diff --git a/src/api.c b/src/api.c
index a4d03ae..c58012c 100644
--- a/src/api.c
+++ b/src/api.c
@@ -880,6 +880,44 @@ enum error api_cmd_uptime(struct api_result *res)
     return err;
 }
 
+static enum error api_cmd_mylist_resp_parse(const char *buffer,
+        struct api_mylist_result *mr)
+{
+    /* {int4 lid}|{int4 fid}|{int4 eid}|{int4 aid}|{int4 gid}|
+     * {int4 date}|{int2 state}|{int4 viewdate}|{str storage}|
+     * {str source}|{str other}|{int2 filestate} */
+
+    int fc; /* the Freedom Club */
+    char *ls;
+    size_t ll;
+    enum error err = NOERR;
+    bool glr = api_get_line(buffer, 2, &ls, &ll);
+    assert(glr);
+    assert(ll < API_BUFSIZE - 1);
+    (void)glr;
+
+    fc = api_field_parse(ls,
+            "%Lu", &mr->lid, "%Lu", &mr->fid, "%Lu", &mr->eid,
+            "%Lu", &mr->aid, "%Lu", &mr->gid, "%Lu", &mr->date,
+            "%hu", &mr->state, "%Lu", &mr->viewdate, "%s", &mr->storage,
+            "%s", &mr->source, "%s", &mr->other, "%hu", &mr->filestate,
+            NULL);
+
+    uio_debug("Fc is: %d", fc);
+    if (fc != 12) {
+        if (fc >= 9)
+            free(mr->storage);
+        if (fc >= 10)
+            free(mr->source);
+        if (fc >= 11)
+            free(mr->other);
+        uio_error("Scanf only parsed %d", fc);
+        err = ERR_API_RESP_INVALID;
+    }
+
+    return err;
+}
+
 enum error api_cmd_mylistadd(int64_t size, const uint8_t *hash,
         struct api_mylistadd_opts *opts, struct api_result *res)
 {
@@ -921,41 +959,27 @@ enum error api_cmd_mylistadd(int64_t size, const uint8_t *hash,
          * that page may be a little out of date (or they just
          * expect us to use common sense lmao */
     } else if (res->code == APICODE_FILE_ALREADY_IN_MYLIST) {
-        /* {int4 lid}|{int4 fid}|{int4 eid}|{int4 aid}|{int4 gid}|
-         * {int4 date}|{int2 state}|{int4 viewdate}|{str storage}|
-         * {str source}|{str other}|{int2 filestate} */
-        int fc; /* the Freedom Club */
-        char *ls;
-        size_t ll;
-        struct api_mylistadd_result *mr = &res->mylistadd;
-        bool glr = api_get_line(buffer, 2, &ls, &ll);
-        assert(glr);
-        assert(ll < API_BUFSIZE - 1);
-        (void)glr;
-
-        fc = api_field_parse(ls,
-                "%Lu", &mr->lid, "%Lu", &mr->fid, "%Lu", &mr->eid,
-                "%Lu", &mr->aid, "%Lu", &mr->gid, "%Lu", &mr->date,
-                "%hu", &mr->state, "%Lu", &mr->viewdate, "%s", &mr->storage,
-                "%s", &mr->source, "%s", &mr->other, "%hu", &mr->filestate,
-                NULL);
-
-        uio_debug("Fc is: %d", fc);
-        if (fc != 12) {
-            if (fc >= 9)
-                free(mr->storage);
-            if (fc >= 10)
-                free(mr->source);
-            if (fc >= 11)
-                free(mr->other);
-            uio_error("Scanf only parsed %d", fc);
-            err = ERR_API_RESP_INVALID;
-        }
+        err = api_cmd_mylist_resp_parse(buffer, &res->mylist);
     }
 
     return err;
 }
 
+enum error api_cmd_mylist(uint64_t lid, struct api_result *res)
+{
+    char buffer[API_BUFSIZE];
+    enum error err = NOERR;
+    
+    err = api_cmd_base(buffer, res, "MYLIST s=%s&lid=%lu", api_session, lid);
+    if (err != NOERR)
+        return err;
+
+    if (res->code == APICODE_MYLIST)
+        err = api_cmd_mylist_resp_parse(buffer, &res->mylist);
+
+    return err;
+}
+
 enum error api_cmd_mylistmod(uint64_t lid, struct api_mylistadd_opts *opts,
         struct api_result *res)
 {
diff --git a/src/api.h b/src/api.h
index 9d43a9b..e7f43e5 100644
--- a/src/api.h
+++ b/src/api.h
@@ -230,17 +230,15 @@ struct api_encrypt_result {
 struct api_uptime_result {
     int32_t ms;
 };
+struct api_mylist_result {
+    uint64_t lid, fid, eid, aid, gid, date, viewdate;
+    /* free() if != NULL ofc */
+    char *storage, *source, *other;
+    enum mylist_state state;
+    enum file_state filestate;
+};
 struct api_mylistadd_result {
-    union {
-        uint64_t new_id;
-        struct {
-            uint64_t lid, fid, eid, aid, gid, date, viewdate;
-            /* free() if != NULL ofc */
-            char *storage, *source, *other;
-            enum mylist_state state;
-            enum file_state filestate;
-        };
-    };
+    uint64_t new_id;
 };
 struct api_mylistmod_result {
     uint32_t n_edits;
@@ -253,6 +251,7 @@ struct api_result {
         e(version);
         e(auth);
         e(uptime);
+        e(mylist);
         e(mylistadd);
         e(encrypt);
         e(mylistmod);
@@ -265,6 +264,7 @@ void api_free();
 
 enum error api_cmd_version(struct api_result *res);
 enum error api_cmd_uptime(struct api_result *res);
+enum error api_cmd_mylist(uint64_t lid, struct api_result *res);
 enum error api_cmd_mylistadd(int64_t size, const uint8_t *hash,
         struct api_mylistadd_opts *opts, struct api_result *res);
 enum error api_cmd_mylistmod(uint64_t lid, struct api_mylistadd_opts *opts,
diff --git a/src/cache.c b/src/cache.c
index f49f495..c69a96e 100644
--- a/src/cache.c
+++ b/src/cache.c
@@ -41,6 +41,9 @@ static const char sql_mylist_add[] = "INSERT INTO mylist "
         "(:lid, :fname, :fsize, :ed2k, :watchdate, :state)";
 static const char sql_mylist_get[] = "SELECT * FROM mylist WHERE "
         "fsize=:fsize AND fname=:fname";
+static const char sql_mylist_update[] = "UPDATE mylist "
+        "SET %s "
+        "WHERE lid=:lid";
 
 
 #if 0
@@ -247,6 +250,89 @@ fail:
     return err;
 }
 
+static size_t cache_update_sqlprep_set(char *out, size_t out_size,
+        const struct api_mylistadd_opts *mods)
+{
+    size_t wr = 0;
+
+    if (mods->state_set)
+        wr += snprintf(out + wr, out ? out_size - wr : 0, "%s, ",
+                "state = :state");
+
+    if (mods->watched_set) {
+        if (!mods->watched)
+            wr += snprintf(out + wr, out ? out_size - wr : 0, "%s, ",
+                    "watchdate = 0");
+        else if (mods->wdate_set)
+            wr += snprintf(out + wr, out ? out_size - wr : 0,
+                    "%s, ", "watchdate = :watchdate");
+        else
+            wr += snprintf(out + wr, out ? out_size - wr : 0, "%s, ",
+                    "watchdate = strftime('%s')");
+    }
+
+    wr += snprintf(out + wr, out ? out_size - wr : 0, "%s",
+            "moddate = strftime('%s')");
+
+    return wr;
+}
+
+
+static size_t cache_update_sqlprep(char *out,
+        const struct api_mylistadd_opts *mods)
+{
+    size_t wr = cache_update_sqlprep_set(NULL, 0, mods);
+    if (!out)
+        return snprintf(NULL, 0, sql_mylist_update, "") + wr;
+
+    char set_str[wr + 1];
+    cache_update_sqlprep_set(set_str, wr + 1, mods);
+
+    return sprintf(out, sql_mylist_update, (char*)set_str);
+}
+
+enum error cache_update(uint64_t lid, const struct api_mylistadd_opts *mods)
+{
+    sqlite3_stmt *smt;
+    int sret;
+    enum error err = NOERR;
+    size_t sql_len = cache_update_sqlprep(NULL, mods);
+    char sql[sql_len + 1];
+
+    cache_update_sqlprep(sql, mods);
+    uio_debug("Update sql: '%s'", sql);
+
+    sret = sqlite3_prepare_v2(cache_db, sql,
+            sql_len, &smt, NULL);
+    if (sret != SQLITE_OK) {
+        uio_error("Cannot prepare statement: %s", sqlite3_errmsg(cache_db));
+        return ERR_CACHE_SQLITE;
+    }
+
+    sqlite_bind_goto(smt, ":lid", int64, lid);
+
+    if (mods->state_set) {
+        sqlite_bind_goto(smt, ":state", int, mods->state);
+    }
+    if (mods->watched_set && mods->wdate_set) {
+        sqlite_bind_goto(smt, ":watchdate", int64, mods->wdate);
+    }
+
+    sret = sqlite3_step(smt);
+    if (sret == SQLITE_DONE) {
+        uio_debug("Cache entry (%lu) succesfully updated", lid);
+    } else {
+        uio_error("sqlite_step failed: %s", sqlite3_errmsg(cache_db));
+        err = ERR_CACHE_SQLITE;
+        goto fail;
+    }
+
+
+fail:
+    sqlite3_finalize(smt);
+    return err;
+}
+
 bool cache_exists(const char *fname, uint64_t size)
 {
     return cache_get(fname, size, 0, NULL) == NOERR;
diff --git a/src/cache.h b/src/cache.h
index f1e0618..947b3d1 100644
--- a/src/cache.h
+++ b/src/cache.h
@@ -13,10 +13,9 @@ enum cache_select {
     CACHE_S_FNAME = 1 << 1,
     CACHE_S_FSIZE = 1 << 2,
     CACHE_S_ED2K = 1 << 3,
-    CACHE_S_WATCHED = 1 << 4,
-    CACHE_S_WATCHDATE = 1 << 5,
-    CACHE_S_STATE = 1 << 6,
-    CACHE_S_MODDATE = 1 << 7,
+    CACHE_S_WATCHDATE = 1 << 4,
+    CACHE_S_STATE = 1 << 5,
+    CACHE_S_MODDATE = 1 << 6,
 };
 
 struct cache_entry {
@@ -50,9 +49,9 @@ enum error cache_add(uint64_t lid, const char *fname,
         enum mylist_state state);
 
 /*
- * Update an already existing cache entry
+ * Update an already existing cache entry by lid
  */
-enum error cache_update();
+enum error cache_update(uint64_t lid, const struct api_mylistadd_opts *mods);
 
 /*
  * Get a cache entry
diff --git a/src/cmd_add.c b/src/cmd_add.c
index 4121c0e..2f2cbdf 100644
--- a/src/cmd_add.c
+++ b/src/cmd_add.c
@@ -13,17 +13,54 @@
 #include "cache.h"
 #include "util.h"
 
-enum error cmd_add_cachecheck(const char *path, const struct stat *st,
+static enum error cmd_add_update(uint64_t lid)
+{
+    enum error err;
+    struct api_result res;
+    struct api_mylistadd_opts mods;
+
+    err = api_cmd_mylist(lid, &res);
+    if (err != NOERR)
+        return err;
+
+    mods.state = res.mylist.state;
+    mods.state_set = true;
+
+    mods.watched = res.mylist.viewdate != 0;
+    mods.watched_set = true;
+
+    if (mods.watched) {
+        mods.wdate = res.mylist.viewdate;
+        mods.wdate_set = true;
+    }
+
+    err = cache_update(lid, &mods);
+
+    return err;
+}
+
+static enum error cmd_add_cachecheck(const char *path, const struct stat *st,
         void *data)
 {
+    struct cache_entry ce;
     const char *bname = util_basename(path);
     enum error err;
 
-    err = cache_get(bname, st->st_size, 0, NULL);
+    err = cache_get(bname, st->st_size,
+            CACHE_S_LID | CACHE_S_WATCHDATE | CACHE_S_MODDATE, &ce);
     if (err == NOERR) {
         /* We could get the entry, so it exists already */
         uio_user("This file (%s) with size (%lu) already exists in cache."
-                " Skipping", bname, st->st_size);
+                " Skipping hashing", bname, st->st_size);
+
+        /* Update time is older than 5 days and it's not watched yet */
+        if (ce.wdate == 0 && ce.moddate - time(NULL) > 5 * 24 * 60 * 60) {
+            uio_debug("Updating entry with id: %lu", ce.lid);
+            if (cmd_add_update(ce.lid) != NOERR) {
+                uio_warning("Cannot update file that is in cache");
+            }
+        }
+
         return ED2KUTIL_DONTHASH;
     } else if (err != ERR_CACHE_NO_EXISTS) {
         uio_error("Some error when trying to get from cache: %s",
@@ -35,7 +72,7 @@ enum error cmd_add_cachecheck(const char *path, const struct stat *st,
     return NOERR;
 }
 
-enum error cmd_add_apisend(const char *path, const uint8_t *hash,
+static enum error cmd_add_apisend(const char *path, const uint8_t *hash,
         const struct stat *st, void *data)
 {
     struct api_result r;
@@ -45,8 +82,8 @@ enum error cmd_add_apisend(const char *path, const uint8_t *hash,
             != NOERR)
         return ERR_CMD_FAILED;
 
-    if (r.code == 310) {
-        struct api_mylistadd_result *x = &r.mylistadd;
+    if (r.code == APICODE_FILE_ALREADY_IN_MYLIST) {
+        struct api_mylist_result *x = &r.mylist;
 
         uio_warning("File already added! Adding it to cache");
         uio_debug("File info: lid: %ld, fid: %ld, eid: %ld, aid: %ld,"
@@ -66,7 +103,7 @@ enum error cmd_add_apisend(const char *path, const uint8_t *hash,
             free(x->other);
         return NOERR;
     }
-    if (r.code != 210) {
+    if (r.code != APICODE_MYLIST_ENTRY_ADDED) {
         uio_error("Mylistadd failure: %hu", r.code);
         return ERR_CMD_FAILED;
     }
diff --git a/src/cmd_modify.c b/src/cmd_modify.c
index 3d0a5db..c5b40bb 100644
--- a/src/cmd_modify.c
+++ b/src/cmd_modify.c
@@ -13,16 +13,38 @@
 
 bool did_cache_init = false;
 
-uint64_t cmd_modify_getlid(const char *str)
+uint64_t cmd_modify_arg_parse(const char *str, uint64_t *out_wdate)
 {
     uint64_t val;
-    const char *sep = strchr(str, '|');
     struct cache_entry ce;
     enum error err;
+    const char *fn_st = strrchr(str, '/');
+    const char *size_st = strchr(str, '/');
 
-    if (sscanf(str, "%lu", &val) != 1)
+    *out_wdate = 0;
+
+    /* Skip the '/' */
+    if (fn_st)
+        fn_st++;
+    if (size_st)
+        size_st++;
+
+    if (fn_st == size_st) {
+        /* size/filename format */
+        size_st = str;
+    } else {
+        size_t timelen = size_st - str - 1; /* -1 for the skipped '/' */
+        char timstr[timelen + 1];
+
+        memcpy(timstr, str, timelen);
+        timstr[timelen] = '\0';
+
+        *out_wdate = util_iso2unix(timstr);
+    }
+
+    if (sscanf(size_st, "%lu", &val) != 1)
         return 0;
-    if (!sep)
+    if (!fn_st && !size_st) /* Only lid format */
         return val;
 
     if (!cache_is_init()) {
@@ -31,7 +53,7 @@ uint64_t cmd_modify_getlid(const char *str)
         did_cache_init = true;
     }
 
-    err = cache_get(sep + 1, val, CACHE_S_LID, &ce);
+    err = cache_get(fn_st, val, CACHE_S_LID, &ce);
     if (err != NOERR)
         return 0;
     return ce.lid;
@@ -69,21 +91,42 @@ enum error cmd_modify(void *data)
 
     for (int i = 0; i < fcount; i++) {
         struct api_result res;
+        struct api_mylistadd_opts l_opts = mopt;
         const char *arg = config_get_nonopt(i);
-        uint64_t lid = cmd_modify_getlid(arg);
+        uint64_t wdate;
+        uint64_t lid = cmd_modify_arg_parse(arg, &wdate);
 
         if (lid == 0) {
             uio_error("Argument '%s' is not valid. Skipping", arg);
             continue;
         }
 
-        err = api_cmd_mylistmod(lid, &mopt, &res);
+        if (wdate != 0) {
+            l_opts.watched = true;
+            l_opts.watched_set = true;
+
+            l_opts.wdate = wdate;
+            l_opts.wdate_set = true;
+        }
+
+        err = api_cmd_mylistmod(lid, &l_opts, &res);
         if (err != NOERR)
             break;
 
         if (res.code == APICODE_NO_SUCH_MYLIST_ENTRY) {
             uio_error("No mylist entry with id: '%lu'", lid);
+            continue;
+        }
+        
+        if (!cache_is_init()) {
+            if ((err = cache_init()) != NOERR)
+                return err;
+            did_cache_init = true;
         }
+
+        err = cache_update(lid, &l_opts);
+        if (err != NOERR)
+            break;
     }
 
     if (did_cache_init) {
diff --git a/src/config.c b/src/config.c
index ec7cf24..e1f6673 100644
--- a/src/config.c
+++ b/src/config.c
@@ -137,8 +137,8 @@ static struct conf_entry options[] = {
       .type = OTYPE_B, .handle_order = 1 },
 
     /* Arguments are either mylist id's, or file sizes and names
-     *  in the format '<size>|<filename>'. The filename can contain
-     *  '|' characters */
+     *  in the format '[watch_date/]<size>/<filename>'. The filename can't contain
+     *  '/' characters.  */
     { .l_name = "modify", .s_name = 'W',
       .has_arg = no_argument, .set_func = config_set_bool, .in_args = true,
       .type = OTYPE_B, .handle_order = 1 },