Questions before you start.
The practical details of life strategy coaching with Kailan, from your first free session to an ongoing coaching package.
Book your free 30-minute sessionYour first 30 minutes are free. Paid coaching begins if you choose to continue afterwards.Start with your own situation.
You do not need to identify with a particular job title or have a perfectly organised life to enquire. Bring what you want to work on and the context you think matters.
The first conversation gives you a chance to experience the approach before deciding whether to buy ongoing coaching time.
For local prices, see the full package comparison. For a question this page does not answer, contact Kailan.
Questions before you start
What is life strategy coaching?
Life strategy coaching is a practical working relationship for thinking through decisions, preparing conversations and making changes in your actual life. Sessions can connect personal goals, career direction, leadership, habits and the systems around you.
What can I bring to a coaching session?
Bring a decision you keep circling, a conversation you are avoiding, a career transition, leadership challenges, a business idea or a routine you want to change. You do not need to have a polished explanation before the first conversation.
How does the free first session work?
Request a free 30-minute session through the booking quiz. The questions help Kailan understand your situation and what you want to work on. Package interest is provisional. You decide about paid coaching after the initial session.
How much coaching time is included?
The usual rhythm is two hours a week. Borrow My Brain includes eight hours every four weeks; Regular Life Maintenance includes 16 hours every eight weeks; Return On Investment includes 24 hours every twelve weeks. Time can be split into longer sessions and shorter check-ins by agreement.
Can I cancel automatic renewal?
Yes. You can cancel a renewing subscription in your customer portal. Cancellation stops future renewals at the end of the current cycle; remaining coaching time keeps its stated expiry date. Review your account for the next renewal date and current terms.
Is this therapy or regulated professional advice?
This service is coaching and practical problem solving. It does not provide diagnosis, psychotherapy, emergency mental-health care, or regulated legal, financial or medical advice. If a situation needs a qualified specialist, that support should be arranged with the relevant professional.
Can sessions be in Spanish?
Yes. Kailan coaches in English and Latin American Spanish. Choose your preferred language when booking.
What happens between sessions?
Your customer account brings together appointments, available coaching hours, invoices and your contract. The Blueprint area is for notes, materials and homework shared as part of your work together.
What if I cannot attend the free session?
Let Kailan know by email before the appointment if you need to change it. A free-session no-show without notice means a two-month wait before requesting another free session.
Are reduced rates available?
Discretionary discounts of 5–25% may be available for students, hardship or service circumstances. Ask about your situation before purchasing. A discount is considered individually rather than automatically applied.
Bring the situation. Let’s work on it.
Use a free first session to see how working together feels.
Book your free 30-minute session