For as long as there have been movies, music and magazines, there has been the single gal.
Over the years, she has gone from being a punchline to a glamorous, independent icon. Artists like Beyonce Knowles champion "Single Ladies," and movies like "Something New" make the case for successful, single women maintaining high standards.
But in reality, one group of women has found it harder to leverage professional success into the model personal life.
Over the past few decades, black women in America have made historic strides academically and professionally. According to the Journal of Blacks in Higher Education, at least 60 percent of black students who get awarded college degrees are women. Black women make up 71 percent of black graduate students.
But the statistics point to another issue: Many of the women are single.
According to a recent Yale study, 42 percent of African-American women have yet to be married, compared to only 23 percent of white women. There's also a gap in numbers. The 2000 U.S. Census counted 1.8 million more African-American women than black men.
But is the successful, single black woman a matter of statistics, or are there other more controversial factors at hand?
"Nightline" tackled the phenomenon in a piece originally reported by ABC News' Linsey Davis in late 2009. The piece sparked an outpouring of praise and criticism. Some viewers praised "Nightline" for covering an overlooked issue, while others found the topic offensive.
"It is an issue. I'm sorry," said Sherri Shepherd, co-host of "The View" and author of "Permission Slips." Shepherd headlined a panel of successful and single black men and women to debate the issue in the "Nightline Face-Off": Why Can't a Successful Black Woman Find a Man?
Watch the debate on "Nightline" tonight at 11:35 p.m. ET
"I've had people tweet me and go, 'Here we go again, are we still on this topic,'" said Shepherd. "We will always be on this topic, but I like having it because hopefully, I'll learn something." Shepherd, who is 42, is a single mother who is divorced from a black man. She says she needs a man.
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'Nightline Face-Off': Sherri Shepherd on Being Single
"I think for a long time I was like, 'I don't need a man, I'm going to make my own money,'" she said. "Well, I'm trying to raise a boy, and I think he needs a man. ... I would love to have a man in my life to help me raise my son."
Joining Shepherd on the female side was Jacque Reid, star of VH1's "Let's Talk About Pep."
"There are far too many black, wonderful women out there that are single and living alone and have no hope of ever finding a man," said Reid. "And I'd like to give them some hope."
Reid, who keeps her age under lock and key, still hopes that she can find a black man to partner up with.
"I just love how I feel with a black man," she said. "I love black men... I really think that black men and black women need to actually discuss this, and get past all the anger that exists between us."
Both Shepherd and Reid argued that statistics, unfaithful partners, intimidation and stereotypes play a large role in why there are more single black women.
On the other side were two men with an entirely different standpoint.
Hill Harper is an actor on "CSI: NY" and author of "The Conversation: How Black Men and Women Can Build Loving, Trusting, Relationships." Harper argued that black woman need to date men who show potential, despite their not necessarily having reached it yet.
"I'm very excited and I think it's going to be pretty lively," said Harper. "We're talking about relationships and we're talking about what's going on in the community and a lot of the things that are in my book."
Harper said that black women and men need to learn how to communicate. The risk, he said, was "destroying the black family."
Author and NPR contributor Jimi Izrael joined Harper on the men's side. Izrael is author of "The Denzel Principal," a controversial book that says black women are searching for a prototypical man who only exists in their imaginations.
"Some of them are delusional or some of them are impatient," Izrael said. "The Denzel Principle is just the idea that some women, not all women, have standards for potential mates as to be so high as to find themselves disappointed when looking for men. Because they are looking for this ideal that couldn't possibly exist."
'Nightline Face-Off': Steve Harvey's Expertise
The debate took place at the Porter Sanford Center for the Performing Arts in Atlanta, a hotbed of black culture, style and professionalism. Co-moderating the debate with "Nightline"'s Vicki Mabrey was Steve Harvey, a relationship commentator and author of "Act Like a Lady, Think Like a Man."
"I'm an expert on the mindset of the male species," Harvey said. "I'm an expert hands down. I understand manhood inside and out."
Almost 1,000 people attended the Face-Off, with as many as 300 people turned away at the door.
"I don't want to go there [as] that bitter black woman. I'm not," said Shepherd, prior to the debate. "I truly want to know what makes black men tick, because if I can figure out what makes you tick then maybe I need to do something differently that's going to make us flow together. I refuse to give in to the fact that there's no good black men out there for me."
"There are single black men too," said Hill Harper. "And they go hand in hand... And they both had different reasons as to why they were single, but it was still, at the end of the day, they're not partnering. [I] wanted to know what's going on and that's really what I wanted to get into this discussion."
Watch the debate on "Nightline" tonight at 11:35 p.m. ET