Should You Grow Your Hair Out or Keep It Short? Here’s How to Decide

When it comes to men’s hair, one of the biggest style questions is whether to grow it long or keep it short. Both options have their benefits, but the right choice depends on your lifestyle, face shape, personal style, and even how much effort you’re willing to put into maintenance. Deciding between short or long hair isn’t just about looks; it’s about finding what works best for you.

1. Consider Your Lifestyle

Your daily routine plays a big role in whether long or short hair is the better option.

  • Busy schedules – If you don’t have time for frequent styling, short hair is easier to maintain.

  • Active lifestyle – Athletes or men who work out daily often prefer short cuts since they stay cleaner and require less care.

  • Creative or laid-back careers – Longer styles can suit men in more casual or artistic settings where self-expression is encouraged.

2. Face Shape Matters

Your haircut should complement your face shape, whether it’s round, square, oval, or rectangular.

  • Round faces – Shorter sides and more height on top can sharpen features.

  • Square faces – Both short, classic cuts and longer hair with texture work well.

  • Oval faces – This versatile face shape looks great with almost any style, from buzz cuts to shoulder-length.

  • Rectangular faces – Longer styles with some flow help balance proportions.

3. The Maintenance Factor

How much time and energy are you willing to invest in your hair?

  • Short hair – Requires more frequent barber visits (every 2–4 weeks) to stay sharp. Styling is minimal.

  • Long hair – Needs consistent washing, conditioning, and brushing to avoid tangles and dryness. Barbershops help with shaping to prevent it from looking unkempt.

4. Style and Personality

Your hair says a lot about you before you even speak. Think about what you want it to say.

  • Short hair – Clean, polished, and professional. Great for interviews, business, or men who like a sharp, no-nonsense look.

  • Long hair – Expressive, bold, and versatile. It can signal creativity, confidence, and individuality.

5. Transitioning Between Lengths

Not sure if you should grow it out? Start by trying a mid-length style and see how you feel.

  • Grow your hair gradually instead of going straight from a fade to shoulder-length.

  • Visit your barber regularly during the transition to keep it shaped.

  • Use the right styling products to avoid the “awkward phase” where hair looks messy or uneven.

6. When to Ask Your Barber

Sometimes, the best way to decide is to let a professional weigh in. Barbers can:

  • Assess your face shape and hair type

  • Recommend cuts that suit your lifestyle and job

  • Suggest styles that fit your long-term goals (growing it out or keeping it short)

  • Maintain your look throughout the transition phase

Conclusion

Whether you choose to keep your hair short or grow it out, the right decision comes down to your lifestyle, face shape, and personal style. Short hair offers a low-maintenance, professional look, while longer hair provides more freedom for self-expression; both can look great when properly maintained.

At In The Cut Barbershop in Vancouver, our expert barbers can help you make the choice that’s right for you and ensure your haircut looks sharp every step of the way. Book your appointment today and let us guide you toward a style that fits your life and keeps you looking your best.

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