Five Steps to Look Like a Leader

— Because First Impressions Still Matter

Let’s get one thing straight: At TGR, we’ve never waded into the waters of executive fashion advice. Personal image hasn’t been our hill to die on—at least not in the traditional sense of tailored suits and cologne critiques.

We’ve always believed in a simple standard:
✅ Decent threads
✅ Polished dress shoes
✅ Clean-cut presentation (until that’s no longer fashionable—which could be a while)

But let’s face it: in the age of evolving dress codes—from business casual to dressy casual to wait…what’s cocktail casual again?—we all could use a little clarity now and then.

Especially when that “please dress appropriately” invite pops up and leaves you questioning whether socks are still required with dress shoes. (Spoiler: they are. And gum in church is still a no.)

The Webinar That Broke It Down

We recently tuned into a standout webinar hosted by SpeechWorks/Asher Communications, featuring fashion consultant Lori Wynne of Fashion with Flair.

Her message was clear: Looking like a leader isn’t about labels or luxury. It’s about being intentional.

Here’s her five-step framework for a strong executive presence:

1. Fit is Everything

Clothes that are too tight or too loose undermine authority. A proper fit signals professionalism, confidence, and self-respect.

2. Neutrals First, Trends Second

Stick to classic colors like navy, gray, black, and white for your foundational pieces. Think timeless before trendy. Use accessories or small details to show personality.

3. Grooming is Non-Negotiable

Clean-shaven or well-kept facial hair, tidy nails, and a fresh haircut go a long way. This isn’t vanity—it’s basic hygiene and signals that you pay attention to details.

4. Dress for the Role You Want

A cliché? Maybe. But still true. If you want to be seen as a decision-maker, dress like one. That doesn’t mean overdressing—just being slightly elevated beyond the standard.

5. Confidence is the Final Touch

The best outfit in the world won’t carry you if you don’t believe you belong in it. Posture, eye contact, and a firm handshake still win the day.

📺 Watch the full webinar here

When asked who embodies great executive style, Lori named Mitt Romney—clean-cut, polished, and consistent. Like him or not, his presentation is spot on.

So… Why Does This Still Matter?

Think of it this way: showing up to a business meeting dressed inappropriately is like trying to sell a house with a broken gutter hanging off the side. It may not ruin the deal—but it could definitely distract from everything else you’re doing right.

Leadership isn’t just about how you act. It’s also about how you show up—literally.

So next time you’re wondering if it’s okay to skip the blazer or wear sneakers to that big meeting, ask yourself: Would my appearance help close the deal, or is it quietly hanging off the house like that gutter?

👔 The takeaway: If something about your appearance sticks out or doesn’t feel quite right—it probably isn’t. Adjust accordingly.

Stay sharp,
Jeremy C. Garlington
Point of View LLC
Atlanta, GA