How Jesus Talked To The Person Everyone Avoided

Jason Guenther •
September 20, 2026

10 Minute Read

Jesus and the Samaritan woman at the well is the account of God going out of His way to reach the one person everybody else refused to touch. In John 4, Jesus walks straight into the territory Jewish travelers avoided, sits down at a well in the heat of the day, and starts a conversation with a woman who had every reason to expect nothing from Him.

Think of the place in your life you refuse to go because it is so terrible and the people there offend you. That is where we are going today.

There is real theological depth in this chapter, and there is also a mirror in it. Most of us have someone we have already written off.

Why Jesus Went Through Samaria

We start in verse three. "He left Judea and departed again to Galilee." Judea sits in the southern part of the kingdom of Israel, and Galilee sits on the northern end. To get from one to the other, "He needed to go through Samaria," which sits right in the middle and blocks the direct route.

They come to a city of Samaria called Sychar. For those of you who are Bible nerds, Sychar is almost certainly the old city of Shechem, mentioned many times in the Old Testament. If you study that out, it makes a little more sense why the Jews especially did not like Sychar. It sat on the lower slopes of Mount Gerizim, right there at a place called Jacob's well. That ground carries deep Jewish heritage and history, and the Samaritans had taken it over, living there and perverting the law, the good news, where to worship, and all of it.

So here is Jesus with His disciples walking smack dab through the middle of what they would have considered the worst of the worst. He "came to a city of Samaria called Sychar, near the parcel of ground that Jacob gave to his son Joseph. Now Jacob's well was there. Jesus therefore, being wearied from His journey, sat thus by the well." Remember, He was fully God and fully man. "It was about the sixth hour," which means roughly noon, the middle of the day. And along comes a woman of Samaria to draw water.

Why Did Jews Hate Samaritans?

Pause right there, because by Jewish culture and custom, Jesus should not have said anything.

You do not talk to Samaritans. Especially not a Samaritan woman. Especially not by yourself, and verse eight tells us "His disciples had gone away into the city to buy food." Jesus is there alone. He breaks rank with every bit of it and says to her, "Give Me a drink."

Her reaction shows just how surprising that was. "How is it that You, being a Jew, ask a drink from me, a Samaritan woman?" The text explains why she would ask: "For Jews have no dealings with Samaritans."

Here is a detail worth knowing. The prohibition covered anything that carried even a hint of relationship. You could not receive a gift from a Samaritan. You could not receive a drink of water from a Samaritan. You could buy something from them. They were good enough as merchants, treated like every other Gentile.

So when the disciples go into Sychar to buy food, they are doing the one thing they are permitted to do, and their eyes are locked forward. Get the food, do whatever you have to do, and get out as quickly as possible, because I do not want to deal with these awful people. That is what the disciples were thinking. Jesus, on the other hand, decides to violate everything they thought was right, and He asks for a drink of water.

How Jesus Started the Conversation

That was the introductory statement of Him sharing the gospel. That is evangelism. This is Jesus evangelism right here.

He did not open with, "Guess what, I am the Messiah." He did not announce His name. He started by asking for something. When she pushes back on why He would even talk to her, He does not explain Himself or defend His kindness. He goes straight to the offer: "If you knew the gift of God, and who it is who says to you, 'Give Me a drink,' you would have asked Him, and He would have given you living water."

Now she is confused. "Sir, You have nothing to draw with, and the well is deep. Where then do You get that living water?"

See what Jesus did there. It is very clever. He has already introduced the good news, already announced His kingship, and already announced that He is the Messiah without saying as much, and He has her hooked. I do not think this passage is intended as a good sales pitch seminar, and that is not what evangelism is. Jesus, knowing all things, is incredibly efficient. He is able to give loads of doctrine, truth, and love and get right to the heart of the matter with no wasted words.

What Does Living Water Mean in John 4?

Living water is life from God, an eternal life that satisfies a thirst no well can reach.

She keeps testing Him. "Are You greater than our father Jacob, who gave us the well, and drank from it himself, as well as his sons and his livestock?" That question would have upset the Jews. Your father Jacob? Really? You broke off from Judaism, and you want to refer to Jacob as your father? There is so much hostility even in this moment. She is throwing things back at Him, trying to bait Him, and He will not take it.

Jesus answers, "Whoever drinks of this water will thirst again, but whoever drinks of the water that I shall give him will never thirst. But the water that I shall give him will become in him a fountain of water springing up into everlasting life."Translation: your well is carnal.

You have probably read this passage before if you are saved, and there is so much theology sitting inside it. He is talking about life from God. He is inviting her to something before He ever talks to her about who she is.

Jesus Gave the Invitation Before the Confrontation

The very first real invitation from Jesus is this: you can come and be saved. You can come and receive water of eternal life.

There is something about the gospel that you and I, by ourselves, can do nothing to change people. It takes the power of God, the spark of heaven.

I was talking through this in a podcast conversation, and we landed on the fact that a moment of encounter is necessary for someone to receive anything. If I go and have a conversation with you, there is a physical encounter at the human level. You and I can talk and know one another without knowing anything about each other. Conversely, I could read a book all about your life, know all about you, and not know you at all. In this moment, Jesus brings both. He is bringing Himself with a true encounter, and at the same time presenting the truth of who He is.

Something supernatural and divine is happening here, because look at how this woman responds. "Sir, give me this water, that I may not thirst, nor come here to draw." I do not want to have to walk all the way up here anymore. Yeah, I will take it. What is it?

He Named Her Sin Without Withdrawing the Offer

Now Jesus pulls out the confrontation. "Go, call your husband, and come here."

The woman has to answer truthfully. "I have no husband." And Jesus tells her exactly what is going on with her. "You have well said, 'I have no husband,' for you have had five husbands, and the one whom you now have is not your husband."

This was a big problem. It meant she was living an immoral life. It meant she had sin. Her present relationship was not correct. Jesus knew exactly what was going on before He ever spoke to her, and now He is calling it out. He is saying, I have already given you this invitation, and to receive it I need confession. I need there to be a faith that says, I know who I am, and I want You, and I give myself to You.

He does not minimize it. He calls it out by name. He also does not withdraw the offer of living water.

The Person I Wrote Off

Sometimes we get to know someone a little bit, we see what they are really about and what is important to them, and we write them off. That person? I do not know if I could reach them. I have missed more chances than I have taken, and here is a big one.

My wife has step family, and one of them was living in a lesbian relationship. The first time I met them, here are these two women in a very different lifestyle, clearly having rejected any measure of Christianity or faith. They knew I was a Christian, and I did not want to say anything. I looked at them and thought, well, they have made their choice, so what am I going to do?

The only thing running through my mind that entire dinner was, this is uncomfortable, this is uncomfortable, this is uncomfortable. I do not know what to say. I do not know how to talk to you. I probably looked like a total prude, over there making small talk. They probably thought I thought I was better than them.

This went on for a while. We spent more time with them and saw them relatively often, maybe a couple of times a year, and I never really made any effort to get to know them at all.

Then one day one of those women came into my father in law's house while I was there. I do not even remember how the conversation started, but she began telling my wife how she had been invited to church by her son, who had been invited by his friend. She walked in the door and encountered Jesus. She became radically saved. She went home that night and realized she could not live that lifestyle anymore. She moved out of the bedroom because she did not know where else to go. They broke up immediately. The other one, to this day, is still bitter about it.

I was deeply convicted, because I realized I was right in front of you the whole time and I could have invited you. I could have shared the good news with you, and I did not, because I had assumed there was no hope for you. I did not do what Jesus did. I left her to rot in hell because I was too proud, stubborn, and stupid to give her a chance.

Where to Go From Here

Jesus and the Samaritan woman at the well gives us the pattern. He walked into the place His own disciples would not have chosen. He sat down with the person everyone avoided. He offered her living water before He ever named her sin, and when He named it, He did not take the offer back.

So the question this story leaves with each of us is a simple one. Who have you already decided is beyond reach? You may be standing right in front of them.

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From this Author: Jason Guenther
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September 20, 2026 • 10 Minute Read
How Jesus Talked To The Person Everyone Avoided
Jesus and the Samaritan woman at the well is the account of God going out of His way to reach the one person everybody else refused to touch. In John 4, Jesus walks straight into the territory Jewish travelers avoided, sits down at a well in the heat of the day, and starts a conversation with a woman who had every reason to expect nothing from Him. Think of the place in your life you refuse to go because it is so terrible and the people there offend you. That is where we are going today. There is real theological depth in this chapter, and there is also a mirror in it. Most of us have someone we have already written off. Why Jesus Went Through Samaria We start in verse three. "He left Judea and departed again to Galilee." Judea sits in the southern part of the kingdom of Israel, and Galilee sits on the northern end. To get from one to the other, "He needed to go through Samaria," which sits right in the middle and blocks the direct route. They come to a city of Samaria called Sychar. For those of you who are Bible nerds, Sychar is almost certainly the old city of Shechem, mentioned many times in the Old Testament. If you study that out, it makes a little more sense why the Jews especially did not like Sychar. It sat on the lower slopes of Mount Gerizim, right there at a place called Jacob's well. That ground carries deep Jewish heritage and history, and the Samaritans had taken it over, living there and perverting the law, the good news, where to worship, and all of it. So here is Jesus with His disciples walking smack dab through the middle of what they would have considered the worst of the worst. He "came to a city of Samaria called Sychar, near the parcel of ground that Jacob gave to his son Joseph. Now Jacob's well was there. Jesus therefore, being wearied from His journey, sat thus by the well." Remember, He was fully God and fully man. "It was about the sixth hour," which means roughly noon, the middle of the day. And along comes a woman of Samaria to draw water. Why Did Jews Hate Samaritans? Pause right there, because by Jewish culture and custom, Jesus should not have said anything. You do not talk to Samaritans. Especially not a Samaritan woman. Especially not by yourself, and verse eight tells us "His disciples had gone away into the city to buy food." Jesus is there alone. He breaks rank with every bit of it and says to her, "Give Me a drink." Her reaction shows just how surprising that was. "How is it that You, being a Jew, ask a drink from me, a Samaritan woman?" The text explains why she would ask: "For Jews have no dealings with Samaritans." Here is a detail worth knowing. The prohibition covered anything that carried even a hint of relationship. You could not receive a gift from a Samaritan. You could not receive a drink of water from a Samaritan. You could buy something from them. They were good enough as merchants, treated like every other Gentile. So when the disciples go into Sychar to buy food, they are doing the one thing they are permitted to do, and their eyes are locked forward. Get the food, do whatever you have to do, and get out as quickly as possible, because I do not want to deal with these awful people. That is what the disciples were thinking. Jesus, on the other hand, decides to violate everything they thought was right, and He asks for a drink of water. How Jesus Started the Conversation That was the introductory statement of Him sharing the gospel. That is evangelism. This is Jesus evangelism right here. He did not open with, "Guess what, I am the Messiah." He did not announce His name. He started by asking for something. When she pushes back on why He would even talk to her, He does not explain Himself or defend His kindness. He goes straight to the offer: "If you knew the gift of God, and who it is who says to you, 'Give Me a drink,' you would have asked Him, and He would have given you living water." Now she is confused. "Sir, You have nothing to draw with, and the well is deep. Where then do You get that living water?" See what Jesus did there. It is very clever. He has already introduced the good news, already announced His kingship, and already announced that He is the Messiah without saying as much, and He has her hooked. I do not think this passage is intended as a good sales pitch seminar, and that is not what evangelism is. Jesus, knowing all things, is incredibly efficient. He is able to give loads of doctrine, truth, and love and get right to the heart of the matter with no wasted words. What Does Living Water Mean in John 4? Living water is life from God, an eternal life that satisfies a thirst no well can reach. She keeps testing Him. "Are You greater than our father Jacob, who gave us the well, and drank from it himself, as well as his sons and his livestock?" That question would have upset the Jews. Your father Jacob? Really? You broke off from Judaism, and you want to refer to Jacob as your father? There is so much hostility even in this moment. She is throwing things back at Him, trying to bait Him, and He will not take it. Jesus answers, "Whoever drinks of this water will thirst again, but whoever drinks of the water that I shall give him will never thirst. But the water that I shall give him will become in him a fountain of water springing up into everlasting life."Translation: your well is carnal. You have probably read this passage before if you are saved, and there is so much theology sitting inside it. He is talking about life from God. He is inviting her to something before He ever talks to her about who she is. Jesus Gave the Invitation Before the Confrontation The very first real invitation from Jesus is this: you can come and be saved. You can come and receive water of eternal life. There is something about the gospel that you and I, by ourselves, can do nothing to change people. It takes the power of God, the spark of heaven. I was talking through this in a podcast conversation, and we landed on the fact that a moment of encounter is necessary for someone to receive anything. If I go and have a conversation with you, there is a physical encounter at the human level. You and I can talk and know one another without knowing anything about each other. Conversely, I could read a book all about your life, know all about you, and not know you at all. In this moment, Jesus brings both. He is bringing Himself with a true encounter, and at the same time presenting the truth of who He is. Something supernatural and divine is happening here, because look at how this woman responds. "Sir, give me this water, that I may not thirst, nor come here to draw." I do not want to have to walk all the way up here anymore. Yeah, I will take it. What is it? He Named Her Sin Without Withdrawing the Offer Now Jesus pulls out the confrontation. "Go, call your husband, and come here." The woman has to answer truthfully. "I have no husband." And Jesus tells her exactly what is going on with her. "You have well said, 'I have no husband,' for you have had five husbands, and the one whom you now have is not your husband." This was a big problem. It meant she was living an immoral life. It meant she had sin. Her present relationship was not correct. Jesus knew exactly what was going on before He ever spoke to her, and now He is calling it out. He is saying, I have already given you this invitation, and to receive it I need confession. I need there to be a faith that says, I know who I am, and I want You, and I give myself to You. He does not minimize it. He calls it out by name. He also does not withdraw the offer of living water. The Person I Wrote Off Sometimes we get to know someone a little bit, we see what they are really about and what is important to them, and we write them off. That person? I do not know if I could reach them. I have missed more chances than I have taken, and here is a big one. My wife has step family, and one of them was living in a lesbian relationship. The first time I met them, here are these two women in a very different lifestyle, clearly having rejected any measure of Christianity or faith. They knew I was a Christian, and I did not want to say anything. I looked at them and thought, well, they have made their choice, so what am I going to do? The only thing running through my mind that entire dinner was, this is uncomfortable, this is uncomfortable, this is uncomfortable. I do not know what to say. I do not know how to talk to you. I probably looked like a total prude, over there making small talk. They probably thought I thought I was better than them. This went on for a while. We spent more time with them and saw them relatively often, maybe a couple of times a year, and I never really made any effort to get to know them at all. Then one day one of those women came into my father in law's house while I was there. I do not even remember how the conversation started, but she began telling my wife how she had been invited to church by her son, who had been invited by his friend. She walked in the door and encountered Jesus. She became radically saved. She went home that night and realized she could not live that lifestyle anymore. She moved out of the bedroom because she did not know where else to go. They broke up immediately. The other one, to this day, is still bitter about it. I was deeply convicted, because I realized I was right in front of you the whole time and I could have invited you. I could have shared the good news with you, and I did not, because I had assumed there was no hope for you. I did not do what Jesus did. I left her to rot in hell because I was too proud, stubborn, and stupid to give her a chance. Where to Go From Here Jesus and the Samaritan woman at the well gives us the pattern. He walked into the place His own disciples would not have chosen. He sat down with the person everyone avoided. He offered her living water before He ever named her sin, and when He named it, He did not take the offer back. So the question this story leaves with each of us is a simple one. Who have you already decided is beyond reach? You may be standing right in front of them.
July 12, 2026 • 7 Minute Read
Why Do Things Get Worse After You Get Saved?
You said yes to Jesus. You expected peace, maybe even an easier road. Instead the pressure grew, old struggles came roaring back, and a quiet voice started asking whether any of it was ever real. If things seemed to get worse after you got saved, you are not doing something wrong, and you are not alone. There is a spiritual reason the battle intensifies after salvation, and understanding it changes everything about how you fight. The truth underneath all of it is simple: the Kingdom of God demands a response. The Kingdom Demands a Response Arriving at faith does not automatically transfer you into the Kingdom of light. There is a choice to make. Jesus said it plainly: "repent and believe in the gospel" (Mark 1:15). That choice is allegiance. We can pledge allegiance to a flag all day long, but what really matters is allegiance to the King of Glory. That is what faith actually is. What Allegiance to the King Actually Looks Like Consider what happens when someone becomes a citizen of a new country. In the United States, they study, they sit for a test of comprehension, and then they are sworn in. That swearing in is the moment everything changes: a new identification, a new purpose, a new citizenship. Something similar happens the moment faith sparks and you decide you no longer want to belong to the darkness. God brings you in as a citizen and gives you a new identification and a new purpose. And here is the mercy in it: God does not make you pass a test of comprehension first. What He requires is faith, allegiance, and obedience. Allegiance looks like repentance. It says, "I know what darkness looks like, and I do not want to be part of it." Notice too that when a new citizen struggles to keep the laws, they do not lose their citizenship. God does not excuse sin, but love covers a multitude of sins and struggles, because He knows we are frail beings. His mercy and grace are enough to cover what we are not yet clear on, so we can keep growing and walking with Him. This is why believing is far more than believing God exists. Scripture reminds us that even "the demons believe, and shudder" (James 2:19). Knowing God exists is not enough. We place our allegiance in Him and put ourselves under His legal claim. Many people resist that, wanting to keep their own freedom. You can keep that freedom right up until the day you are judged. I would rather be a bondservant of Christ, because "while we were still sinners, Christ died for us" (Romans 5:8). He demonstrated His love before we ever understood it, so that when faith becomes real, surrendering to His lordship is no longer a struggle. Why Do Things Get Worse After You Get Saved? Here is where many new believers get blindsided. The moment you get saved does not stop the battles. They often intensify, and the enemy begins to whisper that maybe this was never real, that you should go back to who you were and simply serve yourself. But you were never neutral. Human beings do not begin neutral. We are born into the domain of darkness, under the old system, while Jesus already reigns as King and His Kingdom keeps expanding. Salvation is the moment you cross over from one kingdom to the other, and choosing the new system provokes a response from the one you left. We are "receiving a kingdom which cannot be shaken" (Hebrews 12:28), a Kingdom that is eternal and unchanging. But deliverance from darkness does not mean darkness will stop knocking. Look at how the enemy treated Jesus. The enemy tried to hand Him the very Kingdom He came to receive, only without the suffering. When Jesus refused, the pressure turned to torment. The enemy does the same to us today. First comes the offer: take the money, the comfort, the fame, and skip serving God. When you refuse, the accusations and afflictions follow, and if we are not sure of who we are, those things can make us crumble and start looking for the exit. Does the Devil Attack You More After Salvation? The attacks are real. Darkness will still tempt you, still accuse you before God, still try to deceive you, still attempt to bring torment, and it will oppose you at every turn. That opposition is not evidence that your faith failed. It is evidence that you changed kingdoms. So what separates a believer who grows through all of this from someone who stays stuck in a miserable place full of sin and unresolved struggle? It comes down to one distinction that changes how you fight. An Attack Doesn't Require Your Agreement, but Influence Does Here is the heart of it. An attack does not require your agreement, but influence does. Darkness can knock, tempt, and accuse without your permission. It only gains influence when you start to agree with it. The trouble begins when you believe the lie: that you are nothing, that you are a nobody, that you have to become someone other than who God has said you are. That agreement shows up in recognizable ways. It manifests as condemnation and self-hatred, as self-destruction, as accusing other people, and even as accusing God. The attack by itself cannot own you. Agreement is what hands it the keys. How to Take Away Darkness's Influence If influence comes through agreement, then freedom comes through a different alignment. The answer is to keep putting yourself under the things of God and to ask Him to rule you. When life gets harder, get on your knees more often, not less. Falling back, going quiet, and ducking out is exactly what darkness wants. Pressing in tells it plainly that it does not get to own you. This is where the discipline of the Father becomes a gift rather than a punishment. When we are willing, when we actually ask for it, His discipline changes our thinking and our motives, and darkness loses its influence even while the battle continues. Repentance is the opposite of rebellion, so we stop obeying ourselves and the enemy. Faith is the opposite of unbelief, so we say, "I believe who You are, God. I believe every word that comes out of Your mouth. I surrender my own bad thinking to You. Take everything out of me that is not like You, and change it." Those are basic, foundational prayers, and they are not small. When we mean them and spend real time there, that kind of prayer life transforms us into people who honor God, walk in His will, and produce lasting things in His Kingdom. Where This Leaves You There is no middle ground. Humanity will either serve sin or serve obedience. But in Christ we are freed from sin, and by the Holy Spirit living and working in us, we can be freed even from its influence. The battle that started when you got saved is not a sign that something went wrong. It is the mark of a citizen who now belongs to a Kingdom that cannot be shaken. Darkness may still trouble you, but it does not get to own you, because you belong to the King.