Self-care Sunday Sale Green Shopify Banner.png

look sharp. Feel confident.

style your story.

Hey, I’m Olya! I’m a men’s personal stylist

I’ve styled everyone—from businessmen and tech entrepreneurs to TV presenters, to diplomats, to actors.

I’ve created looks for productions like X-Factor, The Voice, and costumes for theatrical plays like Hamlet - and was Fashion Editor for Cosmopolitan in Kazakhstan.

TESTIMONIALS

  • Men’s clothing stores Lisbon Casual menswear Lisbon Formal menswear shops Lisbon Best menswear boutiques Lisbon Affordable men’s fashion Lisbon Men’s Streetwear shops Lisbon Men’s Sustainable fashion Lisbon Men’s accessories Lisbon Men’s Tailoring se

    “Thanks to Olya, I finally look like an adult! Her service is my best investment of the year.”

    Rob

  • Men’s Personal stylist Lisbon Men’s personal shopping Lisbon Men’s Fashion consultant Lisbon Men’s Wardrobe stylist Lisbon Men’s Image consultant Lisbon

    “Thanks to Olya, I went from a style novice to a fashion-savvy adult—who knew looking good could be this easy and fun?"

    Nikolay

  • Styling services for men Lisbon Best personal stylists Lisbon Online personal stylist Lisbon Men’s fashion advisor Lisbon Personal shopper for men Lisbon

    “Shopping with Olya was a blast! She made the process fun and effortless, and I left feeling stylish and confident.”

    Vadis

  • Men's personal stylist Lisbon Tech entrepreneur style Lisbon Professional styling for men Lisbon Wardrobe stylist for men Lisbon Personal stylist for tech entrepreneurs

    Olya’s magic turns shopping into a laugh-out-loud adventure—she transforms my wardrobe and my mood in one fabulous swoop

    Alan

portfolio

  • Men's personal stylist Lisbon Tech entrepreneur style Lisbon Professional styling for men Lisbon Wardrobe stylist for men Lisbon Personal stylist for tech entrepreneurs
  • Men's personal stylist Lisbon Tech entrepreneur style Lisbon Professional styling for men Lisbon Wardrobe stylist for men Lisbon Personal stylist for tech entrepreneurs Mature look for men Lisbon
  • Modern professional style for men Elevate your style Lisbon Styling for men in tech Men's image consultant Lisbon Executive style for men Lisbon
  • Mature look for men Lisbon Men's fashion consultant Lisbon Style makeover for men Lisbon Men's business fashion Lisbon Professional wardrobe for tech professionals
  • Men's personal stylist Lisbon Tech entrepreneur style Lisbon Professional styling for men Lisbon Wardrobe stylist for men Lisbon Personal stylist for tech entrepreneurs

Why work with me?

Has your wardrobe stopped feeling like you?

Still rocking outfits from ten years ago? I get it—you’re busy building your career, and suddenly you catch yourself in the mirror thinking, “What am I even wearing?”

Shopping might not be your thing, but don't worry, because it’s mine! Let me be your personal style coach, taking you from “meh” to “damn, who’s that?”

Trust me, contracts won’t be the only thing people want to sign! Ready to look sharp and feel confident? 

How does it work?

  • Format: Online or in-person |Price: €200

    Duration: 1 - 1,5 hour

    For you if:
    You feel interesting… but somehow invisible
    You want to change your style but don’t know where to start
    You’re curious what your clothes are really saying about you

    What you get:
    A powerful, visual tool to reflect your current style and next evolution.
    Side effects may include: clarity, self-awareness, and unexpected hotness.

  • Format: In-person |Price: €500
    Duration: 1 hour style coaching + 4 hours styling
    3-4 stores

    This is for when you need results—fast. Whether it’s for a new role, a first date, or a reset after a breakup, we’ll define your goals, target the pieces you need, and elevate your wardrobe in one focused, efficient session. Precision and clarity, no fluff.

    What you get:
    10 complete looks
    Try on different versions of yourself — from CEO to poetic vagabond

    No pressure to buy, but high potential for transformation.
    *Clothing purchasing is not included.

  • Format: In person | Price: €1000
    Duration: 1-hour style consultation + full-day personal shopping

    This is the deep reset. We rebuild your wardrobe from the ground up, with clothes that match your personality, goals, and lifestyle.

    You walk away with an elevated wardrobe and a clear understanding of how to own it—every day. No more guesswork, no more confusion.

    What you get:
    Personal shopping experience
    Curated digital lookbook
    Emotional support for 7 days
    A total masculine reset — style that finally fits the man you are becoming

    *Clothing purchasing is not included
    *The clothing budget is additional and set by you. I’ll guide you on what to invest in for maximum impact.

  • Format: In person | Price for package: £1500

    (Tickets included but needed to be booked at least one month before the session).

    Duration: 1-hour styling coaching consultation + full-day personal shopping

    I bring the full experience to you: research, planning, and a seamless styling journey tailored to your destination.

    You don’t waste time hunting for the right stores—I do it all, so you can focus on showing up like a man who knows who he is.

    Clothing budget is separate and planned based on your goals and location.


    What you get:
    Personal shopping experience
    Curated digital lookbook
    Emotional support for 7 days
    A total masculine reset — style that finally fits the man you are becoming

    *Clothing purchasing is not included
    *The clothing budget is additional and set by you. I’ll guide you on what to invest in for maximum impact.

Contact me.

hello@olyakennedy.com
(44) 750-3387755

Lisbon, Portugal

London, UK