diff --git a/keyboards/montsinger/rewind/config.h b/keyboards/montsinger/rewind/config.h
new file mode 100644
index 0000000000..f276222125
--- /dev/null
+++ b/keyboards/montsinger/rewind/config.h
@@ -0,0 +1,62 @@
+/*
+Copyright 2020 Ross Montsinger
+This program is free software: you can redistribute it and/or modify
+it under the terms of the GNU General Public License as published by
+the Free Software Foundation, either version 2 of the License, or
+(at your option) any later version.
+This program is distributed in the hope that it will be useful,
+but WITHOUT ANY WARRANTY; without even the implied warranty of
+MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+GNU General Public License for more details.
+You should have received a copy of the GNU General Public License
+along with this program. If not, see .
+*/
+
+#pragma once
+
+#include "config_common.h"
+
+/* USB Device descriptor parameter */
+
+#define VENDOR_ID 0xFEED
+#define PRODUCT_ID 0x552F
+#define DEVICE_VER 0x0002
+#define MANUFACTURER Montsinger
+#define PRODUCT Rewind
+#define DESCRIPTION "5x10 ortho that fits inside a puffy VHS case"
+
+/* key matrix size */
+
+#define MATRIX_ROWS 5
+#define MATRIX_COLS 10
+
+/*
+ * Keyboard Matrix Assignments
+ *
+ * Change this to how you wired your keyboard
+ * COLS: AVR pins used for columns, left to right
+ * ROWS: AVR pins used for rows, top to bottom
+ * DIODE_DIRECTION: COL2ROW = COL = Anode (+), ROW = Cathode (-, marked on
+diode)
+ * ROW2COL = ROW = Anode (+), COL = Cathode (-, marked on diode)
+ *
+ */
+
+#define MATRIX_ROW_PINS { B5, B4, D2, D3, B2 }
+#define MATRIX_COL_PINS { F6, F7, B1, B3, E6, D7, C6, D4, D0, D1 }
+#define UNUSED_PINS { F4, F5, B6 }
+
+/* COL2ROW, ROW2COL*/
+#define DIODE_DIRECTION ROW2COL
+
+/* Debounce reduces chatter (unintended double-presses) - set 0 if debouncing is not needed */
+#define DEBOUNCE 5
+
+/* Mechanical locking support. Use KC_LCAP, KC_LNUM or KC_LSCR instead in keymap */
+#define LOCKING_SUPPORT_ENABLE
+/* Locking resynchronize hack */
+#define LOCKING_RESYNC_ENABLE
+
+/* Bootmagic Lite key configuration */
+// #define BOOTMAGIC_LITE_ROW 0
+// #define BOOTMAGIC_LITE_COLUMN 0
\ No newline at end of file
diff --git a/keyboards/montsinger/rewind/info.json b/keyboards/montsinger/rewind/info.json
new file mode 100644
index 0000000000..315670994a
--- /dev/null
+++ b/keyboards/montsinger/rewind/info.json
@@ -0,0 +1,68 @@
+ {
+ "keyboard":"montsinger/rewind",
+ "url": "https://montsinger.net",
+ "maintainer": "rossman360",
+ "width": 10,
+ "height": 5,
+ "layouts": {
+ "LAYOUT_ortho_5x10": {
+ "layout": [
+ {"x":0, "y":0},
+ {"x":1, "y":0},
+ {"x":2, "y":0},
+ {"x":3, "y":0},
+ {"x":4, "y":0},
+ {"x":5, "y":0},
+ {"x":6, "y":0},
+ {"x":7, "y":0},
+ {"x":8, "y":0},
+ {"x":9, "y":0},
+
+ {"x":0, "y":1},
+ {"x":1, "y":1},
+ {"x":2, "y":1},
+ {"x":3, "y":1},
+ {"x":4, "y":1},
+ {"x":5, "y":1},
+ {"x":6, "y":1},
+ {"x":7, "y":1},
+ {"x":8, "y":1},
+ {"x":9, "y":1},
+
+ {"x":0, "y":2},
+ {"x":1, "y":2},
+ {"x":2, "y":2},
+ {"x":3, "y":2},
+ {"x":4, "y":2},
+ {"x":5, "y":2},
+ {"x":6, "y":2},
+ {"x":7, "y":2},
+ {"x":8, "y":2},
+ {"x":9, "y":2},
+
+ {"x":0, "y":3},
+ {"x":1, "y":3},
+ {"x":2, "y":3},
+ {"x":3, "y":3},
+ {"x":4, "y":3},
+ {"x":5, "y":3},
+ {"x":6, "y":3},
+ {"x":7, "y":3},
+ {"x":8, "y":3},
+ {"x":9, "y":3},
+
+ {"x":0, "y":4},
+ {"x":1, "y":4},
+ {"x":2, "y":4},
+ {"x":3, "y":4},
+ {"x":4, "y":4},
+ {"x":5, "y":4},
+ {"x":6, "y":4},
+ {"x":7, "y":4},
+ {"x":8, "y":4},
+ {"x":9, "y":4}
+ ]
+ }
+ }
+}
+
diff --git a/keyboards/montsinger/rewind/keymaps/default/keymap.c b/keyboards/montsinger/rewind/keymaps/default/keymap.c
new file mode 100644
index 0000000000..861c04faf9
--- /dev/null
+++ b/keyboards/montsinger/rewind/keymaps/default/keymap.c
@@ -0,0 +1,40 @@
+#include QMK_KEYBOARD_H
+
+// Each layer gets a name for readability, which is then used in the keymap matrix below.
+// The underscores don't mean anything - you can have a layer called STUFF or any other name.
+// Layer names don't all need to be of the same length, obviously, and you can also skip them
+// entirely and just use numbers.
+
+enum layer_names
+{
+ _QWERTY,
+ _FN1,
+ _SYM
+};
+
+const uint16_t PROGMEM keymaps[][MATRIX_ROWS][MATRIX_COLS] = {
+
+[_QWERTY] = LAYOUT_ortho_5x10(
+ KC_1, KC_2, KC_3, KC_4, KC_5, KC_6, KC_7, KC_8, KC_9, KC_0,
+ KC_Q, KC_W, KC_E, KC_R, KC_T, KC_Y, KC_U, KC_I, KC_O, KC_P,
+ KC_A, KC_S, KC_D, KC_F, KC_G, KC_H, KC_J, KC_K, KC_L, KC_QUOT,
+ KC_Z, KC_X, KC_C, KC_V, KC_B, KC_N, KC_M, KC_COMM, KC_DOT, KC_SLSH,
+ KC_LCTL, KC_LALT, KC_LGUI, KC_LSFT, MO(_SYM),KC_ENTER,KC_SPC, MO(_FN1),KC_BSPC, KC_DEL
+),
+
+[_FN1] = LAYOUT_ortho_5x10(
+ KC_ESC, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_HOME, KC_LEFT, KC_UP, KC_RIGHT,KC_END,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_DOWN, XXXXXXX, XXXXXXX,
+ RESET, XXXXXXX, XXXXXXX, _______, KC_BSPC, KC_DEL, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX
+),
+
+[_SYM] = LAYOUT_ortho_5x10(
+ KC_ESC, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_MINS, KC_PLUS,
+ KC_TAB, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX,
+ KC_CAPS, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_SCLN,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_BSLS,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX
+),
+};
diff --git a/keyboards/montsinger/rewind/keymaps/rossman360/keymap.c b/keyboards/montsinger/rewind/keymaps/rossman360/keymap.c
new file mode 100644
index 0000000000..152a305237
--- /dev/null
+++ b/keyboards/montsinger/rewind/keymaps/rossman360/keymap.c
@@ -0,0 +1,56 @@
+#include QMK_KEYBOARD_H
+#include "rossman360.h"
+
+// Each layer gets a name for readability, which is then used in the keymap matrix below.
+// The underscores don't mean anything - you can have a layer called STUFF or any other name.
+// Layer names don't all need to be of the same length, obviously, and you can also skip them
+// entirely and just use numbers.
+
+enum layer_names {
+ _BASE,
+ _DEL,
+ _FN1,
+ _FN2,
+ _NUM,
+};
+
+#define PGMOD LT(_NUM, KC_PGDN)
+#define SPCMOD LT(_FN1, KC_SPACE)
+#define ZSHIFT MT(MOD_LSFT, KC_Z)
+#define TABMOD LT(_FN1, KC_TAB)
+#define ESCMOD LT(_FN1, KC_1)
+
+const uint16_t PROGMEM keymaps[][MATRIX_ROWS][MATRIX_COLS] = {
+
+[_BASE] = LAYOUT_ortho_5x10(
+ ESCMOD, KC_2, KC_3, KC_4, KC_5, KC_6, KC_7, KC_8, KC_9, KC_0,
+ KC_Q, KC_W, KC_E, KC_R, KC_T, KC_Y, KC_U, KC_I, KC_O, KC_P,
+ KC_A, KC_S, KC_D, KC_F, KC_G, KC_H, KC_J, KC_K, KC_L, KC_QUOT,
+ ZSHIFT, KC_X, KC_C, KC_V, KC_B, KC_N, KC_M, KC_COMM, KC_DOT, KC_SLSH,
+ KC_BSPC, ALTDEL, KC_LCTRL,TABMOD, PGMOD , KC_ENTER,SPCMOD, MO(_DEL), KC_BSPC, KC_DEL
+),
+
+[_FN1] = LAYOUT_ortho_5x10(
+ XXXXXXX, KC_ESC, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, RESET,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX,
+ JUMPBACK,XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_HOME, KC_LEFT, KC_UP, KC_RIGHT,KC_END,
+ _______, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, PMERGE, KC_DOWN, XXXXXXX, XXXXXXX,
+ XXXXXXX, XXXXXXX, XXXXXXX, LWORD, RWORD, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX
+),
+
+[_DEL] = LAYOUT_ortho_5x10(
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX,
+ REMCAPS, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX,
+ XXXXXXX, XXXXXXX, BLINE , KC_BSPC, BWORD , XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX
+),
+
+[_NUM] = LAYOUT_ortho_5x10(
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, NTAB,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_7, KC_8, KC_9, CTAB,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_4, KC_5, KC_6, KC_SCLN,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_1, KC_2, KC_3, KC_MINS,
+ XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, XXXXXXX, KC_0, XXXXXXX, XXXXXXX
+),
+};
diff --git a/keyboards/montsinger/rewind/readme.md b/keyboards/montsinger/rewind/readme.md
new file mode 100755
index 0000000000..d0f4a6fe73
--- /dev/null
+++ b/keyboards/montsinger/rewind/readme.md
@@ -0,0 +1,15 @@
+# Rewind
+
+[Rewind](https://i.imgur.com/3QZbLr0l.jpg)
+
+A 5x10 ortholinear keyboard that fits inside puffy VHS cases, made and sold by Montsinger. [More info on Montsinger.net](https://montsinger.net).
+
+* Keyboard Maintainer: [Rossman360](https://github.com/rossman360)
+* Hardware Supported: Rewind; Pro Micro or Elite-C
+* Hardware Availability: [Montsinger.net](https://montsinger.net)
+
+Make example for this keyboard (after setting up your build environment):
+
+ make montsinger/rewind:default
+
+See the [build environment setup](https://docs.qmk.fm/#/getting_started_build_tools) and the [make instructions](https://docs.qmk.fm/#/getting_started_make_guide) for more information. Brand new to QMK? Start with our [Complete Newbs Guide](https://docs.qmk.fm/#/newbs)
diff --git a/keyboards/montsinger/rewind/rewind.c b/keyboards/montsinger/rewind/rewind.c
new file mode 100644
index 0000000000..6796ef8d2e
--- /dev/null
+++ b/keyboards/montsinger/rewind/rewind.c
@@ -0,0 +1 @@
+#include "rewind.h"
diff --git a/keyboards/montsinger/rewind/rewind.h b/keyboards/montsinger/rewind/rewind.h
new file mode 100644
index 0000000000..3019c7c034
--- /dev/null
+++ b/keyboards/montsinger/rewind/rewind.h
@@ -0,0 +1,41 @@
+/* Copyright 2020 Ross Montsinger
+ *
+ * This program is free software: you can redistribute it and/or modify
+ * it under the terms of the GNU General Public License as published by
+ * the Free Software Foundation, either version 2 of the License, or
+ * (at your option) any later version.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of
+ * MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+ * GNU General Public License for more details.
+ *
+ * You should have received a copy of the GNU General Public License
+ * along with this program. If not, see .
+ */
+
+#pragma once
+
+#include "quantum.h"
+
+/* This is a shortcut to help you visually see your layout.
+ * The first section contains all of the arguments representing the
+ * layout of the board and position of the keys.
+ *
+ * The second converts the arguments into a two-dimensional array which
+ * represents the switch matrix.
+ */
+#define LAYOUT_ortho_5x10( \
+ K00, K01, K02, K03, K04, K05, K06, K07, K08, K09, \
+ K10, K11, K12, K13, K14, K15, K16, K17, K18, K19, \
+ K20, K21, K22, K23, K24, K25, K26, K27, K28, K29,\
+ K30, K31, K32, K33, K34, K35, K36, K37, K38, K39,\
+ K40, K41, K42, K43, K44, K45, K46, K47, K48, K49\
+ ) { \
+ { K00, K01, K02, K03, K04, K05, K06, K07, K08, K09 }, \
+ { K10, K11, K12, K13, K14, K15, K16, K17, K18, K19 }, \
+ { K20, K21, K22, K23, K24, K25, K26, K27, K28, K29 }, \
+ { K30, K31, K32, K33, K34, K35, K36, K37, K38, K39 }, \
+ { K40, K41, K42, K43, K44, K45, K46, K47, K48, K49 } \
+}
+
diff --git a/keyboards/montsinger/rewind/rules.mk b/keyboards/montsinger/rewind/rules.mk
new file mode 100644
index 0000000000..a59793d6b4
--- /dev/null
+++ b/keyboards/montsinger/rewind/rules.mk
@@ -0,0 +1,28 @@
+# MCU name
+MCU = atmega32u4
+
+# Bootloader selection
+# Teensy halfkay
+# Pro Micro caterina
+# Atmel DFU atmel-dfu
+# LUFA DFU lufa-dfu
+# QMK DFU qmk-dfu
+# ATmega32A bootloadHID
+# ATmega328P USBasp
+BOOTLOADER = caterina
+
+BOOTMAGIC_ENABLE = lite # Virtual DIP switch configuration
+MOUSEKEY_ENABLE = yes # Mouse keys
+EXTRAKEY_ENABLE = yes # Audio control and System control
+CONSOLE_ENABLE = yes # Console for debug
+COMMAND_ENABLE = yes # Commands for debug and configuration
+# Do not enable SLEEP_LED_ENABLE. it uses the same timer as BACKLIGHT_ENABLE
+SLEEP_LED_ENABLE = no # Breathing sleep LED during USB suspend
+# if this doesn't work, see here: https://github.com/tmk/tmk_keyboard/wiki/FAQ#nkro-doesnt-work
+NKRO_ENABLE = no # USB Nkey Rollover
+BACKLIGHT_ENABLE = no # Enable keyboard backlight functionality
+RGBLIGHT_ENABLE = no # Enable keyboard RGB underglow
+MIDI_ENABLE = no # MIDI support
+BLUETOOTH_ENABLE = no # Enable Bluetooth with the Adafruit EZ-Key HID
+AUDIO_ENABLE = no # Audio output on port C6
+FAUXCLICKY_ENABLE = no # Use buzzer to emulate clicky switches