Daughter Dilemmas: A Faith-Based Ask Column for Women with Hard Questions

Daughter Dilemmas

Jul 18

Welcome to Daughter Dilemmas—a weekly ask column where we lean into the hard, the messy, and even the awkward questions of faith and life, together.

I believe that asking tough questions is not something to shy away from—it’s something to honor. Discomfort shouldn’t disqualify a question. In fact, it’s often in the asking that we discover we’re not alone, that others are wrestling with the very same things. These honest conversations create space for connection, clarity, and Spirit-led perspective we might not have encountered otherwise.

✨ Please note: I am not a therapist, doctor, or life coach. My prayerfully considered shared responses are not meant to provide quick fixes or surface-level advice. Rather, they are intended to be a starting point to the conversation and truths that are anchored in the Gospel so that Christ would be magnified above all.

It is my deepest prayer that Daughter Dilemmas glorifies God and strengthens His people. May these conversations remind you that your questions are welcome, your heart is seen, and Jesus is always near. And may they gently guide you deeper into His loving arms.

To submit a question anonymously, click here. Let’s keep asking the hard things—because asking is often the first step toward healing and hope.

Does God still bless someone living in sin?

To answer your question, I would say it depends on what you mean by blessed.

Earthly Blessings

If you are talking about earthly blessings, then yes—God often allows people, even those living in unrepentant sin, to experience material gain, success, and comfort. But that doesn't always indicate His approval. As David wrote in the Psalms, he often wrestled with this very thing—why the wicked seemed to prosper while the righteous suffered:

“For I was envious of the arrogant when I saw the prosperity of the wicked... they are not in trouble as others are” (Psalm 73:3,5).
But later, David recalls their end:
“Truly you set them in slippery places; you make them fall to ruin” (Psalm 73:18).

Similarly, Ecclesiastes poses this troubling observation:

“There is a vanity that takes place on earth, that there are righteous people to whom it happens according to the deeds of the wicked, and there are wicked people to whom it happens according to the deeds of the righteous” (Ecclesiastes 8:14).

These verses remind us that earthly prosperity can be deceptive and fleeting. Pharaoh, too, enjoyed earthly power and wealth even as he hardened his heart toward God. Yet God used Pharaoh's pride to display His power and ultimately brought judgment (Exodus 9:16).

Spiritual Blessings

If you are talking about spiritual blessings, then yes—but with an important clarification. We are all born into sin and spiritually dead until God intervenes. Every believer is a testimony of grace. As Ephesians 2:4–5 says:

“But God, being rich in mercy, because of the great love with which he loved us… made us alive together with Christ—by grace you have been saved.”

So yes, God blesses spiritually—He opens blind eyes, softens hearts, and draws sinners to Himself.

If you are talking about Christians who are struggling or stumbling with sin, then again, yes. Because if God only blessed the perfect, He would bless no one. Sanctification is a process. Even King David, a man after God’s own heart, sinned grievously—yet he also repented deeply and experienced both consequences and continued covenant love.

Faithful Father

All that to say: in Christ, we have the power of the Holy Spirit within us. He is faithful to convict us, correct us, and lovingly guide our feet back onto the path of righteousness (John 16:8, Hebrews 12:6, Psalm 23:3). His blessings are not a reward for our perfection but a result of His grace. And His grace will never leave us where it found us.

The last year and a half I've been trying to have a second child. Instead I've suffered two miscarriages. Every month when my period is coming, my depression and the ache in my heart grows worse. I'm trying to rest in God and His timing, but I feel like I'm pushing off my blessing by being sad every month. I feel like I'm failing and can't seem to shake the desire for another child. How do I give up this desire so I stop getting depressed every month?

My heart grieves with you. I’m so, so sorry for your losses. What you’re walking through is incredibly painful, and your longing is deeply human and deeply maternal.

First, let me say this: you are allowed to grieve. Grief does not equate to failure. It's a reflection of love, loss, and a heart that desires good and beautiful things. You don’t need to “shake the desire” for another child in order to find peace. Instead, consider this: what if the invitation is not to let go of the desire, but to surrender it?

That’s a powerful distinction. You don’t have to pretend it doesn’t hurt or force yourself to stop wanting it. But you can daily lay that desire at the feet of Jesus, trusting that He sees, He knows, and He cares. Ask Him for the strength to surrender—not to stop feeling, but to let Him carry the weight of it for you.

You mentioned feeling like your sadness is “pushing off your blessing.” I want to gently speak truth here: God is the Giver. His blessings are not earned or delayed by our emotions—they are given according to His will and grace. He is sovereign, and He is also tender toward your tears. He doesn’t withhold out of cruelty. In fact, Scripture says He stores our tears (Psalm 56:8). Not one is wasted.

I also feel led to remind you of the truth that you were not made to suffer in silence. If you haven’t already, I strongly urge you to seek biblical counsel and community. Maybe even consider joining—or starting—a support group for women walking through miscarriage or infertility in your local church body. There is deep healing in being known and walking together in grief with others who understand.

And my dear sister, as painful as this season is, do not let your suffering isolate you from your family. God is near to the brokenhearted (Psalm 34:18). Let His nearness be your refuge, and let your family be a safe place to experience joy again, even while you wait.

I’m praying for you now—for peace that passes understanding, for strength to surrender daily, and for hope that anchors your soul even in this storm.

You are seen. You are not alone. And you are not without hope.

I am praying for you!

💌 Submit Your Question Anonymously

Have a question that’s been weighing on your heart? Whether it’s about faith, relationships, calling, identity, or something that just feels too hard to say out loud—I’d love to hear from you.

This is a safe space to ask the hard, honest, messy, and even awkward questions. No judgment. Just prayerful, Gospel-centered responses rooted in truth and love.

Click here to submit your question anonymously.