Branding Sessions
one off's + retainers
The CEO Power Hour — $3,000
Luxury branding content for entrepreneurs who don’t have time to waste.
- Style + prep guide
- One power hour session, 2–3 outfits
- Business spouse included complimentary
- 1–2 curated locations or studio rental
- 40+ fully edited images
- Complimentary b-roll clips (perfect for reels, TikTok & websites BTS)
- $500 credit for local business owners
Perfect for a brand refresh, launch, or new season of content. Designed for CEOs, speakers, and entrepreneurs who want to show up consistently without losing a whole day to photos. And the best part? No long prep on your end because I'm coming to you!
Quarterly Retainers
The “set-it-and-forget-it” solution for ambitious CEOs who want effortless, consistent brand presence all year.
Includes everything in the CEO Session, plus:
- Priority Booking: lock in dates before anyone else
- Seasonal Style Guides: personalized lookbooks each quarter
- Bonus B-Roll Content: extra clips beyond the standard package
- VIP Concierge: done-for-you scheduling, travel coordination, and streamlined prep
- Exclusive Invites: early access to Destination Branding Days in iconic locations
- Annual Brand Strategy Call: a 60-minute planning session so your visuals match your business goals each quarter
$12,000 yearly OR $3,000 quarterly
Why Clients Love Retainers
Ease → No more scrambling to “book a shoot” — it’s on the calendar, done for you.
Consistency → Fresh content for launches, social, PR, and speaking opportunities every quarter.
VIP Access → Priority dates, destination invites, and elevated add-ons only for retainer clients only.
Not ready for quarterly commitment? Book a single CEO Power Hour first—most clients upgrade after their first session.
KIND WORDS
“Bailey and these photos really made me feel like a celebrity.”
Bailey has been so amazing throughout the entire process! All the photos turned out so stunning.
— Lindsay, artist
“This was the most strategic photo shoot I’ve ever done.”
I booked a single session with Bailey to refresh my brand photos for a launch, and I ended up using the images everywhere — my sales page, podcast graphics, and even PR features. That launch became my highest-grossing to date because I finally had visuals that looked as high-level as my offer.
— Tara - business coach
“I’ve noticed my brand feels consistently elevated across every touchpoint. It’s like having a built-in creative director for my business.”
Before working with Bailey on a retainer, I always scrambled for new content before speaking events and product launches. Now I never worry about it — every quarter I get a fresh gallery and b-roll that’s perfectly aligned with what’s coming up in my business. It saves me so much time and mental energy.”
— Kristie - small business owner
Powerful Brands Need Powerful Photos.
so, are you ready?
Show up polished, confident, and unforgettable.
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@brandingwithbaileyb
Follow for bold brand energy, scroll-stopping content that sells, and visuals that make you look as powerful as the business you’re building. From luxe rooftops to cozy cafes, I capture entrepreneurs in their element — plus share the behind-the-scenes strategy and inspo to help you show up like the CEO you are.
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