diff --git a/stock-diary/build.gradle b/stock-diary/build.gradle
index 385f72f..df9c22c 100644
--- a/stock-diary/build.gradle
+++ b/stock-diary/build.gradle
@@ -61,6 +61,11 @@ dependencies {
     // AWS SDK S3 (MinIO compatible)
     implementation 'software.amazon.awssdk:s3:2.20.0'
 
+    // QueryDSL
+    implementation 'com.querydsl:querydsl-jpa:5.0.0:jakarta'
+    annotationProcessor 'com.querydsl:querydsl-apt:5.0.0:jakarta'
+    annotationProcessor 'jakarta.persistence:jakarta.persistence-api'
+
     compileOnly 'org.projectlombok:lombok'
 
     runtimeOnly 'com.h2database:h2'
diff --git a/stock-diary/src/main/java/com/ogd/stockdiary/application/config/QueryDslConfig.java b/stock-diary/src/main/java/com/ogd/stockdiary/application/config/QueryDslConfig.java
new file mode 100644
index 0000000..142599e
--- /dev/null
+++ b/stock-diary/src/main/java/com/ogd/stockdiary/application/config/QueryDslConfig.java
@@ -0,0 +1,21 @@
+package com.ogd.stockdiary.application.config;
+
+import jakarta.persistence.EntityManager;
+import jakarta.persistence.PersistenceContext;
+
+import org.springframework.context.annotation.Bean;
+import org.springframework.context.annotation.Configuration;
+
+import com.querydsl.jpa.impl.JPAQueryFactory;
+
+@Configuration
+public class QueryDslConfig {
+
+    @PersistenceContext
+    private EntityManager entityManager;
+
+    @Bean
+    public JPAQueryFactory jpaQueryFactory() {
+        return new JPAQueryFactory(entityManager);
+    }
+}
diff --git a/stock-diary/src/main/java/com/ogd/stockdiary/application/report/repository/PrincipleCheckQueryDslAdapter.java b/stock-diary/src/main/java/com/ogd/stockdiary/application/report/repository/PrincipleCheckQueryDslAdapter.java
new file mode 100644
index 0000000..54aaf66
--- /dev/null
+++ b/stock-diary/src/main/java/com/ogd/stockdiary/application/report/repository/PrincipleCheckQueryDslAdapter.java
@@ -0,0 +1,134 @@
+package com.ogd.stockdiary.application.report.repository;
+
+import static com.ogd.stockdiary.domain.image.entity.QPrincipleCheckImage.principleCheckImage;
+import static com.ogd.stockdiary.domain.investmentprinciple.entity.QInvestmentPrinciple.investmentPrinciple;
+import static com.ogd.stockdiary.domain.principlecheck.entity.QPrincipleCheck.principleCheck;
+import static com.ogd.stockdiary.domain.principlecheck.entity.QPrincipleCheckLink.principleCheckLink;
+
+import java.util.List;
+import java.util.Map;
+import java.util.stream.Collectors;
+
+import org.springframework.stereotype.Repository;
+
+import com.ogd.stockdiary.domain.fileclient.port.out.FileClientPort;
+import com.ogd.stockdiary.domain.report.port.out.PrincipleCheckPort;
+import com.ogd.stockdiary.domain.report.vo.PrincipleCheckData;
+import com.querydsl.core.types.Projections;
+import com.querydsl.jpa.impl.JPAQueryFactory;
+
+import lombok.RequiredArgsConstructor;
+
+@Repository
+@RequiredArgsConstructor
+public class PrincipleCheckQueryDslAdapter implements PrincipleCheckPort {
+
+    private final JPAQueryFactory queryFactory;
+    private final FileClientPort fileClientPort;
+
+    @Override
+    public List<PrincipleCheckData> findByRetrospectionId(Long retrospectionId) {
+        // 1. PrincipleCheck 기본 데이터 조회
+        List<PrincipleCheckDto> checks = queryFactory
+            .select(Projections.constructor(PrincipleCheckDto.class,
+                principleCheck.id,
+                investmentPrinciple.principle,
+                principleCheck.status.stringValue(),
+                principleCheck.reason))
+            .from(principleCheck)
+            .join(principleCheck.principle, investmentPrinciple)
+            .where(principleCheck.retrospection.id.eq(retrospectionId))
+            .fetch();
+
+        if (checks.isEmpty()) {
+            return List.of();
+        }
+
+        // 2. checkId 리스트 추출
+        List<Long> checkIds = checks.stream()
+            .map(PrincipleCheckDto::checkId)
+            .collect(Collectors.toList());
+
+        // 3. 이미지 다운로드 URL 맵 조회 (checkId -> List<downloadUrl>)
+        Map<Long, List<String>> imageUrlsMap = getImageUrlsMap(checkIds);
+
+        // 4. 링크 맵 조회 (checkId -> List<linkUrl>)
+        Map<Long, List<String>> linksMap = getLinksMap(checkIds);
+
+        // 5. VO로 변환
+        return checks.stream()
+            .map(dto -> new PrincipleCheckData(
+                dto.principleName,
+                dto.status,
+                dto.reason,
+                imageUrlsMap.getOrDefault(dto.checkId, List.of()),
+                linksMap.getOrDefault(dto.checkId, List.of())))
+            .collect(Collectors.toList());
+    }
+
+    /**
+     * 이미지 다운로드 URL 맵 조회
+     * objectKey를 조회한 후 download pre-signed URL로 변환
+     */
+    private Map<Long, List<String>> getImageUrlsMap(List<Long> checkIds) {
+        List<ImageKeyDto> imageKeyDtos = queryFactory
+            .select(Projections.constructor(ImageKeyDto.class,
+                principleCheckImage.principleCheck.id,
+                principleCheckImage.image.objectKey))
+            .from(principleCheckImage)
+            .where(principleCheckImage.principleCheck.id.in(checkIds))
+            .fetch();
+
+        // objectKey를 download URL로 변환
+        return imageKeyDtos.stream()
+            .collect(Collectors.groupingBy(
+                ImageKeyDto::checkId,
+                Collectors.mapping(
+                    dto -> fileClientPort.getDownloadPreSignedUrl(dto.objectKey, 3600),
+                    Collectors.toList())));
+    }
+
+    /**
+     * 링크 맵 조회
+     */
+    private Map<Long, List<String>> getLinksMap(List<Long> checkIds) {
+        List<LinkDto> linkDtos = queryFactory
+            .select(Projections.constructor(LinkDto.class,
+                principleCheckLink.principleCheck.id,
+                principleCheckLink.linkUrl))
+            .from(principleCheckLink)
+            .where(principleCheckLink.principleCheck.id.in(checkIds))
+            .fetch();
+
+        return linkDtos.stream()
+            .collect(Collectors.groupingBy(
+                LinkDto::checkId,
+                Collectors.mapping(LinkDto::linkUrl, Collectors.toList())));
+    }
+
+    /**
+     * 중간 DTO - PrincipleCheck 데이터
+     */
+    private record PrincipleCheckDto(
+        Long checkId,
+        String principleName,
+        String status,
+        String reason) {
+    }
+
+    /**
+     * 중간 DTO - 이미지 objectKey (download URL 변환용)
+     */
+    private record ImageKeyDto(
+        Long checkId,
+        String objectKey) {
+    }
+
+    /**
+     * 중간 DTO - 링크
+     */
+    private record LinkDto(
+        Long checkId,
+        String linkUrl) {
+    }
+}
diff --git a/stock-diary/src/main/java/com/ogd/stockdiary/application/report/service/ReportService.java b/stock-diary/src/main/java/com/ogd/stockdiary/application/report/service/ReportService.java
index 04c6b52..eee9c15 100644
--- a/stock-diary/src/main/java/com/ogd/stockdiary/application/report/service/ReportService.java
+++ b/stock-diary/src/main/java/com/ogd/stockdiary/application/report/service/ReportService.java
@@ -22,8 +22,10 @@
 import com.ogd.stockdiary.domain.report.port.in.CreateFeedbackCommand;
 import com.ogd.stockdiary.domain.report.port.in.CreateFeedbackUseCase;
 import com.ogd.stockdiary.domain.report.port.out.FeedbackRepository;
+import com.ogd.stockdiary.domain.report.port.out.PrincipleCheckPort;
 import com.ogd.stockdiary.domain.report.port.out.ReportPromptLoader;
 import com.ogd.stockdiary.domain.report.port.out.RetrospectionForReportRepository;
+import com.ogd.stockdiary.domain.report.vo.PrincipleCheckData;
 import com.ogd.stockdiary.domain.retrospection.entity.Order;
 import com.ogd.stockdiary.domain.retrospection.entity.Retrospection;
 import com.ogd.stockdiary.domain.retrospection.port.out.RetrospectionRepository;
@@ -37,6 +39,7 @@ public class ReportService implements CreateFeedbackUseCase {
     private final RetrospectionForReportRepository retrospectionForReportRepository;
     private final RetrospectionRepository retrospectionRepository;
     private final FeedbackRepository feedbackRepository;
+    private final PrincipleCheckPort principleCheckPort;
     private final ReportPromptLoader reportPromptLoader;
     private final ChatModel chatModel;
     private final ObjectMapper objectMapper;
@@ -56,9 +59,19 @@ public Feedback createFeedbackUseCase(CreateFeedbackCommand command)
         Order order = retrospectionForReport.getOrder();
         String content = retrospectionForReport.getContent();
 
+        // 투자원칙 체크 데이터 조회
+        List<PrincipleCheckData> principleChecks = principleCheckPort
+            .findByRetrospectionId(command.retrospectionId());
+
+        // 투자원칙 체크 데이터를 프롬프트 형식으로 변환
+        String principleChecksText = PrincipleCheckData.toPromptFormat(principleChecks);
+
         String userText = """
             Please analyze the symbol {symbol} in the {market} market based on the order: {order}.
             This is user message : {content}.
+
+            Investment Principles Checked:
+            {principleChecks}
             """;
 
         // 시스템 메시지를 로더에서 불러오기
@@ -66,7 +79,12 @@ public Feedback createFeedbackUseCase(CreateFeedbackCommand command)
 
         PromptTemplate promptTemplate = new PromptTemplate(userText);
 
-        Map<String, Object> variables = Map.of("symbol", symbol, "market", market, "order", order, "content", content);
+        Map<String, Object> variables = Map.of(
+            "symbol", symbol,
+            "market", market,
+            "order", order,
+            "content", content,
+            "principleChecks", principleChecksText);
 
         // 플레이스 홀더 넣은 유저 메시지 구성
         Message userMessage = promptTemplate.createMessage(variables);
diff --git a/stock-diary/src/main/java/com/ogd/stockdiary/domain/report/port/out/PrincipleCheckPort.java b/stock-diary/src/main/java/com/ogd/stockdiary/domain/report/port/out/PrincipleCheckPort.java
new file mode 100644
index 0000000..2a25da7
--- /dev/null
+++ b/stock-diary/src/main/java/com/ogd/stockdiary/domain/report/port/out/PrincipleCheckPort.java
@@ -0,0 +1,21 @@
+package com.ogd.stockdiary.domain.report.port.out;
+
+import java.util.List;
+
+import com.ogd.stockdiary.domain.report.vo.PrincipleCheckData;
+
+/**
+ * 투자원칙 체크 데이터 조회 Port
+ * Report 도메인이 다른 도메인에 의존하지 않도록 추상화
+ */
+public interface PrincipleCheckPort {
+
+    /**
+     * 특정 회고에 대한 모든 투자원칙 체크 데이터 조회
+     *
+     * @param retrospectionId
+     *            회고 ID
+     * @return 투자원칙 체크 데이터 목록
+     */
+    List<PrincipleCheckData> findByRetrospectionId(Long retrospectionId);
+}
diff --git a/stock-diary/src/main/java/com/ogd/stockdiary/domain/report/vo/PrincipleCheckData.java b/stock-diary/src/main/java/com/ogd/stockdiary/domain/report/vo/PrincipleCheckData.java
new file mode 100644
index 0000000..77c5686
--- /dev/null
+++ b/stock-diary/src/main/java/com/ogd/stockdiary/domain/report/vo/PrincipleCheckData.java
@@ -0,0 +1,62 @@
+package com.ogd.stockdiary.domain.report.vo;
+
+import java.util.List;
+import java.util.stream.Collectors;
+
+/**
+ * Report 도메인에서 사용하는 투자원칙 체크 데이터
+ * AI에 전달할 정보만 포함 (읽기 전용 VO)
+ */
+public record PrincipleCheckData(
+    String principleName, // 투자원칙 내용
+    String status, // 체크 상태 (CHECKED, NOT_CHECKED, VIOLATED)
+    String reason, // 체크 이유/설명
+    List<String> imageUrls, // 관련 이미지 다운로드 URL 목록
+    List<String> links // 관련 링크 목록
+) {
+
+    /**
+     * 빈 데이터 생성 헬퍼
+     */
+    public static PrincipleCheckData empty() {
+        return new PrincipleCheckData("", "", "", List.of(), List.of());
+    }
+
+    /**
+     * AI 프롬프트용 포맷팅
+     */
+    public String toPromptFormat() {
+        StringBuilder sb = new StringBuilder();
+        sb.append("- 원칙: ").append(principleName).append("\n");
+        sb.append("  준수 여부: ").append(status).append("\n");
+
+        if (reason != null && !reason.isBlank()) {
+            sb.append("  사유: ").append(reason).append("\n");
+        }
+
+        if (!imageUrls.isEmpty()) {
+            sb.append("  첨부 이미지:\n");
+            imageUrls.forEach(url -> sb.append("    - ").append(url).append("\n"));
+        }
+
+        if (!links.isEmpty()) {
+            sb.append("  참고 링크:\n");
+            links.forEach(link -> sb.append("    - ").append(link).append("\n"));
+        }
+
+        return sb.toString();
+    }
+
+    /**
+     * 여러 체크 데이터를 프롬프트 형식으로 변환
+     */
+    public static String toPromptFormat(List<PrincipleCheckData> checks) {
+        if (checks == null || checks.isEmpty()) {
+            return "투자원칙 체크 데이터 없음";
+        }
+
+        return checks.stream()
+            .map(PrincipleCheckData::toPromptFormat)
+            .collect(Collectors.joining("\n"));
+    }
+}