You’re smart, you’re doing good work, and you know you’re close—But something still isn’t clicking.

90-Minute Strategy Session

90-Minute Strategy Session

In one powerful hour, gain clarity that moves you forward

In a 90-Minute Strategy Session, we cut through the noise so your message lands and your next move feels clear and actionable.

What You’ll Get:
✔ Define your offer with precision
✔ Clarify why it matters to the right people
✔ Shape your message so clients say yes

Who This is For

You’re a creative, freelancer, or growing business whose message feels close but not quite clicking.

You’ve refined your offer again and again, but something still feels off. You’re circling the same questions and need an outside perspective to break through.
This session helps you pinpoint what’s missing and move forward with focus.

Why It Works

In one focused hour, we’ll identify what’s really keeping you stuck and translate your ideas into a clear, confident direction.
You’ll walk away knowing exactly how to talk about what you do—and what to do next.
If that clarity doesn’t come through, I’ll personally help you refine it until it does.
Most clients describe it as “the hour when everything finally clicked.”

CLIENT STORIES

" If you’re a creative type who has the technical skills and the talent to push their career forward but doesn’t know how to navigate the landscape of connections, companies, and agents, then sitting down with Jess will provide valuable insight on what you should be doing to get yourself to where you want to be. "

Previous to meeting Jess, I felt a little adrift in my journey as a creative, but afterward, it felt like I was handed a compass.  She helped me formalize concrete action items.  Jess listens and absorbs who you are holistically as a creative and gives guidance that feels custom to your situation.  If you’re a creative type who has the technical skills and the talent to push their career forward but doesn’t know how to navigate the landscape of connections, companies, and agents, then sitting down with Jess will provide valuable insight on what you should be doing to get yourself to where you want to be.

JP BORCHARDT, DIRECTOR, PRODUCER, VIDEOGRAPHER & EDITOR

" Our coaching sessions have been invaluable to me and my business. "

I’m shooting my first TV Commercial! Jessie’s guidance gave me great actions to take and step-by-step instructions for engaging with clients. We can now connect with brands effectively and with a methodology we never had before. Our coaching sessions have been invaluable to me and my business. 

AYO BATON, DIRECTOR, PHOTOGRAPHER & DIGITAL

"She is definitely one of the few people I look to when I need some advice/knowledge on the industry. Can't recommend enough."

Jessie was extremely helpful for me as an emerging photographer in the advertising industry to take the necessary steps to promote my individual brand and business further. She shared her knowledge of the industry and through her experience was able to guide me in the direction to better present my work to potential clients. She is definitely one of the few people I look to when I need some advice/knowledge on the industry. Can’t recommend enough.

JASON GORDON, PHOTOGRAPHER

" I highly recommend her services to any creative professional in need of guidance at any level of their career. "

Jessie has been so incredible in giving me valuable feedback and support as I move through an important transition in my career. With her help and knowledge, I’ve been able to overcome personal barriers and learn to present and value my work as a professional. I highly recommend her services to any creative professional in need of guidance at any level of their career.

MEAGHAN OGILVIE, PHOTOGRAPHER

"She is a pleasure to deal with, and I'd heartily recommend her to anyone who asked."

Jessie’s energy and experience make her an ideal advisor for an emerging commercial photographer. Whether you need help structuring your portfolio and website for maximum impact, advice on personal marketing to individual clients, or follow-up after the shoot, she can help you manage the sales aspects of your career. Jessie’s sharp eye allows her to make honest, direct suggestions that are delivered in the most constructive manner possible. She is a pleasure to deal with, and I’d heartily recommend her to anyone who asked.

ARIC GUITÉ , PHOTOGRAPHER

HOW IT WORKS

01 / Book Your 90-Minute Strategy Session

Choose a time that works for you—let’s lock in your focused hour.

02 / Pre-Session Prep

I’ll send over a short questionnaire so we hit the ground running.

03 / 90-Minute Strategy Session

We’ll meet one-on-one to clarify your offer, sharpen your message, and map your next move.

 

04 / You Leave with Clarity & Action

You’ll walk away confident, with a clearer position, and one specific step you can put into action immediately.

Book your session and get clear on how to move it forward. 

Most clients describe it as ‘the hour when everything clicked’.

Additional Packages

Not sure which path is right for you? 

I offer a range of packages built to match your stage—whether you need a single hour of clarity, a deeper strategic reset, ongoing alignment, or a full-brand transformation.

Each package—from the 90-Minute Strategy Session, Positioning Sprint, Brand Messaging & Positioning Strategy, Business Development Accelerator, Growth Roadmapping & Future-Proof Blueprint, and the Leadership Development & Growth Partnership Retainer—gives you clear steps forward, accountability, and the support you need to stop spinning and start moving.

Not quite what you’re looking for?

Take a look at our other packages to find what your business actually needs.

Leadership_development_growth_partnership

Leadership Development & Growth Partnership Retainer

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business-development-accelerator

Business Development Accelerator

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Brand Messaging & Positioning Strategy

Brand Messaging & Positioning Strategy

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