votes v
+		LEFT OUTER JOIN proposals p ON p.id = v.proposal_id
+		LEFT OUTER JOIN (
+			SELECT * FROM crosstab(
+				$$SELECT addr, achievement_type, count(*) FROM user_achievements
+				WHERE community_id = %d and achievement_type = 'earlyVote'
+				GROUP BY addr, achievement_type
+				ORDER BY 1,2$$
+			) AS ct(address varchar(18), early_vote bigint)
+		) a ON v.addr = a.address
+		LEFT OUTER JOIN (
+			SELECT * FROM crosstab(
+				$$SELECT addr, achievement_type, count(*) FROM user_achievements
+				WHERE community_id = %d and achievement_type = 'streak'
+				GROUP BY addr, achievement_type
+				ORDER BY 1,2$$
+			) AS ct(address varchar(18), streak bigint)
+		) b ON v.addr = b.address
+		LEFT OUTER JOIN (
+			SELECT * FROM crosstab(
+				$$SELECT addr, achievement_type, count(*) FROM user_achievements
+				WHERE community_id = %d and achievement_type = 'winningVote'
+				GROUP BY addr, achievement_type
+				ORDER BY 1,2$$
+			) AS ct(address varchar(18), winning_vote bigint)
+		) c ON v.addr = c.address
 			WHERE p.community_id = $1
-			GROUP BY v.addr, a.early_vote
+			GROUP BY v.addr, a.early_vote, b.streak, c.winning_vote
 			LIMIT $2 OFFSET $3
-		`, communityId)
+		`, communityId, communityId, communityId)
 
 	err := pgxscan.Select(db.Context, db.Conn, &userAchievements, sql, communityId, count, start)
 
diff --git a/backend/main/models/vote.go b/backend/main/models/vote.go
index 78d9d269d..4f6bc5d01 100644
--- a/backend/main/models/vote.go
+++ b/backend/main/models/vote.go
@@ -4,6 +4,7 @@ import (
 	"encoding/hex"
 	"errors"
 	"fmt"
+	"sort"
 	"strconv"
 	"strings"
 	"time"
@@ -206,7 +207,7 @@ func (v *Vote) GetVoteById(db *s.Database) error {
 }
 
 func (v *Vote) CreateVote(db *s.Database) error {
-	var defaultEarlyVoteLength = 1
+	var defaultEarlyVoteLength = 2 // in hours
 
 	err := createVote(db, v)
 	if err != nil {
@@ -221,13 +222,13 @@ func (v *Vote) CreateVote(db *s.Database) error {
 	isEarlyVote := v.Created_at.Before(proposal.Start_time.Add(time.Hour * time.Duration(defaultEarlyVoteLength)))
 
 	if isEarlyVote {
-		err = addEarlyVoteAchievement(db, v, proposal)
+		err = AddEarlyVoteAchievement(db, v, proposal)
 		if err != nil {
 			return err
 		}
 	}
 
-	err = addStreakAchievement(db, v, proposal)
+	err = AddStreakAchievement(db, v, proposal)
 	return err
 }
 
@@ -358,7 +359,7 @@ func getProposal(db *s.Database, proposalId int) (Proposal, error) {
 	return proposal, err
 }
 
-func addEarlyVoteAchievement(db *s.Database, v *Vote, p Proposal) error {
+func AddEarlyVoteAchievement(db *s.Database, v *Vote, p Proposal) error {
 
 	//Unique identifier ensuring there are no duplicate early vote achievements
 	earlyVoteDetails := fmt.Sprintf("%s:%s:%d:%d", EarlyVote, v.Addr, p.Community_id, v.Proposal_id)
@@ -378,7 +379,7 @@ func addEarlyVoteAchievement(db *s.Database, v *Vote, p Proposal) error {
 	return nil
 }
 
-func addStreakAchievement(db *s.Database, v *Vote, p Proposal) error {
+func AddStreakAchievement(db *s.Database, v *Vote, p Proposal) error {
 	var defaultStreakLength = 3
 
 	votingStreak, err := getUserVotingStreak(db, v.Addr, p.Community_id)
@@ -392,7 +393,14 @@ func addStreakAchievement(db *s.Database, v *Vote, p Proposal) error {
 			if vote.Addr != "" {
 				proposals = append(proposals, vote.Proposal_id)
 			}
+
+			
 			if len(proposals) >= defaultStreakLength && (i == len(votingStreak)-1 || (i < len(votingStreak)-1 && votingStreak[i+1].Addr == "")) {
+				// ensure proposals always ordered to guarantee no duplicates
+				sort.Slice(proposals, func(i, j int) bool {
+					return proposals[i] < proposals[j]
+				})
+				
 				//Unique identifier for current streak
 				currentStreakDetails := fmt.Sprintf("%s:%s:%d:%s", Streak, v.Addr, p.Community_id, strings.Trim(strings.Join(strings.Fields(fmt.Sprint(proposals)), ","), "[]"))
 
@@ -420,6 +428,39 @@ func addStreakAchievement(db *s.Database, v *Vote, p Proposal) error {
 	return nil
 }
 
+func AddWinningVoteAchievement(db *s.Database, votes []*VoteWithBalance, p ProposalResults, communityId int) error {
+	maxVotes := 0
+	winningChoice := ""
+	for k, v := range p.Results {
+		if v > maxVotes {
+			maxVotes = v
+			winningChoice = k
+		}
+	}
+	for _, v := range votes {
+		if v.Choice == winningChoice {
+			details := fmt.Sprintf("%s:%s:%d:%d", WinningVote, v.Addr, communityId, v.Proposal_id)
+			err := db.Conn.QueryRow(db.Context,
+				`
+					INSERT INTO user_achievements(addr, achievement_type, community_id, proposals, details)
+					VALUES($1, $2, $3, $4, $5)
+					ON CONFLICT (details)
+					DO NOTHING
+					RETURNING id
+				`, v.Addr, WinningVote, communityId, []int{v.Proposal_id}, details).Scan(&v.ID)
+
+			if checkErrorIgnoreNoRows(err) {
+				// Row already exists, so we have previously calculated
+				// winning achievements for this proposal
+				return nil
+			} else if err != nil {
+				return err
+			}
+		}
+	}
+	return nil
+}
+
 func getUserVotingStreak(db *s.Database, addr string, communityId int) ([]VotingStreak, error) {
 	// Determine if this vote is part of a streak
 	// Proposals with the user address count as a vote for that proposal
diff --git a/backend/main/server/app.go b/backend/main/server/app.go
index 9f3aaf44e..856d1fce5 100644
--- a/backend/main/server/app.go
+++ b/backend/main/server/app.go
@@ -325,6 +325,10 @@ func (a *App) getResultsForProposal(w http.ResponseWriter, r *http.Request) {
 		return
 	}
 
+	if *p.Computed_status == "closed" {
+		models.AddWinningVoteAchievement(a.DB, votes, proposalResults, p.Community_id)
+	}
+
 	// Send Proposal Results
 	respondWithJSON(w, http.StatusOK, proposalResults)
 }
diff --git a/backend/main/strategies/token_weighted_default.go b/backend/main/strategies/token_weighted_default.go
index 67671057a..46bcc6579 100644
--- a/backend/main/strategies/token_weighted_default.go
+++ b/backend/main/strategies/token_weighted_default.go
@@ -46,7 +46,6 @@ func (s *TokenWeightedDefault) TallyVotes(
 	votes []*models.VoteWithBalance,
 	p *models.ProposalResults,
 ) (models.ProposalResults, error) {
-
 	//tally votes
 	for _, vote := range votes {
 		if vote.PrimaryAccountBalance != nil {
diff --git a/backend/main/test_utils/factory.go b/backend/main/test_utils/factory.go
index 1ca69e4df..9b3bfc494 100644
--- a/backend/main/test_utils/factory.go
+++ b/backend/main/test_utils/factory.go
@@ -259,6 +259,16 @@ func (otu *OverflowTestUtils) AddActiveProposalsWithStartTimeNow(cId int, count
 	return retIds
 }
 
+func (otu *OverflowTestUtils) UpdateProposalEndTime(pId int, endTime time.Time) {
+	_, err := otu.A.DB.Conn.Exec(otu.A.DB.Context,
+		`
+		UPDATE proposals SET end_time = $2 WHERE id = $1
+		`, pId, endTime)
+	if err != nil {
+		log.Error().Err(err).Msg("update proposal end_time DB err")
+	}
+}
+
 func (otu *OverflowTestUtils) AddLists(cId int, count int) []int {
 	if count < 1 {
 		count = 1
diff --git a/backend/main/test_utils/leaderboard_utils.go b/backend/main/test_utils/leaderboard_utils.go
index 2a031c77f..a87b76856 100644
--- a/backend/main/test_utils/leaderboard_utils.go
+++ b/backend/main/test_utils/leaderboard_utils.go
@@ -73,6 +73,20 @@ func (otu *OverflowTestUtils) GenerateMultiStreakAchievements(communityId int, s
 	}
 }
 
+func (otu *OverflowTestUtils) GenerateWinningVoteAchievement(communityId int, strategy string) int {
+	proposalIds, _ := otu.AddProposalsForStrategy(communityId, strategy, 1)
+	proposalId := proposalIds[0]
+	winningChoice := "a"
+	losingChoice := "b"
+
+	otu.CreateVoteAPI(proposalId, otu.GenerateValidVotePayload("user1", proposalId, losingChoice))
+	otu.CreateVoteAPI(proposalId, otu.GenerateValidVotePayload("user2", proposalId, winningChoice))
+	otu.CreateVoteAPI(proposalId, otu.GenerateValidVotePayload("user3", proposalId, winningChoice))
+	otu.CreateVoteAPI(proposalId, otu.GenerateValidVotePayload("user4", proposalId, winningChoice))
+
+	return proposalId
+}
+
 func max(s []int) int {
 	var m int
 	for i, v := range s {
diff --git a/backend/main/test_utils/proposal_utils.go b/backend/main/test_utils/proposal_utils.go
index dd5c84e3c..3ab6a9d97 100644
--- a/backend/main/test_utils/proposal_utils.go
+++ b/backend/main/test_utils/proposal_utils.go
@@ -98,6 +98,21 @@ func (otu *OverflowTestUtils) GenerateCancelProposalStruct(
 	return &payload
 }
 
+func (otu *OverflowTestUtils) GenerateClosedProposalStruct(
+	signer string,
+	proposalId int,
+) *models.UpdateProposalRequestPayload {
+	payload := models.UpdateProposalRequestPayload{Status: "closed"}
+	timestamp := fmt.Sprint(time.Now().UnixNano() / int64(time.Millisecond))
+	compositeSignatures := otu.GenerateCompositeSignatures(signer, timestamp)
+	account, _ := otu.O.State.Accounts().ByName(fmt.Sprintf("emulator-%s", signer))
+	payload.Signing_addr = fmt.Sprintf("0x%s", account.Address().String())
+	payload.Timestamp = timestamp
+	payload.Composite_signatures = compositeSignatures
+
+	return &payload
+}
+
 func (otu *OverflowTestUtils) GenerateProposalPayload(signer string, proposal *models.Proposal) *models.Proposal {
 	timestamp := fmt.Sprint(time.Now().UnixNano() / int64(time.Millisecond))
 	compositeSignatures := otu.GenerateCompositeSignatures(signer, timestamp)
diff --git a/backend/migrations/000021_add_achievements_details_column.down.sql b/backend/migrations/000021_add_achievements_details_column.down.sql
new file mode 100644
index 000000000..eee75d540
--- /dev/null
+++ b/backend/migrations/000021_add_achievements_details_column.down.sql
@@ -0,0 +1,3 @@
+ALTER TABLE user_achievements RENAME TO community_users_achievements;
+ALTER TABLE community_users_achievements DROP COLUMN details;
+
diff --git a/backend/migrations/000021_add_achievements_details_column.up.sql b/backend/migrations/000021_add_achievements_details_column.up.sql
new file mode 100644
index 000000000..800ce37e4
--- /dev/null
+++ b/backend/migrations/000021_add_achievements_details_column.up.sql
@@ -0,0 +1,3 @@
+ALTER TABLE community_users_achievements ADD details VARCHAR NOT NULL;
+ALTER TABLE community_users_achievements ADD UNIQUE (details);
+ALTER TABLE community_users_achievements RENAME TO user_achievements;
\ No newline at end of file