Plantar Fasciitis: This condition is the most common cause of heel pain, especially when squeezing or pressing on the heel. It involves inflammation of the plantar fascia, a band of tissue that runs along the bottom of the foot, supporting the arch.

Achilles Tendinitis: Inflammation of the Achilles tendon, which connects the calf muscles to the heel bone, can cause pain in the heel area, especially when squeezing or applying pressure.
Heel Spurs: These are bony growths on the underside of the heel bone that can cause pain when walking or squeezing the heel.
Fat Pad Atrophy: This condition involves the loss of the fatty tissue under the heel, leading to pain when pressure is applied to the area.

Osteomyelitis: A bone infection that can cause severe pain, including pain when squeezing the heel. Although less common, missing this diagnosis can lead to serious complications.
Tumor (e.g., Osteoid Osteoma): A benign tumor of the bone that can cause nocturnal pain and pain when squeezing the affected area. Missing a tumor diagnosis can have significant implications for treatment and prognosis.
Deep Vein Thrombosis (DVT): Although DVT typically presents with swelling and pain in the calf, in rare cases, it can cause heel pain, especially if the clot extends into the smaller veins of the foot.

Paget's Disease of Bone: A chronic condition that can result in enlarged and misshapen bones, leading to pain, including heel pain when squeezing.
Erythromelalgia: A disorder that causes burning pain, heat, and redness in the hands and feet, and can also cause pain when squeezing the heel due to the increased blood flow and temperature.
Complex Regional Pain Syndrome (CRPS): A condition characterized by persistent burning pain and inflammation, usually following an injury, which can affect the heel and cause pain when squeezing.