Objective

I have never had a sense of style. My normal uniform is the same basic teeshirt with jeans or joggers. I want to level up my style and start to dress like an adult rather than a tech bro. As a signed actor (and print model) I should have an effortless sense of style.

Steps Taken

1. Use Claude to brainstorm an action plan using the Skill Tutor prompt.

Action Plan

Phase 1: Foundation (Weeks 1-2)

Objective: Understand your current style and establish basic principles

Week 1: Self-Assessment

• Exercise: Take inventory of your current wardrobe, categorizing items by type and frequency of use
• Exercise: Identify 3-5 well-dressed men whose style you admire (celebrities, friends, etc.)
• Milestone: Create a style vision board with images that represent your ideal look
• Resource: Real Men Real Style's beginner guide - https://www.realmenrealstyle.com/

Week 2: Understanding Fit

• Exercise: Learn to measure yourself correctly (chest, waist, inseam, shoulders, neck)
• Exercise: Identify 2-3 items in your wardrobe that fit perfectly as reference points
• Resource: The Modest Man's fit guides - https://www.themodestman.com/
• Milestone: Have at least one item of clothing tailored to understand proper fit

Phase 2: Essentials (Weeks 3-6)

Objective: Build a versatile capsule wardrobe with quality basics

Week 3: Color Theory

• Exercise: Determine your natural color palette based on skin tone, hair, and eye color
• Exercise: Organize your wardrobe by color to identify gaps and redundancies
• Resource: FashionBeans color guides - https://www.fashionbeans.com/
• Milestone: Create a personal color palette guide with 3 core and 3 accent colors

Weeks 4-5: The Capsule Wardrobe

• Exercise: Research the concept of the "capsule wardrobe" and adapt it to your lifestyle
• Exercise: List 12-15 essential items needed for your climate and daily activities
• Resource: Ape to Gentleman's Premium Basics guides - https://www.apetogentleman.com/
• Milestone: Purchase or identify 3 high-quality essential items from your list

Week 6: Proper Care & Maintenance

• Exercise: Learn proper laundering techniques for different fabrics
• Exercise: Set up a maintenance station with shoe polish, fabric brush, etc.
• Resource: Gentleman's Gazette clothing care guides - https://www.gentlemansgazette.com/
• Milestone: Establish a regular maintenance routine for your key pieces

Phase 3: Expanding & Refining (Weeks 7-10)

Objective: Develop your personal style and learn to shop effectively

Week 7: Understanding Style Terminology

• Exercise: Research different style aesthetics (classic, minimalist, streetwear, etc.)
• Exercise: Learn 10 new style terms each day (lapel styles, shirt collar types, etc.)
• Resource: Permanent Style - https://www.permanentstyle.com/
• Milestone: Define your personal style in 2-3 specific terms

Week 8-9: Smart Shopping

• Exercise: Create a shopping list with priority rankings
• Exercise: Practice evaluating quality (stitching, materials, construction)
• Resource: Dappered.com shopping guides - https://dappered.com/
• Milestone: Make one purposeful purchase following your new criteria

Week 10: Building Outfits

• Exercise: Learn the rule of three (combining at least 3 different textures/colors)
• Exercise: Create outfit formulas that work for different occasions
• Resource: He Spoke Style's outfit guides - https://hespokestyle.com/
• Milestone: Document 10 complete outfits from your wardrobe

Phase 4: Mastery (Weeks 11-12)

Objective: Cement habits and develop advanced knowledge

Week 11: Seasonal Adaptation

• Exercise: Plan seasonal transitions for your wardrobe
• Exercise: Create layering strategies for changing weather
• Resource: Put This On seasonal guides - https://putthison.com/
• Milestone: Create a seasonal capsule plan

Week 12: Developing Connoisseurship

• Exercise: Learn to identify fabric types by touch and appearance
• Exercise: Study one clothing category in-depth (e.g., footwear, outerwear)
• Resource: Shoegazing (for footwear) - https://shoegazing.com/
• Milestone: Write a one-page "style manifesto" outlining your personal approach

Ongoing Resources:

• Books: "Dressing the Man" by Alan Flusser
• YouTube Channels: The Modest Man, The Distilled Man, Gentleman's Gazette Real Men Real Style
• Websites: FashionBeans, The Art of Manliness, GQ, Men's Health, AskMen Feedspot
• Apps: Lookbook (for outfit tracking)

Progress Evaluation:

• Keep a style journal to track your learning and observations
• Take weekly photos of your outfits to see progression
• Schedule monthly reviews of what's working and what needs adjustment

Terminology

• wikipedia: capsule wardrobe - a minimalist collection of clothes that can be put together in different ways to cover a variety of outfits and occasions. The aim is to have an outfit suitable for any occasion without owning excessive items of clothing.

My Resources

• Style Inspirations on Pinterest
• Style Resources on Pinterest
• ☢️ Capsule Wardrobe
• Wardrobe Potential Shopping List

Other Resources