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Episode 244

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Published on:

23rd Sep 2025

Scaling with Less Overwhelm and More Value (Systems in Session Case Study) with Roxanne Engstrom

If you're someone who thinks systems just aren't for me—creative chaos is a part of my identity, this episode might change your mind. Roxanne Engstrom joins me to share about her experience inside of Systems in Session. We talk about how getting clarity in her systems not only grew her profit fast but also gave her confidence, reduced her anxiety, and let her show up as the boss she is.

Find It Quickly

00:24 - Meet Roxanne

01:22 - The Importance of Systems in Business

02:16 - Real-Life Business Challenges and Solutions

04:01 - The Value of Personalized Support

04:45 - Achieving Quick Wins in Business

05:43 - Investing in Your Business Growth

06:36 - Overcoming Personal and Business Challenges

07:32 - The Power of Collaboration and Support

11:41 - Automations and Business Efficiency

13:18 - Scaling Your Business with Confidence

14:34 - Continuous Improvement and Client Feedback

16:23 - Setting Boundaries and Providing Value

21:23 - Client Communication and Boundaries

21:58 - Personalized Brand Image Process

23:44 - Importance of Client Experience

24:26 - Efficient Proposal Systems

27:55 - Overcoming Business Anxiety

29:49 - Investing in Business Growth

32:19 - Scaling with Systems

Mentioned in this Episode

Systems in Session

Maddie Peschong's Rebrand


Connect with Roxanne

Website: hawaimages.com

Instagram: instagram.com/hawaimages

LinkedIn: linkedin.com/in/roxanne-engstrom

Youtube: youtube.com/@roxanneengstrom-hawaimages

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Show artwork for Business-First Creatives

About the Podcast

Business-First Creatives
A podcast about systems, workflows, and business advice for creative service providers.
Business-First Creatives is a podcast for photographers and creative service providers who want to build a profitable, sustainable business without drowning in admin work, client experience chaos, or systems that let you down.

This show delivers clear, actionable conversations around marketing, CRM workflows, client communication, Dubsado and Honeybook automation, Airtable systems, and workflow strategies, giving photographers and creative entrepreneurs the systems that scale, operational clarity, and strategic, human-first client experiences they need to build streamlined, referral-worthy business operations that don't require working 24/7.
If you're tired of babysitting your inbox, chasing down contracts, or watching your workflows break the moment you look away, this show will help you move beyond "figuring it out as you go" and toward a creative business that brings you joy and a paycheck.

This podcast provides answers to questions like:
How do I automate my client journey without losing the personal touch?
What CRM workflows do photographers and creative businesses need?
How can I use Dubsado or Honeybook to streamline my client experience?
What systems do photographers need to save time and deliver exceptional client experiences?
How do I reduce admin time in my creative service business?
Why do my workflows keep letting me down (and how do I fix them)?
How can I build a profitable creative business that brings me joy and a paycheck?
What's the best way to communicate with clients throughout their journey?
How do I create systems that work even when I'm not babysitting them?
How can I map my client journey to convert more inquiries into bookings?

Hosted by Colie James, a Dubsado Certified Specialist, Honeybook Educator, and Workflow and Automations Guru with 10+ years helping creatives systemize their businesses—this show delivers practical, no-BS guidance for photographers and creative entrepreneurs who are ready to streamline their client journey, automate their operations, and make money from their craft.

If you're done dropping balls and ready to build a business-first creative operation with systems that scale, you're in the right place.

Find out more about Systems in Session ➡️ https://coliejames.com/systems-in-session