Office Hours with Ilana Jacqueline

A private, one-on-one strategy session for advocates, creators, and people building a sustainable life and career around chronic illness. (Looking to consult on a business or startup? That’s this page. Office Hours are for individuals only.)


What Are Office Hours?

A focused 60-minute strategy session for individuals who want clarity and direction—on a project, an advocacy path, a career pivot, or how to navigate your own healthcare more effectively.

These sessions are NOT medical advice, patient advocacy casework, or therapy. I’m not your doctor and I won’t advocate FOR you—but I’ll teach you how to advocate FOR YOURSELF, and point you toward strategies and resources most people never know exist.

After a decade as an author, advocate, patient influencer, and consultant across the healthcare ecosystem, I’ve learned that most people don’t need a full consulting engagement. They need one powerful hour with someone who’s already traveled the road.


What Can I Help You With?

Career strategy for people with chronic illness (my favorite hour to spend). Taking the job you have now and engineering a transition into work that won’t break you—long-term planning when your energy fluctuates, building a parallel path before you’re forced to jump, turning expertise into consulting or remote work, and designing a career around energy, not just ambition.

Navigating your own healthcare—resources, not advice. I can’t be your doctor or give you the names of my own clinicians, but I can hand you the map and teach you to read it: options you may not have considered, how to advocate for yourself in appointments and denials, and how to build a real strategy for better care within a broken system.

Plus: creative direction and idea development, influencer and creator strategy, monetization and getting paid, books and thought leadership, PR and personal branding, and networking and opportunity creation.

Can Anyone Schedule a Session?

No—and that’s intentional. This is a working session built to produce the plan you’ve been struggling to finish on your own. Come with an idea, a milestone, or a decision and leave with concrete next steps. It is not a venting session or a therapy substitute. I screen every applicant and turn down sessions where I can’t genuinely move you forward—or where one of my free resources would serve you better.


How Much Does It Cost?

A 60-minute session is $500 (plus tax) and includes the full hour, handouts, and—where appropriate—introductions from my network. Before you book, please read these six things:

1. This is not a casual call. Come ready to make a plan—we’ll use every minute.

2. This is a small slice of what I do. These sessions are about 10% of my working hours; I turn down many requests when I can’t genuinely help or a free resource is the better fit.

3. Complete the intake form at least 72 hours before our call so I have time to review your responses. Incomplete forms may be rescheduled.

4. I do not offer free sessions. They’re first come, first served, and the price reflects my experience, time, and energy. I do not take insurance and these are not HSA-approved.

5. Follow-up sessions are $180.

For ongoing business consulting, separate retainer packages are available on request.


What Are the Next Steps?

1. Complete the intake form at least 72 hours before your session.

2. Schedule a time via my Calendly link.

3. Once approved, you’ll get a confirmation email and secure payment link. Your session is confirmed when payment is complete.

4. We meet via Zoom. Please arrive on time in a quiet space with your full attention.

Questions? Email me at ilanawrites@gmail.com.