It’s giving intentional gifting this week, and we’ve curated something extra special for you: our official Chronic Boss Gift Guide, a roundup of functional, feel-good, and fabulous gifts made with ambitious women living with chronic illness in mind.
Whether you’re treating yourself (as you should) or shopping for your favorite fellow Boss, this list is full of products designed to support your business, your body, and your joy… at every price point. And bonus, many of these women-owned brands are offering amazing Black Friday deals, so it’s the perfect time to shop with purpose.
From Tilt Beauty’s accessible, chronic illness friendly makeup, to Brick, the sleek device that locks your phone out so you can lock in on what matters, to Toxic Grit, the powerful story by this week’s podcast guest, this guide is filled with gifts that nurture your body, ambition, and boundaries.
So pour some tea, grab your heating pad, and let’s get into it.
1. Say goodbye to screen-induced strain and hello to stylish focus. Gleam Eyewear, a women-owned brand, creates fashion-forward blue light glasses designed to protect your eyes while you slay your to-do list. Their frames are equal parts chic and functional—perfect for Chronic Bosses balancing Zoom calls, Canva sessions, and late-night journaling.
2. The Happy Planner is a creative, disc-bound system made to support your life, not control it. With customizable layouts and space for reflection, it’s a dream for Chronic Bosses juggling flare days, big goals, and everything in between.
3. A LinkedIn Learning Subscription is like a masterclass library in your pocket. Whether you’re sharpening your skills between doctor’s appointments or exploring a career pivot on your own terms, it’s an empowering way to learn at your pace and on your schedule.
4. You don’t have to be an artist to enjoy this creative pause. Emily Lex’s Watercolor Workbooks are beginner-friendly and calming, with easy step-by-step guides and beautiful designs. They’re a gentle way to unwind, flex different mental muscles, and spark creativity without pressure.
5. The Kitsch Weighted Satin Sleep Mask is a dreamy blend of comfort and calm. Its gentle weight and light-blocking satin design make it the perfect way to unwind at the end of a long day…or soothe your senses during a flare-up. Soft, stylish, and chronic-illness friendly, it’s rest you can actually feel.
6. Tilt Beauty is redefining what beauty looks like—from the inside out. Founded by Aerin Glazer, who has lived with psoriatic arthritis since her teens, the brand was born from her frustration with makeup products that ignored mobility and joint‑pain challenges.
Tilt’s lightweight, ergonomic packaging and clean formulas are intentionally designed to work on low‑spoon days and still feel luxe.
7. Toxic Grit by Amanda Goetz, this week’s podcast guest, isn’t a chapter-by-chapter life story. It’s a candid, compelling manifesto for anyone who’s ever hit rock bottom and still dared to want more. Amanda blends personal truth with unapologetic ambition, showing us how to rise from trauma and burnout while refusing to tone ourselves down. If you’re ready to heal without giving up your hustle, this is the guide you didn’t know you needed. It’s the ultimate read for any Chronic Boss ready to rise stronger and softer at the same time.
8. Aerie Pajamas are where cozy meets confidence. These lounge sets are designed for real life, real curves, and real rest. Through their #AerieREAL campaign, the brand promotes body positivity, inclusive sizing, and unretouched imagery so you can feel seen, celebrated, and comfortable in your own skin.
9. Brick is a game-changing gadget for the modern Chronic Boss. It’s a physical device that temporarily removes distracting apps and notifications from your phone so you can reclaim time and focus on what truly matters. Designed with simplicity in mind, there are no subscriptions and no complicated setup…just intentional space for your priorities.
10. The Oura Ring is a powerhouse for women’s health and wellness. With cycle tracking features that monitor temperature shifts, heart rate variability, and readiness scores, it empowers you to tune into your body’s rhythms. Whether you’re managing a flare, tracking your menstrual cycle, or simply striving for better rest, Oura delivers personalized insights. Beyond cycle awareness, its Sleep, Rest, and Readiness scores give you clear, actionable data so you can advocate for your body, your business, and your boundaries.
11. An Airbnb gift card is more than a present—it’s permission to pause. Whether it’s a cozy staycation nearby or a peaceful retreat to the beach or mountains, it’s the perfect wellness getaway to rest, reset, and reconnect with yourself. Use the time to journal, dream big, and align your goals for 2026 in a space that nourishes both your body and ambition.
12. Custom Business Sign. An attention-grabbing custom sign isn’t just decor; it’s your visual mission statement. Whether you’re working from a full studio or a cozy corner of your home office, a handcrafted sign from this women-owned business helps you show up as the bold leader you are. Our founder, Lilly, is obsessed with these signs (she has one herself!) because they don’t just look good; they anchor your space, elevate your brand, and remind you daily of the vision you’re building.
As we head into the season of gratitude, we just want to say thank you. To our Collective members, our podcast listeners, our HUB readers, and every woman who is part of this community, we see you, we celebrate you, and we are so grateful you are here.


