My Daughter & The Homeless Woman
This post may contain affiliate links. If you purchase through links on my site, I may earn a commission at no cost to you. For more information, please see my disclosure policy.
Last week, my daughter saw a homeless woman who would sit at a busy corner near her house. It was in the teens and very cold that day.
The woman was there when she took her daughter to school in an adjacent town, and she was still there when she came back.
As the woman was walking through the Target parking lot, my daughter pulled over and asked if she needed anything. The woman, she told me, was wearing only tennis shoes and a jacket and was pushing a cart.
Trying To Help:
My daughter went home, grabbed some insulated socks, hand warmers, and a comforter, and took them back to give to the homeless woman.
She said the woman wouldn’t look at her and was very nervous. Of course, she was. She was probably not accustomed to many forms of kindness.
Kendra asked again if she needed anything or would like to join her at the nearby Starbucks for a cup of coffee to help warm her up.
She said the homeless woman kept thanking her and telling her she didn’t have to help her. But she didn’t seem to want to go to Starbucks.
Since my daughter could tell that she was making the woman nervous. She asked her to stay there and she would run into Target to get her some things. She would get a wool hat, gloves, and some cash for the woman so she could get coffee.
The Policeman:
When my daughter came out of Target with her purchases, a policeman passed by her as he was walking in. She stopped him and told him about the homeless lady.
My daughter asked him if he would take the homeless woman to a shelter if she agreed to go. Kendra told him she didn’t feel comfortable offering the woman a ride to a shelter because she was alone. He told her he couldn’t because of “liability.”
But, my daughter said to him, he had a gun and protection in his police vehicle that she did not have in hers. She told me that she didn’t think that was necessary, but one never knows.

You Can’t Help Them All, The Policeman Said:
The policeman chuckled and said, “They are everywhere, and you can’t save them all.”
She was furious at his response. So my daughter went ahead and took the gloves and items she’d purchased to the homeless woman. The poor woman’s face was bright red from the cold wind. Kendra advised her to stay warm and get some hot coffee with the money she gave her.
She said the woman acted like she didn’t deserve to be warm, and that just broke her heart. By then, she was upset and angry and began to cry in frustration.
Kendra said she knows that people make their own individual choices. And maybe the woman didn’t want to go to the shelter. Perhaps the homeless woman didn’t feel safe at a shelter and would rather be sitting in freezing weather than be warm indoors.
Perhaps it is mental illness or shame or who knows what. “But,” my daughter kept saying to me, “she is a human being.”
The officer was correct about one thing. You can’t help them all, for there are so many. But on the other hand, he could have shown a bit of compassion. Maybe he could have taken the time to help that one woman.
A Woman Who Lived Under a Bridge:
I met a woman once who said she’d lived under a bridge for 18 years. She mentioned that she had a daughter who lived in town, but didn’t want to be a bother. This woman was a little younger than I am.
I could not imagine living on the street for 18 years, or even one year. Yes, the world is full of homeless and hungry people. It is a travesty, but it is what it is.
My Daughter & The Homeless Woman:
What happened that day with my daughter and the homeless woman has stayed with me. I still think about it from time to time.
It is a reminder that kindness doesn’t need to be grand or complicated—it just needs to be genuine. Sometimes the smallest gestures carry the greatest weight, and sometimes our children are the ones who show us how to love best.
My philosophy is: If you haven’t walked a mile in someone’s shoes, you’ve no right to judge them.
Why Helping The Homeless Matters:
Homelessness is something many of us see daily, yet it’s easy to look away and continue on with our routines. But behind every person sitting on a street corner is a story, and behind every story is a human being who deserves compassion, dignity, and hope.
When we extend kindness to someone, we do more than meet a physical need—we remind them that they are seen. Homelessness can feel isolating, and even the simplest act of recognition can bring a spark of humanity back into someone’s day.

Practical Ways to Help the Homeless:
- Provide food or water: Carrying extra snacks or bottled water in your bag can turn into an opportunity to brighten someone’s day.
- Donate essentials: Items like socks, blankets, and hygiene products are always in high demand.
- Volunteer at shelters: Many local shelters need extra hands to serve meals or sort donations.
- Support organizations: Contributing to community programs that provide long-term resources, such as housing or job assistance, creates a lasting impact.
- Offer kindness: Sometimes, the most powerful thing you can do is stop, smile, and engage in a respectful conversation.
Teaching Compassion to the Next Generation:
Children learn by example. When they see us giving back, they understand that kindness is not an obligation—it’s a way of life.
Encouraging them to help in age-appropriate ways, like donating clothes they’ve outgrown or handing out care packages, builds empathy that will last a lifetime.
A Reminder for Us All:
We can’t solve homelessness alone, but we can make a difference in the lives we cross paths with by spreading acts of kindness. Each act of generosity adds up, creating ripples of hope that extends far beyond what we can see.

Your daughter is a very kind person who did the right thing…I am sure the woman was very grateful and your daughter helped her more than she knows…
Happy Birthday, friend! I have nothing to add here that hasn’t already been said, but I think Esther’s comment about the starfish sums it all up. Your daughter made a difference to that woman, no doubt.
Happy Birthday Brenda, wishing you a wonderful day.
I live in a small town in OREGON and we have a lot of homeless people. I manage a small thrift store associated with our church. We hand out clothing, food and blankets every day. We ran a warming center for about 2 years and then the county stepped in with all the rules and regulations and they shut it down. Our Pastor gives propane and gasoline every day. A lot of the street people do not want to go to the shelters. We never give them money as it is used for drugs or alcohol most of the time.
Most of the street people do get food stamps but by the last 2 weeks of the month that is gone.
Look at both sides before you judge the police, because they have to follow the rules also.
Have a wonderful day.
Liability – a cop gives a ride to a homeless woman with some obvious reticence who then starts
screaming ‘rape’ or kidnap or some brutality, with no witnesses. it can happen. having worked with
law enforcement behind the scenes for a number of years, i have seen them exercise incredible
patience with humans exhibiting the worst and most violent of behaviors, extending respect and
encouragement to humans we would ordinarily shun or judge harshly. and yes, cops wake up every
day with the higher probability than us that it could be their last or at least their last day in the same
physical or emotional shape than the day before. yes, i know there are bad apples – everywhere in the human race. but don’t be too quick to judge. they’ve seen it all and can’t un-see it. there’s department policies…for a reason! and having personally helped/tried to help less fortunate people, it.is.complicated. the difficult truth is that officer is right, we can’t help them all, so we do what we can, as we can, with wisdom.
No, we individually can’t save them all. but we can certainly do our part. As a country we need to do better to stop homelessness. As an individual I have run through McDonalds and taken food to a homeless person. I understand your daughter’s frustration. xo Laura
Yes many homeless have mental and addiction problems. There should be programs for them. Getting to the root of the problem. Of course this involves government action and I’m aware that that isn’t a popular or easy solution either. But in the meantime they need our empathy and kindness. Your daughter was right and I’m sure the woman will never forget her. Maybe it gave her self esteem a little boost and she will believe she is worthy of help.
Such a sad story that is seen every day all over our Country. I have heard that expression, “you can’t save them all”, in relation to homeless shelters but never relating to humans. I agree that mental illness or addictions are contributing factors to homeless, most likely. So sad. In defense of the Cop..he I am quite sure, works under rules and guidelines, and is not allowed to provide rides for the homeless in his squad card; however, seems there could be some kind of form that the person would sign that they are being driven as a courtesy and not against their will, and therefore, no liability…but of course all of that would be way too legally complicated..just like the World we live in these days. Sad..sad..sad.. Your daughter has a heart of gold, it sounds..
corrrection…in 2nd sentence…have heard relating to please add..animal shelters…
Correction;
Only by the grace of God so go I.
By the Grace of God so go I.
May God bless your daughter richly
as she helped the lady that could not help
herself,
Happy birthday, Happy birthday
Dear Brenda?I can’t sing
but I Love you?
?
Martha p
Correction
Only by the grace of God so go I
Martha p
I think that so many people have just been conditioned to look away or to not even notice homeless people because there are so many of them now. Earlier this winter my daughter and I noticed a homeless man on the corner playing his fiddle for money. Although we were in the left turn lane we got his attention and he ran across to our car to accept some money. My daughter said “look behind us mom” and for 3 lanes 5 or 6 cars in each lane were handing him money. Maybe they just needed to be reminded that person could be someone they love or even them self.
The liability issue mentioned by the officer was correct. A civilian can’t ride in the police vehicle unless under arrest. If the vehicle was in an accident, then the passenger (who was just getting a ride and not under arrest) could sue the police officer and the Police Detachment. It doesn’t matter that it was a female or male passenger. The officer as well could have a female prisoner as a passenger and would not have to call a female to transport her.