Strategic 1-on-1 coaching for creative professionals like you.
For creatives navigating burnout, career transitions, freelancing, leadership, AI disruption, and creative uncertainty.

Staying motivated isn’t easy. Let’s recalibrate your creative career.
You might feel like you’ve hit a ceiling. Maybe you’re struggling to get your ideas heard by stakeholders, or you’ve lost the passion that made you love design in the first place. You don’t need more tutorials. You need a strategy.
Who is 1-on-1 Coaching for?
It's for the creatives who feel stuck, overwhelmed, or ready for more. Sound like you?
- The Invisible Creative Leader: You’re doing strong, thoughtful work, but people still treat you like a tactical pair of hands instead of a strategic voice. You struggle to communicate your value in a way that leads to bigger opportunities, stronger influence, or better compensation.
- The Burned-out Veteran: The industry has changed. AI is changing it even faster. You’ve built years of experience and insight, but lately you feel exhausted, disconnected, or uncertain about where you fit next. You know your wisdom still matters — you just need help translating it into today’s creative landscape.
- The Isolated Soloist: You run your own freelance business or independent practice, but you’re making too many important decisions alone. You want deeper creative work, stronger positioning, and more consistent opportunities — but you keep falling into survival mode instead of building the career you actually want.

So, invest in yourself!
The Think Smith Approach.
My individual coaching is a partnership designed to get to the root of what’s holding you back. This isn’t a generic "how-to" session, but a deep dive into your specific goals, strengths, and the unique hurdles of your role.
I don't just coach design. I coach the designer. We focus on the mindset, communication, and human connection required to lead where algorithms can’t. I help you master the "soft" skills that make the "hard" skills valuable: communication, negotiation, and creative resilience.
A small list of things discussed during my tailored sessions for every type of designer:
- In-House Designers: We’ll focus on navigating corporate politics, communicating design value to non-creatives, and avoiding the "internal service desk" trap.
- Freelancers & Solopreneurs: We’ll dial in your business strategy, pricing confidence, and how to stop "selling hours" and start selling impact.
- Agency & Remote Creatives: We’ll work on overcoming isolation, building a visible personal brand, and sharpening your ideation skills so you stay indispensable.
How it works.
1-on-1 coaching is for the designer who wants results. There is no fluff, no "wait and see", just candid discussions and actionable steps.

Book a Free Discovery Call

Choose a Coaching Format
60-Minute Coaching Session
$300 CAD
6-Session Coaching Package
$1,800 CAD
or save 10% with a one-time payment of $1,620 CAD

Get Honest Guidance and Practical Direction
You’ll get direct access to 30 years of creative insight — unfiltered, practical, and focused entirely on your growth.
Every session is designed to leave you with a clearer direction, actionable next steps, and renewed confidence in your creative path.
Still not sure?
Am I obligated to book coaching sessions after the Free Discovery Call?
Absolutely not. The discovery call is purely a chat so we can get to know each other and gauge coaching compatibility. No obligations.
Will I be coached during the Discovery Call?
No. This call isn’t a coaching session, but a conversation to gauge coaching compatibility.
Who is 1-on-1 coaching best for?
This is ideal if you want personalized support, focused attention, and a deep dive into your specific goals and challenges.
What happens in a session?
Each session’s conversation is guided by your specific goals. We’ll explore what’s coming up, identify patterns, and create clear next steps you can follow.
How long are the sessions?
The Discovery Call is a quick 30-minute chat. Coaching sessions are 60-minutes long.
Can I schedule more sessions after doing a Single Session?
Absolutely! I offer a 6-Session Package for 1-on-1 Coaching.
For the 6-Session Package, what’s the timing like?
We’ll meet six times. Most clients meet weekly or bi-weekly, but we can decide what pace supports you best.
For the 6-Session Package, can I reach out for support between sessions?
Yes, you can reach out by email and I’ll do my best to give you a timely reply.
What if I need to reschedule or cancel my session?
Sessions can be rescheduled or canceled with 24-hours notice. Information about coaching “admin” will be sent to you upon booking.
Is isolation killing your momentum?
Looking to give your team a creative boost?



Hey, I'm Rob!
Founder of Think Smith.
“Very accommodating, encouraging”
“Great insights and ideas”
“Grounded, kind, great listener”
Let’s face it, staying motivated isn’t always easy!




