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A podcast where you join me (Colie) as I chat about what it takes to grow a sustainable + profitable business.
CRM Guru, Family Filmmaker, and Host of the Business-First Creatives podcast. I help creative service providers grow and streamline their businesses using Dubsado, Honeybook, and Airtable.
If you’re wondering how to raise your prices and still actually book those higher-ticket clients, I want to make sure you’re not just tweaking your packages or updating your website again.
Because honestly? That’s not what’s keeping people from booking your services.
You need a client experience that’s easy, automated, and built to sell for you.
This is how you make more sales as a brand photographer without sending 12 emails or being stuck on the “will they ghost me?” rollercoaster.
Before we get started, hi! I’m Colie, I help brand photographers build systems that book clients, elevate your client experience, and support higher pricing. If you’re ready to stop guessing and start using tools that actually work, head to my shop and grab the Client Experience Toolkit. It’s everything you need to streamline your process and make more sales, without doing more work.
So, let’s walk through the 3 essentials I taught inside my recent Charge More Stress Less Webinar, the same system that helped my client Maddie raise her prices and helped my client Flor go from charging $5K to $10K per session (yes, you read that right!).
By the way – if you want to hear me chat more with Maddie Peschong about charging more as a service provider, tune into this episode of the Business First Creatives Podcast!

When someone inquires, that’s the moment they’re most excited. The proposal is your chance to keep that momentum going. If it’s confusing or pieced together with separate links, you’re adding friction. A clean, connected proposal can actually book the client for you.
Here’s what makes a proposal actually convert:
This is exactly what I helped my client Maddie do. She came to me thinking all she needed was a prettier, better proposal, and left with a system that helped her raise prices and book faster. You can do the same with the tools inside my Client Experience Toolkit.
And if you want hands-on support actually building a client journey like this, from proposal to final delivery, Systems in Session is where we’ll design and implement the full thing together.
You’ll get my expert eyes on every workflow, every automation, every touchpoint. You’ll do the setup inside your CRM, but I’ll be there the whole way — mapping the strategy, reviewing your work, and making sure every piece is tested and working before you hit go.
You charge way too much money not to have a proper proposal process that gets clients booked quickly.
Here’s the thing: when people say, “I don’t have time to set up full systems,” my answer is always the same—do you have a proposal? A well-designed proposal is the fastest way to get the biggest return on your effort. It’s a polished document that lays out your offers, makes it easy for clients to say “yes,” sign the contract, and pay you all in one place.
Most CRMs already support this. My two favorites Honeybook and Dubsado let you create proposals that look stunning (complete with videos, images, and branded design), so you’re not just selling, you’re showcasing your art.
But here’s the key: even if you don’t use HoneyBook or Dubsado, you can still create a proposal system. Honestly, I don’t care if it looks like it came straight out of 1999. What matters is that it connects three critical pieces:
When those three steps are linked, you eliminate all the babysitting and endless follow-ups. That’s how you streamline the booking process and actually close deals. Without this, you have booking friction. I can’t stand when businesses have it. A strong proposal eliminates that friction.
Maybe you’ve had a sales call, maybe you haven’t. That’s the beauty of a well-done proposal: it can sometimes replace the call altogether. Personally, I think you should talk to clients before they book—but if you don’t want to, the proposal can carry them across the finish line without all the back-and-forth.
One of the most common objections I hear is, “But Colie, all that’s already on my website.” Let me be clear: people are not reading your website. They’re skimming. Sometimes they head straight to your contact form and skip everything else. That’s why your proposal must include every crucial detail they need before committing to pay you.
When the decision point is right in front of them (proposal, contract, and payment), you remove the roadblocks. That’s how you turn hesitation into a “yes.”
Once a client books, the next few steps are critical. This is where you either build trust or accidentally create confusion. A strong onboarding process makes your client feel taken care of and helps you show up with everything you need for a successful shoot.
The goal isn’t to add more work. It’s to create a consistent, repeatable experience that saves you time and makes your client feel like a priority.
Here’s what your onboarding process should include:
A solid onboarding process shows your client that you’ve thought of everything. It gives them the confidence to trust your direction, and it gives you the information you need to deliver what they actually want. This is the part of the experience that turns nervous clients into excited ones, and one-time shoots into long-term partnerships.
Check out Email Like You Mean It for copy-and-paste templates that walk your clients through every step with ease.
Most photographers send a booking confirmation (if that). Then? Silence until the week of the session.
If you book a lot of last-minute clients, you might not notice the gap—it’s only a couple of weeks. But for those of us booking two to five months in advance (and especially wedding photographers), that silence becomes a problem.
I’m not saying you need to become your client’s best friend or email them every week. What I am saying is: this is a crucial opportunity. You get to reassure them that hiring you was the right decision, and you get to prepare them so shoot day runs smoothly.
For brand photography especially, there are so many moving parts:
Even if you don’t go that deep, every photographer should be asking: What does my client need to know before I show up with my camera?
This is where strategic communication comes in. Whether it’s emails, calls, or other touchpoints, use that lead time to ensure they feel ready. Remember—brand photography can be intimidating for clients who’ve never been on the other side of the camera. Guidance around choosing colors, outfits, or styling isn’t just helpful—it’s essential. (I’ll be honest: left to my own devices, I pick outfits that do me no favors. I need help. Many clients do too.)
And don’t underestimate the power of sharing your expertise. You have tips, insights, and processes your clients will find valuable, even if you think they’re obvious.
Lately, I’ve been encouraging people not just to prep clients with forms and emails, but also to add short client experience videos. Less than five minutes, nothing high-production. Just you, on video, walking them through what to expect, how to prepare, and what will make their session amazing. It builds connection, reduces stress, and ensures they show up confident and prepared.
Here are the three videos I recommend everyone start with:
Each of these videos does two things:
Short, simple, under five minutes. No fancy production required. Just you, guiding your clients with clarity and care.
Most of your client communication can be automated and it should be.
When I teach webinars, I always show a slide with the bare minimum emails you’ll send a client if there’s no back-and-forth. Think about it: they inquire, you schedule the call, you have the call, you send the proposal. Very linear. Very clear.
Across that journey, I’ve identified 12 core emails from inquiry to delivery. And here’s the big secret: 75% of them can be automated.
Now, I don’t mean stiff, robotic automation. I mean personalized automation—emails that sound like you, infused with your voice and brand. And when you add in the extra nudges (like following up if someone hasn’t signed the proposal yet, or sending reminders to complete a questionnaire), the math doesn’t change. Roughly three-quarters of that communication can still run on autopilot.
For the handful of emails that can’t be fully automated, templates get you 80% of the way there. You just tweak, personalize, and send.
Automation does not cheapen the client experience. It elevates it. Because your clients feel cared for. They get the right communication at the right time without delays. And honestly? They don’t care whether you sent that email manually or whether it went out automatically. They just care that it showed up.
Gallery delivery isn’t the end of the experience. If you want to make more sales as a brand photographer, this step needs to create momentum for what comes next.
When you send the gallery, give your client a clear idea of how to use their images. A quick usage guide or a few ideas in the delivery email goes a long way. This helps your photos create real results, and that’s what clients remember.
Ask for a testimonial while the energy is still high. Make it easy for them to respond with a quick prompt or short form. Don’t wait too long or you’ll lose that moment.
Follow up a week or two later. Check in to see how they’re using the photos and offer to help if they haven’t started yet. This small gesture shows you care about more than just delivering a gallery.
Finally, plant the seed for re-booking. Suggest a timeline based on their business or content needs. Many clients don’t rebook simply because they’re not reminded. You’re the expert, lead the way.
This part of your process keeps clients coming back and referring you to others. It’s one of the simplest ways to grow your business without constantly finding new leads.
As brand photographers, you already have a built-in rebooking system.
Think about it: the moment a client gets their brand photos, they’re already dreaming about the next session. Business owners constantly need fresh visuals—for podcasts, websites, social media, marketing campaigns. Unlike a wedding or family portrait, brand photography isn’t a “once every few years” thing. For many entrepreneurs, it’s a twice-a-year thing.
The problem is, many photographers hesitate to ask for the rebook. They’re not sure when or how. But here’s the truth: you should set that expectation immediately. Tell your clients, “I expect to see you again in six months to a year,” and then give them tailored advice based on their business needs.
Someone like me—who blogs weekly, hosts multiple podcasts, and is constantly creating web pages—needs photos much more often than, say, a dental conglomerate with 20 locations. That corporate client can use the same photos for years. And that’s okay. But for personal brands and content-heavy businesses, the timeline is much shorter.
So make it part of your process. When you deliver their gallery—or when you ask for a testimonial—also ask for referrals and talk about rebooking. Better yet, tell them when you’ll check in: “I’ll reach out in four months to see how things are going and if you’re ready for another session.”
Of course, this only works if you have a system on the backend—something that either automates the reminder or prompts you to follow up. Without it, rebooking falls through the cracks.
This isn’t just about filling your calendar. It’s about increasing the lifetime value of every client. And when those same clients also send you referrals? That’s how your business scales.

To consistently make more sales as a brand photographer, you need more than a good shoot. You need a full client journey that’s intentional from start to finish. I break this into five clear phases, and each one has a job to do.
Each of these phases plays a role in how clients experience your brand. When they all work together, your process starts to book clients for you, and that’s how you scale your pricing without overworking.
About 18 months ago the biggest problem I had with HoneyBook was booking friction.
Back then, HoneyBook only let you build what they called a brochure. Think of it like a pricing guide: images, text, clients choose their services. Sounds good, right? But here was the problem: once the client hit submit, it didn’t take them to a contract. Instead, it sent the info back to you, the business owner. Then you had to manually approve it, hit a button, and then it would send out the contract and invoice—often in separate emails. Total mess.
The good news? HoneyBook fixed this. Their new Smart Files are much closer to what I’ve been praising for years in a Dubsado proposal—and honestly, they might even be more flexible. Why? Because HoneyBook lets you embed a scheduler directly into the proposal flow.
That means you can now build what I consider the holy grail of booking processes:
All in one seamless process. No babysitting. No gaps. Just smooth booking.
Now, I’ll be real—there were still things that bothered me about HoneyBook after that update. But then, about seven months ago, they released Automations 2.0. And that was a game-changer.
For years, one of my biggest frustrations was that HoneyBook didn’t allow automatic follow-ups. In Dubsado, you can set logic like: If proposal not completed, send reminder. HoneyBook couldn’t do that. But now? With conditional logic, you can automatically follow up if a client doesn’t schedule a call, doesn’t fill out a questionnaire, doesn’t complete a proposal—you name it. It’s flexible and powerful.
So if you’re a brand-new photographer wondering which CRM to choose—HoneyBook or Dubsado—here’s my advice: try both. Create a trial account, play around, and see which one feels better to you. Because if you like your CRM, you’ll actually use it. You’ll log in daily, check client status, and keep your business organized. That’s the real win.
Now, a couple extra notes:
Bottom line: I’m finally happy recommending either.
This isn’t just theory. These systems have helped real brand photographers raise their prices and book with more confidence.
Flor came to me already charging $5,000 for her VIP brand sessions, but she didn’t have any formal systems in place. Everything was manual, and she was burning out. Once we set up her proposals, workflows, and delivery process, she was able to double her price to $10,000 and continue booking without hesitation. Her systems finally matched the level of service she was delivering.
Maddie originally reached out just wanting a prettier proposal. But after we worked together, she realized her entire client experience needed to reflect the premium service she was offering. We streamlined her onboarding, clarified her packages, and updated her booking process so it could run on autopilot. She felt more confident raising her prices and started booking faster, with fewer questions or follow-ups from clients.
These results didn’t come from redesigning websites or running ads. They came from creating a clear, consistent client journey that did the selling before the shoot ever happened.

Check out Roxanne’s full case study, where we worked together inside Systems in Session to take her from roadside stress to record-breaking revenue — by building a luxury brand photography client experience in Dubsado.
Even with the best tools and templates, none of this works if your mindset isn’t in the right place. One of the biggest shifts I see photographers make is learning to trust their systems. You have to stop relying on memory and manual follow-up. The goal here is to get out of your inbox and stop babysitting every client touchpoint. When your systems are working, you can actually focus on delivering a better experience and growing your business without burning out.
Another mindset shift is letting go of perfection. You do not need to re-do every phase of your workflow at once. Start with one proposal, one email, or one questionnaire. Test it, refine it, and build from there. The photographers who see the biggest results are the ones who take action with what they have and adjust as they go.
Finally, you need to believe that your work deserves premium pricing. Your systems should support that belief. If your client journey doesn’t match the experience you’re promising, it’s going to feel harder to raise your rates or book consistently. But once your systems reinforce the value of your offer at every stage, selling becomes easier, and you start to show up like the CEO of your business, not just the creative.
Want to know the real reason some workflows convert better than others? It’s not just the steps — it’s the confidence behind them. In this video, I’m breaking down The Confidence Loop and how it shows up in every high-converting client experience. Watch it now:
If you’ve been nodding along and realizing that your client experience could use a little structure, this is your sign to stop piecing it together from scratch. You don’t need to guess what goes in a proposal or rewrite the same email for the hundredth time. You just need tools that do the heavy lifting for you and help you make more sales as a brand photographer, without doing more work.
That’s exactly why I created the Client Experience Essentials Toolkit. It’s the same system I’ve used with brand photographers like Maddie and Flor to help them streamline their processes, raise their prices, and actually book more clients with confidence. Inside the toolkit, you’ll find my plug-and-play templates for proposals, onboarding emails, questionnaires, delivery messages, testimonial requests, and everything else you need to create a seamless client journey. You can use it with Dubsado or HoneyBook and have it up and running in just a few hours.
So the question isn’t if your client experience needs work, it’s what you’re going to do about it. Choose one phase to start with. Tweak one email. Clean up your proposal. And if you want to skip the guesswork, the toolkit is here for you.
You’ve already got the skills. Now it’s time for your systems to match. Want even more behind-the-scenes tips? Come connect on Instagram. I’m always sharing actionable advice, virtual gold stars, and ways to build a business that works beautifully behind the scenes. Reach out, I’m here to help.
