When Linda is left alone to herself by Willy’s grave, she cannot, at first, cry. However, when she says, “We’re free and clear” (139), she starts to sob deeply. Why?

I think for any reason a wife would cry. She loved Willy. It was ironic that in the end he didn't live to see that they were free and clear. Which is the case of most who work themselves into an early grave. They never live to reap the rewards of struggle and hard work. In so many ways they were the typical older couple.
add.Thought:
Keep in mind, Linda was of the old school where a wife was to be seen and not heard. I think too she grew tired of being the peace maker between Willy and the family.

There could be multiple reasons why Linda starts to sob deeply when she says "We're free and clear."

First, Linda may be overwhelmed with grief and sadness over the loss of her husband, Willy. Despite any conflicts or difficulties they may have had in their relationship, Linda still loved him and his death represents a significant loss for her. It is natural for a spouse to cry and mourn the death of their loved one.

Second, the statement "We're free and clear" may have a deeper meaning for Linda. Throughout the play, Willy's obsession with the American Dream and his pursuit of success has caused a lot of stress and strain on their family. They have constantly struggled financially and emotionally, with Willy's failed career and the pressure to conform to society's expectations. In Willy's death, Linda may feel a sense of relief and freedom from these burdens. The phrase "We're free and clear" could mean that they are finally released from the challenges and constraints of their past, and Linda's tears could be an expression of both relief and sadness.

Additionally, Linda may also be crying because she realizes that Willy never got to see that they were "free and clear." Despite all his efforts and sacrifices, Willy's death came before any sense of accomplishment or redemption could be achieved. This realization may be bittersweet for Linda, as she mourns the missed opportunities for happiness and fulfillment that Willy never got to experience.

It's also worth considering the social and cultural context of the play. Linda was raised in a generation where women were expected to be submissive and put their husbands and families first. Throughout the play, she has tried to maintain peace and stability in the family, often mediating between Willy and their sons. The burden of this role, combined with the loss of her husband, may contribute to the depth of her sorrow.

In summary, Linda's sobbing when she says "We're free and clear" likely represents a complex mix of grief, relief, sadness, and realization of missed opportunities. It is a reflection of the complicated emotions associated with the death of a loved one and the complexities of their relationship.