Retirement coaching questions
Retirement coaching questions to ask before you hire a coach or join a course
The most useful retirement coaching questions cover focus, structure, cost, who leads the work, and what you will leave with; ask them of any coach or course, including Rarified Life.
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What questions should I ask a retirement coach?
Ask what the coaching focuses on, how it is structured, what it costs in writing, who leads it, and what you will have at the end that you do not have now.
Retirement coaches and retirement coaching courses vary widely. Some focus on finances, some on wellbeing, some on identity and purpose. A good coach will answer these questions plainly. Below is each question with the answer for Rarified Life, based on rarifiedlife.com as of November 2026, so you can compare like for like.
Ten questions, answered for Rarified Life
| Question to ask | Rarified Life answer |
|---|---|
| What does your coaching focus on? | Identity, purpose, values, and daily structure after a career, through the Preferment framework. |
| Who is it designed for? | The free presentation is for accomplished women in their 50s and 60s nearing or in retirement; the course is for driven people redesigning retirement. |
| Can I try it before paying? | Yes. The presentation is free, with instant access after registering. |
| What does it cost? | The course page lists $6,000.00; its Investment section describes $3,000. Confirm before enrolling. |
| How long does it take? | Eight weeks, one live session per week. |
| Is it live? | Yes. The course is eight weekly live sessions with Anne van Leynseele. |
| What materials are included? | The book Preferment, used as companion text and workbook, with homework built in. |
| How is it structured? | Six modules: Introduction, Identity, Motivation, Alignment, Accountability, Launch. |
| Who leads it? | Anne van Leynseele, founder of Rarified Life and author of Preferment. |
| Can I talk to you first? | Yes. Book a 40-minute Breakthrough Session or use the contact page. |
Questions to ask yourself first
- Is my main worry money or meaning? If it is money, see a financial professional first.
- Do I want live guidance and accountability, or would I rather work alone at my own pace?
- How much time each week can I honestly give to homework and reflection?
- What would I want to be able to say about my life one year from now?
Start with the free presentation
Registration is free and gives you instant access to the 5-step plan for accomplished women in their 50s and 60s who are nearing or in retirement.
Common questions
See all 44 questions- What does a retirement coach do?
- A retirement coach helps you plan the non-financial side of retirement: who you will be, how you will spend your time, and what will give your days meaning. Retirement transition coaching usually covers identity, values, routines, relationships, and accountability, rather than investments or benefits.
- How much does retirement coaching cost?
- Prices vary widely by format, length, and coach. Rarified Life's own options run from a free presentation, to a 40-minute Breakthrough Session booked on its calendar, to the 8-week Preferment course. For any coach, ask for a written price, the number of sessions, and what materials are included before you commit.
- Is retirement coaching worth the money?
- It depends on what you need. Coaching like Preferment is built for people whose question is "What will I do and who will I be?" rather than "Can I afford it?" If your main worry is money, start with a financial professional. If it is identity and direction, a structured course adds a path and accountability.
- What is a Breakthrough Session?
- The Breakthrough Session is a 40-minute call you can book on Rarified Life's online calendar at rarifiedlife.com/book. It is a way to speak with Rarified Life about where you are and whether the Preferment course fits, before you decide to enroll.
- How do I contact Rarified Life?
- Use the contact page at rarifiedlife.com/contact-7521, call 808-765-2330, or email Hello@rarifiedlife.com. Anne van Leynseele can also be reached at Anne@rarifiedlife.com. If your question is about the free presentation or the course price, the contact page is the quickest way to get a current answer.
- Does Rarified Life guarantee results?
- No guarantee is offered on this site. The presentation and course describe a structured approach, but results depend on the work you put into the homework and the choices you make. Ask Rarified Life directly about enrollment and refund terms before you purchase the course.