diff --git a/src/main.py b/src/main.py
index 002300f9..3c9fa2a5 100644
--- a/src/main.py
+++ b/src/main.py
@@ -8,7 +8,7 @@ import uvicorn
 from fastapi import FastAPI
 
 # Internal Packages
-from search_type import asymmetric
+from search_type import asymmetric, symmetric_ledger
 from utils.helpers import get_from_dict
 from utils.cli import cli
 
@@ -38,6 +38,18 @@ def search(q: str, n: Optional[int] = 5, t: Optional[str] = None):
         # collate and return results
         return asymmetric.collate_results(hits, entries, results_count)
 
+    if (t == 'ledger' or t == None) and ledger_search_enabled:
+        # query transactions
+        hits = symmetric_ledger.query_transactions(
+            user_query,
+            transaction_embeddings,
+            transactions,
+            symmetric_encoder,
+            symmetric_cross_encoder)
+
+        # collate and return results
+        return symmetric_ledger.collate_results(hits, transactions, results_count)
+
     else:
         return {}
 
@@ -56,16 +68,28 @@ def regenerate(t: Optional[str] = None):
             regenerate=True,
             verbose=args.verbose)
 
+    if (t == 'ledger' or t == None) and ledger_search_enabled:
+        # Extract Entries, Generate Embeddings
+        global transaction_embeddings
+        global transactions
+        transactions, transaction_embeddings, _, _, _ = symmetric_ledger.setup(
+            ledger_config['input-files'],
+            ledger_config['input-filter'],
+            pathlib.Path(ledger_config['compressed-jsonl']),
+            pathlib.Path(ledger_config['embeddings-file']),
+            regenerate=True,
+            verbose=args.verbose)
 
     return {'status': 'ok', 'message': 'regeneration completed'}
 
 
 if __name__ == '__main__':
     args = cli(sys.argv[1:])
-    org_config = get_from_dict(args.config, 'content-type', 'org')
 
+    # Initialize Org Notes Search
+    org_config = get_from_dict(args.config, 'content-type', 'org')
     notes_search_enabled = False
-    if 'input-files' in org_config or 'input-filter' in org_config:
+    if org_config and ('input-files' in org_config or 'input-filter' in org_config):
         notes_search_enabled = True
         entries, corpus_embeddings, bi_encoder, cross_encoder, top_k = asymmetric.setup(
             org_config['input-files'],
@@ -75,6 +99,18 @@ if __name__ == '__main__':
             args.regenerate,
             args.verbose)
 
+    # Initialize Ledger Search
+    ledger_config = get_from_dict(args.config, 'content-type', 'ledger')
+    ledger_search_enabled = False
+    if ledger_config and ('input-files' in ledger_config or 'input-filter' in ledger_config):
+        ledger_search_enabled = True
+        transactions, transaction_embeddings, symmetric_encoder, symmetric_cross_encoder, _ = symmetric_ledger.setup(
+            ledger_config['input-files'],
+            ledger_config['input-filter'],
+            pathlib.Path(ledger_config['compressed-jsonl']),
+            pathlib.Path(ledger_config['embeddings-file']),
+            args.regenerate,
+            args.verbose)
 
     # Start Application Server
     uvicorn.run(app)
diff --git a/src/processor/ledger/__init__.py b/src/processor/ledger/__init__.py
new file mode 100644
index 00000000..e69de29b
diff --git a/src/processor/ledger/beancount_to_jsonl.py b/src/processor/ledger/beancount_to_jsonl.py
new file mode 100644
index 00000000..829df471
--- /dev/null
+++ b/src/processor/ledger/beancount_to_jsonl.py
@@ -0,0 +1,127 @@
+#!/usr/bin/env python3
+
+# Standard Packages
+import json
+import argparse
+import pathlib
+import glob
+import gzip
+
+# Internal Packages
+from processor.org_mode import orgnode
+from utils.helpers import get_absolute_path, is_none_or_empty
+
+
+# Define Functions
+def beancount_to_jsonl(beancount_files, beancount_file_filter, output_file, verbose=0):
+    # Input Validation
+    if is_none_or_empty(beancount_files) and is_none_or_empty(beancount_file_filter):
+        print("At least one of beancount-files or beancount-file-filter is required to be specified")
+        exit(1)
+
+    # Get Beancount Files to Process
+    beancount_files = get_beancount_files(beancount_files, beancount_file_filter, verbose)
+
+    # Extract Entries from specified Beancount files
+    entries = extract_beancount_entries(beancount_files)
+
+    # Process Each Entry from All Notes Files
+    jsonl_data = convert_beancount_entries_to_jsonl(entries, verbose=verbose)
+
+    # Compress JSONL formatted Data
+    if output_file.suffix == ".gz":
+        compress_jsonl_data(jsonl_data, output_file, verbose=verbose)
+    elif output_file.suffix == ".jsonl":
+        dump_jsonl(jsonl_data, output_file, verbose=verbose)
+
+    return entries
+
+
+def dump_jsonl(jsonl_data, output_path, verbose=0):
+    "Write List of JSON objects to JSON line file"
+    with open(get_absolute_path(output_path), 'w', encoding='utf-8') as f:
+        f.write(jsonl_data)
+
+    if verbose > 0:
+        print(f'Wrote {len(jsonl_data)} lines to jsonl at {output_path}')
+
+
+def compress_jsonl_data(jsonl_data, output_path, verbose=0):
+    with gzip.open(get_absolute_path(output_path), 'wt') as gzip_file:
+        gzip_file.write(jsonl_data)
+
+    if verbose > 0:
+        print(f'Wrote {len(jsonl_data)} lines to gzip compressed jsonl at {output_path}')
+
+
+def load_jsonl(input_path, verbose=0):
+    "Read List of JSON objects from JSON line file"
+    data = []
+    with open(get_absolute_path(input_path), 'r', encoding='utf-8') as f:
+        for line in f:
+            data.append(json.loads(line.rstrip('\n|\r')))
+
+    if verbose > 0:
+        print(f'Loaded {len(data)} records from {input_path}')
+
+    return data
+
+
+def get_beancount_files(beancount_files=None, beancount_file_filter=None, verbose=0):
+    "Get Beancount files to process"
+    absolute_beancount_files, filtered_beancount_files = set(), set()
+    if beancount_files:
+        absolute_beancount_files = {get_absolute_path(beancount_file)
+                              for beancount_file
+                              in beancount_files}
+    if beancount_file_filter:
+        filtered_beancount_files = set(glob.glob(get_absolute_path(beancount_file_filter)))
+
+    all_beancount_files = absolute_beancount_files | filtered_beancount_files
+
+    files_with_non_beancount_extensions = {beancount_file for beancount_file in all_beancount_files if not beancount_file.endswith(".bean")}
+    if any(files_with_non_beancount_extensions):
+        print(f"[Warning] There maybe non beancount files in the input set: {files_with_non_beancount_extensions}")
+
+    if verbose > 0:
+        print(f'Processing files: {all_beancount_files}')
+
+    return all_beancount_files
+
+
+def extract_beancount_entries(beancount_files):
+    "Extract entries from specified Beancount files"
+    entries = []
+    for beancount_file in beancount_files:
+        with open(beancount_file) as f:
+            entries.extend(
+                f.read().split('\n\n'))
+
+    return entries
+
+
+def convert_beancount_entries_to_jsonl(entries, verbose=0):
+    "Convert each Beancount transaction to JSON and collate as JSONL"
+    jsonl = ''
+    for entry in entries:
+        entry_dict = {'Title': entry}
+        # Convert Dictionary to JSON and Append to JSONL string
+        jsonl += f'{json.dumps(entry_dict, ensure_ascii=False)}\n'
+
+    if verbose > 0:
+        print(f"Converted {len(entries)} to jsonl format")
+
+    return jsonl
+
+
+if __name__ == '__main__':
+    # Setup Argument Parser
+    parser = argparse.ArgumentParser(description="Map Beancount transactions into (compressed) JSONL format")
+    parser.add_argument('--output-file', '-o', type=pathlib.Path, required=True, help="Output file for (compressed) JSONL formatted transactions. Expected file extensions: jsonl or jsonl.gz")
+    parser.add_argument('--input-files', '-i', nargs='*', help="List of beancount files to process")
+    parser.add_argument('--input-filter', type=str, default=None, help="Regex filter for beancount files to process")
+    parser.add_argument('--verbose', '-v', action='count', default=0, help="Show verbose conversion logs, Default: 0")
+    args = parser.parse_args()
+
+    # Map transactions in beancount files to (compressed) JSONL formatted file
+    beancount_to_jsonl(args.input_files, args.input_filter, args.output_file, args.verbose)
diff --git a/src/search_type/symmetric_ledger.py b/src/search_type/symmetric_ledger.py
new file mode 100644
index 00000000..6c0bc4c1
--- /dev/null
+++ b/src/search_type/symmetric_ledger.py
@@ -0,0 +1,187 @@
+# Standard Packages
+import json
+import time
+import gzip
+import os
+import sys
+import re
+import argparse
+import pathlib
+
+# External Packages
+import torch
+from sentence_transformers import SentenceTransformer, CrossEncoder, util
+
+# Internal Packages
+from utils.helpers import get_absolute_path
+from processor.ledger.beancount_to_jsonl import beancount_to_jsonl
+
+
+def initialize_model():
+    "Initialize model for symetric semantic search. That is, where query of similar size to results"
+    bi_encoder = SentenceTransformer('sentence-transformers/paraphrase-MiniLM-L6-v2') # The encoder encodes all entries to use for semantic search
+    top_k = 100                                                                       # Number of entries we want to retrieve with the bi-encoder
+    cross_encoder = CrossEncoder('cross-encoder/ms-marco-MiniLM-L-6-v2')              # The cross-encoder re-ranks the results to improve quality
+    return bi_encoder, cross_encoder, top_k
+
+
+def extract_entries(notesfile, verbose=0):
+    "Load entries from compressed jsonl"
+    entries = []
+    with gzip.open(get_absolute_path(notesfile), 'rt', encoding='utf8') as jsonl:
+        for line in jsonl:
+            note = json.loads(line.strip())
+
+            note_string = f'{note["Title"]} \t {note["Tags"] if "Tags" in note else ""} \n {note["Body"] if "Body" in note else ""}'
+            entries.extend([note_string])
+
+    if verbose > 0:
+        print(f"Loaded {len(entries)} entries from {notesfile}")
+
+    return entries
+
+
+def compute_embeddings(entries, bi_encoder, embeddings_file, regenerate=False, verbose=0):
+    "Compute (and Save) Embeddings or Load Pre-Computed Embeddings"
+    # Load pre-computed embeddings from file if exists
+    if embeddings_file.exists() and not regenerate:
+        corpus_embeddings = torch.load(get_absolute_path(embeddings_file))
+        if verbose > 0:
+            print(f"Loaded embeddings from {embeddings_file}")
+
+    else:  # Else compute the corpus_embeddings from scratch, which can take a while
+        corpus_embeddings = bi_encoder.encode(entries, convert_to_tensor=True, show_progress_bar=True)
+        torch.save(corpus_embeddings, get_absolute_path(embeddings_file))
+        if verbose > 0:
+            print(f"Computed embeddings and save them to {embeddings_file}")
+
+    return corpus_embeddings
+
+
+def query_transactions(raw_query, corpus_embeddings, entries, bi_encoder, cross_encoder, top_k=100):
+    "Search all notes for entries that answer the query"
+    # Separate natural query from explicit required, blocked words filters
+    query = " ".join([word for word in raw_query.split() if not word.startswith("+") and not word.startswith("-")])
+    required_words = set([word[1:].lower() for word in raw_query.split() if word.startswith("+")])
+    blocked_words = set([word[1:].lower() for word in raw_query.split() if word.startswith("-")])
+
+    # Encode the query using the bi-encoder
+    question_embedding = bi_encoder.encode(query, convert_to_tensor=True)
+
+    # Find relevant entries for the query
+    hits = util.semantic_search(question_embedding, corpus_embeddings, top_k=top_k)
+    hits = hits[0]  # Get the hits for the first query
+
+    # Filter results using explicit filters
+    hits = explicit_filter(hits, entries, required_words, blocked_words)
+    if hits is None or len(hits) == 0:
+        return hits
+
+    # Score all retrieved entries using the cross-encoder
+    cross_inp = [[query, entries[hit['corpus_id']]] for hit in hits]
+    cross_scores = cross_encoder.predict(cross_inp)
+
+    # Store cross-encoder scores in results dictionary for ranking
+    for idx in range(len(cross_scores)):
+        hits[idx]['cross-score'] = cross_scores[idx]
+
+    # Order results by cross encoder score followed by biencoder score
+    hits.sort(key=lambda x: x['score'], reverse=True) # sort by biencoder score
+    hits.sort(key=lambda x: x['cross-score'], reverse=True) # sort by cross encoder score
+
+    return hits
+
+
+def explicit_filter(hits, entries, required_words, blocked_words):
+    hits_by_word_set = [(set(word.lower()
+                             for word
+                             in re.split(
+                                 ',|\.| |\]|\[\(|\)|\{|\}',
+                                 entries[hit['corpus_id']])
+                             if word != ""),
+                         hit)
+                        for hit in hits]
+
+    if len(required_words) == 0 and len(blocked_words) == 0:
+        return hits
+    if len(required_words) > 0:
+        return [hit for (words_in_entry, hit) in hits_by_word_set
+                if required_words.intersection(words_in_entry) and not blocked_words.intersection(words_in_entry)]
+    if len(blocked_words) > 0:
+        return [hit for (words_in_entry, hit) in hits_by_word_set
+                if not blocked_words.intersection(words_in_entry)]
+    return hits
+
+
+def render_results(hits, entries, count=5, display_biencoder_results=False):
+    "Render the Results returned by Search for the Query"
+    if display_biencoder_results:
+        # Output of top hits from bi-encoder
+        print("\n-------------------------\n")
+        print(f"Top-{count} Bi-Encoder Retrieval hits")
+        hits = sorted(hits, key=lambda x: x['score'], reverse=True)
+        for hit in hits[0:count]:
+            print(f"Score: {hit['score']:.3f}\n------------\n{entries[hit['corpus_id']]}")
+
+    # Output of top hits from re-ranker
+    print("\n-------------------------\n")
+    print(f"Top-{count} Cross-Encoder Re-ranker hits")
+    hits = sorted(hits, key=lambda x: x['cross-score'], reverse=True)
+    for hit in hits[0:count]:
+        print(f"CrossScore: {hit['cross-score']:.3f}\n-----------------\n{entries[hit['corpus_id']]}")
+
+
+def collate_results(hits, entries, count=5):
+    return [
+        {
+            "Entry": entries[hit['corpus_id']],
+            "Score": f"{hit['cross-score']:.3f}"
+        }
+        for hit
+        in hits[0:count]]
+
+
+def setup(input_files, input_filter, compressed_jsonl, embeddings, regenerate=False, verbose=False):
+    # Initialize Model
+    bi_encoder, cross_encoder, top_k = initialize_model()
+
+    # Map notes in Org-Mode files to (compressed) JSONL formatted file
+    if not compressed_jsonl.exists() or regenerate:
+        beancount_to_jsonl(input_files, input_filter, compressed_jsonl, verbose)
+
+    # Extract Entries
+    entries = extract_entries(compressed_jsonl, verbose)
+
+    # Compute or Load Embeddings
+    corpus_embeddings = compute_embeddings(entries, bi_encoder, embeddings, regenerate=regenerate, verbose=verbose)
+
+    return entries, corpus_embeddings, bi_encoder, cross_encoder, top_k
+
+
+if __name__ == '__main__':
+    # Setup Argument Parser
+    parser = argparse.ArgumentParser(description="Map Beancount transactions into (compressed) JSONL format")
+    parser.add_argument('--input-files', '-i', nargs='*', help="List of Beancount files to process")
+    parser.add_argument('--input-filter', type=str, default=None, help="Regex filter for Beancount files to process")
+    parser.add_argument('--compressed-jsonl', '-j', type=pathlib.Path, default=pathlib.Path(".transactions.jsonl.gz"), help="Compressed JSONL formatted transactions file to compute embeddings from")
+    parser.add_argument('--embeddings', '-e', type=pathlib.Path, default=pathlib.Path(".transaction_embeddings.pt"), help="File to save/load model embeddings to/from")
+    parser.add_argument('--regenerate', action='store_true', default=False, help="Regenerate embeddings from Beancount files. Default: false")
+    parser.add_argument('--results-count', '-n', default=5, type=int, help="Number of results to render. Default: 5")
+    parser.add_argument('--interactive', action='store_true', default=False, help="Interactive mode allows user to run queries on the model. Default: true")
+    parser.add_argument('--verbose', action='count', default=0, help="Show verbose conversion logs. Default: 0")
+    args = parser.parse_args()
+
+    entries, corpus_embeddings, bi_encoder, cross_encoder, top_k = setup(args.input_files, args.input_filter, args.compressed_jsonl, args.embeddings, args.regenerate, args.verbose)
+
+    # Run User Queries on Entries in Interactive Mode
+    while args.interactive:
+        # get query from user
+        user_query = input("Enter your query: ")
+        if user_query == "exit":
+            exit(0)
+
+        # query notes
+        hits = query_transactions(user_query, corpus_embeddings, entries, bi_encoder, cross_encoder, top_k)
+
+        # render results
+        render_results(hits, entries, count=args.results_count)
diff --git a/src/utils/cli.py b/src/utils/cli.py
index d70cb168..cd1519d3 100644
--- a/src/utils/cli.py
+++ b/src/utils/cli.py
@@ -48,6 +48,11 @@ default_config = {
         {
             'compressed-jsonl': '.notes.jsonl.gz',
             'embeddings-file': '.note_embeddings.pt'
+        },
+        'ledger':
+        {
+            'compressed-jsonl': '.transactions.jsonl.gz',
+            'embeddings-file': '.transaction_embeddings.pt'
         }
     },
     'search-type':