Black Friday + Cyber Monday Deals for Founders (2025 Edition)
Black Friday can feel noisy, but you don’t need noise — you need the handful of tools that actually make running your business easier. This roundup is intentionally curated: no overwhelm, no endless lists, just the systems we use and regularly recommend to clients.
If you’re looking to strengthen your operations, clean up your workflows, or simplify your client experience heading into the new year, these deals are genuinely worth a look. Some links may be affiliate links, which means we may earn a commission at no extra cost to you. As always, we only share what we trust.
Disclaimer: I may earn a small commission when you use my coupon code/link to any products or services from this website. I care about integrity, so you should know I only offer affiliate links for resources/programs I've personally used and loved in my business and my clients' businesses. Please only buy what you need, but rest assured knowing your support helps keep this content flowing!
Here’s what we’d pay attention to this year.
Client Experience & Workflow Systems
Dubsado
Black Friday Deal: 50% off first year (annual plan)
Use Code: brookeolsenco
Dates: Nov 24 at 9am PT – Dec 1 at 3pm PT
(Prices increase December 1.)
If you’re ready to clean up your client process—contracts, invoices, workflows, schedulers—Dubsado is the CRM for structured, system-loving founders.
HoneyBook
Deal: Save 30% off your first year
HoneyBook is an easy entry into streamlining your lead management, client communication, and payment process. Great for new or growing service providers.
Motion.io
Deal: 20% off your first year
Code: Motion20
If you want a smoother way to collect files, onboard clients, and manage project communication without chasing down emails, Motion.io is an excellent addition to your tech stack. It creates a clean, branded client portal experience that keeps everything in one place — no confusion, no endless back-and-forth.
Perfect for:
✔ Service providers
✔ Designers, marketers, and creative pros
✔ Anyone managing client deliverables or revisions
✔ Teams that want fewer emails and more clarity
Want support beyond the setup?
CRMs Made Easy, by Rebel CEO®, a sister brand of Brooke Olsen Co, is opening soon. It’s a membership designed to help you build, streamline, and sustain a client experience that doesn’t rely on duct tape or long nights in your inbox.
Contracts and Legal Tools
The Creative Law Foundry™ — Lifetime License
Black Friday Deal: $1,597 (Nov 28–Dec 3)
Whether it’s a contract gone sideways, a miscommunication with a client, or a refund request you weren’t expecting… the legal side of business always hits harder when you don’t see it coming. That’s why I’m such a fan of the Creative Law Foundry™.
It’s not just another set of templates. It’s a system that helps you:
✔ Build contracts in minutes
✔ Understand your legal protections
✔ Ask legal questions to AskLex (their AI tool)
✔ Show up more confidently in client conversations
Black Friday is the best time of year to get lifetime access at a major discount.
You can also shop their website and save 10% using code BROOKEOLSEN10
Forms, Productivity, and Digital Tools
Finisher Journal
Black Friday Deal: Save up to 35% + extra 15% with code
Use Code: BROOKEOLSENCO
A favorite for founders ready to step into 2026 with clarity and structure. One journal per quarter = your whole year planned.
Perfect for:
✔ Gifting to clients
✔ Team retreats
✔ Staff onboarding
✔ Personal planning
YouForm
Black Friday Deal: Save 50% on your first 3 months
A simple form builder designed for onboarding, client questionnaires, surveys, lead forms, and feedback. Lightweight but powerful.
Email, Marketing, and Automation
Flodesk
Black Friday Deal: Last chance to lock in unlimited plans starting at $35/month
Bonus: Save 50% off your first year
Deadline: November 28
Flodesk is beautiful, simple, and easy for anyone who wants professional-looking emails without design skills or complicated tech.
Kit — Email Marketing for Creators
Black Friday Deal: 60% off your first 3 months
Price: As low as $15.60/month
If you want an email marketing system that’s clean, creator-focused, and not bloated with features you’ll never use, Kit is a standout. You get email marketing, digital products, automations, and audience management in one place.
Perfect for:
✔ Course creators
✔ Authors
✔ Newsletter writers
✔ Founders who want automated sales while they work (or rest)
With this exclusive Black Friday discount, now is the easiest and most affordable time to get started.
Tailwind
Black Friday Deal: Save 50% your first year
If Instagram or Pinterest are part of your 2026 marketing plan, Tailwind streamlines your entire workflow—designing, scheduling, planning, and repurposing content in one place.
Which Deals to Grab — and Which to Skip
If you want more ease, better systems, and a smoother client experience in 2026, the discounts above are worth paying attention to.
Before hitting checkout, ask yourself:
“Will this make my business run better next year?”
If yes → grab the deal.
If not → close the tab and walk away. No guilt.
If you’re unsure which tools are right for your business or tech stack, you can always send me a message. I’m happy to help you choose the right fit.