Let’s talk

UPWORK STRATEGY FOR FREELANCERS & AGENCIES

Win more on Upwork.
Work on
your terms.

Turn your expertise into a business that supports the life you want. I help you get noticed, start better conversations, and win the right clients.

Human-first strategy. Hands-on support. A clearer way forward.

Robert O’Kruk smiling
Robert O’KrukYour partner in Upwork growth
✦
Top Rated on UpworkStrategy backed by experience
350+Clients served one-on-one
34,000+Students supported
9+ yearsOf hands-on experience

Helping talented people turn
their expertise into opportunity.

HOW I HELP

Great at what you do?
Let’s make sure clients see it.

Build a stronger path from being discovered to being hired, with focused support where you need it most.

01 / GET NOTICED

A profile that opens doors.

Clarify your positioning and optimize your freelancer or agency profile so the right clients understand your value.

  • Profile strategy & copy
  • Upwork search visibility
  • A stronger first impression
02 / START CONVERSATIONS

Proposals with a purpose.

Find better-fit opportunities and build a repeatable proposal process that feels personal, without taking over your day.

  • Ideal-job notifications
  • AI & human-powered workflows
  • Proposal training & feedback
03 / WIN THE RIGHT WORK

Sales calls with confidence.

Communicate your expertise, understand what the client needs, and guide the conversation toward a clear next step.

  • Sales call coaching
  • Clearer value communication
  • Ongoing feedback & support

THE APPROACH

Every touchpoint
is a chance to
build trust.

A client sees more than a proposal. Your photo, headline, profile preview, messages, and sales conversation all shape their decision.

My approach, Upwork Touchpoint Mastery, brings those moments together into one clear, consistent client experience.

50+potential client touchpoints.
One consistent impression.
  1. 01

    Be discovered

    Make your positioning and profile work together.

  2. 02

    Make a connection

    Show you understand the client, from the first message.

  3. 03

    Earn their confidence

    Carry that clarity into the conversation and the next step.

A CLIENT’S EXPERIENCE

Since I started working with Robert, I’ve been landing projects consistently on Upwork, back and forth.
Haris Bin MazharUI/UX designer · Six-figure freelancer
View my Upwork profile

BEYOND THE NEXT PROJECT

A stronger business.
A life that feels
more like you.

Hi, I’m Robert. I help people win more on Upwork so they can enjoy more freedom in their lives.

For me, meaningful work is about more than revenue. It’s about having more choice in how, when, and where you work—and more space for what matters outside of it.

Upwork changed what was possible for me. Today, I bring that hands-on experience to freelancers and agencies who want a thoughtful, practical way to grow.

Robert O’Kruk

A FEW GOOD QUESTIONS

Let’s make it clear.

Who do you work with?

Freelancers and agencies who want to improve how they attract and win clients on Upwork. We can focus on your profile, proposals, sales conversations, or how those pieces work together.

Can you help with AI and proposal workflows?

Yes. I support AI and human-powered proposal processes, ideal-job notifications, and training. The goal is to save time while keeping your communication relevant and personal.

What’s the best way to get started?

Send a message about your business and what you want to improve for a no-cost exploratory conversation. If you’re looking for specific technical advice, book a paid consultation through my Upwork profile.

Are you affiliated with Upwork?

I’m an independent consultant who specializes in Upwork strategy. I’m not employed by Upwork.

YOUR NEXT CHAPTER

Let’s build a better
way to win work.

Tell me where you are today and where you want to go.
We’ll explore whether working together is the right fit.