The Anxious Love Coach What to do if your guy doesn't have his sh*t together
Dec 18, 2025
A candid take on dating men in their 20s who are still figuring things out. Discussion of timing, fertility realities, and why a five-year planning window matters. Signs to watch for that show ambition or stalling. How to tell if you are included in his future or just a placeholder. Practical prompts to assess character, crisis reliability, and long-term intent.
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Assess His Trajectory Not Just Current Success
- Do assess whether he has ambition and a clear trajectory before committing.
- Natalie recommends looking for motivation, a track record, and signs he's actively moving toward a career rather than just current income.
Budget Five Years From Decision To Baby
- Insight: Biological and practical timelines mean women often need to budget roughly five years from partner decision to having a child.
- Natalie breaks down engagement, wedding, conception timing, and miscarriage risk to show realistic planning horizons.
Natalie's Early Relationship With Her Husband
- Natalie shares her own relationship: she met her husband at 19 when he was 22 and he didn't have his shit together initially.
- She trusted his motivation and character, which later led to him becoming financially stable in his late 20s.