Headphones not detected, internal speaker works

Markup89

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I have a similar problem to previous post, 28-Oct-14, title: "Headphones not being recognized correctly or playing sound". This is on my friend's Toshiba laptop, Windows 7 Home Premium 64bit, and the Dell headphones used to work (they are not currently detected by Windows). The same headphones work fine on my desktop computer. I don't have access to his laptop except when at the library, where his WiFi signal is poor. I'm writing this at home after verifying the headphones work on my computer. This problem seems to be fixable, I am hoping. Thanks.
 

My Computer My Computer

At a glance

Windows 7 Professional 64bitCore i5
Computer type
PC/Desktop
Computer Manufacturer/Model Number
Systemax
OS
Windows 7 Professional 64bit
CPU
Core i5
Hard to troubleshoot. As a guess, I would suspect a problem with the headphone jack or the internal wiring as many I/O jacks are on a small circuit board that is connected to the main motherboard.
 

My Computer My Computer

At a glance

Windows 10 64 bitIntel i7 6700K16GB Corsair DominatorIntel CPU Graphics
Computer type
PC/Desktop
Computer Manufacturer/Model Number
My Own Build
OS
Windows 10 64 bit
CPU
Intel i7 6700K
Motherboard
ASUS ROG Maximus VIII Hero
Memory
16GB Corsair Dominator
Graphics Card(s)
Intel CPU Graphics
Sound Card
RealTek
Monitor(s) Displays
27" Dell S2719dgf
Screen Resolution
2560X1440
Hard Drives
1 TB Samsung 850 EVO SSD for Win 10 Pro
500GB Samsung 850 EVO SSD for Win 10 Insider
2 TB drive for backup
PSU
EVGA Supernova 750G2
Case
BeQuiet Silent Base 600
Cooling
Deepcool Captain 120EX
Keyboard
Microsoft Wireless 2000
Mouse
Microsoft wireless
Internet Speed
100 MB/sec (Cable)
Antivirus
Microsoft Defender and Malwarebytes
Browser
Edge/Firefox
Other Info
Cakewalk (Sonar) by BandLab and Studio One 4.1 Pro recording studio software. MOTU 896Mk3 Hybrid recording interface, Frontier Tranzport wireless control unit, Behringer X-Touch Control Surface.
Five USB connected optical drives for CD Audio production using Nero BurningROM
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