You know something needs changing.
Let's figure it out together.
Most people who approach midlife are not in a crisis. They're at a crossroads. Something has shifted — in their work, their sense of purpose, their relationships, money, or their idea of what their next chapter should look like.
They're successful, capable people who know that what got them here is not getting them where they want to go next.
If that sounds like you, you're in the right place. That's what midlife coaching looks like. No rigid agenda. No one-size-fits-all process. A genuine conversation, every session, about what matters most right now.
Life, Meaning & Identity
Who are you becoming in this new chapter — and is it who you want to be?
This is the work that sits underneath everything else. We might explore: what you actually want the next ten years to look like, a relocation you're planning or adjusting to, burnout you haven't fully named yet, questions about aging and health and how you want to live in your body, relationships and family dynamics that have shifted, or simply the quiet but persistent feeling that something needs to change. This is the space where we think clearly about the things that are hardest to think clearly about alone.
Business & Career
What are you building — and is it still the right thing to build?
Whether you're running a business, thinking about starting one, considering a career pivot, or trying to figure out how to extract yourself from work you've outgrown — this is where we bring serious strategic thinking alongside the personal dimension. We look at what you've built, what it's costing you, what it could become, and what you might want to build next. With a law degree, an MBA, director-level corporate experience, and three businesses behind me, I bring real professional weight to this conversation.
Wealth & Financial Freedom
Is your money becoming wealth that allows real freedom? Do you have a plan for it?
This is not financial advice. I'm a coach, not an advisor, and I won't tell you what to buy or sell. What I will do is help you think clearly about your relationship with money — the beliefs, the habits, the fears, and the opportunities. We can work on building financial literacy and confidence, developing an investment mindset, planning for income that doesn't depend entirely on your time, and making decisions about wealth that align with the life you're designing. For clients who want to learn to invest themselves, I can guide that process — as a thinking partner, not a portfolio manager.
Questions clients often come with
⭐⭐⭐⭐⭐
Coaching with Asaf has been a game-changer for me. The mindset work we've done is just brilliant." — Quintin S.
How we work together
I work with clients one-to-one, as an online life coach (video), or in person in my Algarve practice. Sessions are 60 minutes long. I offer midlife coaching packages ranging from a single session to a six-month deep engagement. If you're not sure which is right for you, book a free discovery call and we'll figure it out together.
Single Life-Coaching Session
60 min / €165
Sometimes this is all it takes. A focused, one-off session on a specific question or challenge. Good for clients who want to think something through before committing to a longer engagement, or who are returning after a break.
Starter Pack — 4 Sessions
4 Sessions - 6 weeks / €495
A proper beginning. Four sessions give us enough room to get beneath the surface — to understand where you are, where you want to be, and what's standing between the two. A good way to experience the work before committing to a full programme.
The Blue Sky Blueprint
⭐ Most popular 10 sessions - 3 months / €1200
This is the flagship engagement. Three months is long enough to create real movement and short enough to stay focused. We begin with a deep intake conversation to map your landscape, then work session by session on what matters most. Includes WhatsApp access between sessions for questions, updates, and quick thinking-partner moments.
This is the programme most clients find transforms not just a specific situation but the way they approach decisions and their life overall.
Deep Dive — Midlife Recalibration
20 sessions - 6 months / €2000
For clients who are navigating a larger or more complex transition — a major business reinvention, a significant relocation, a retirement approaching — and want sustained, deep support over time. Priority scheduling, full WhatsApp access, and the space to do the most thorough work possible.
Free Discovery Session
Online Video +/- 20 min
Before anything else, we talk. You tell me where you are. I tell you honestly whether and how I think I can help. No pitch. No pressure. Just a real conversation.
People usually ask
Do I need to know what I want to work on before we start?
No, most people don't. That's often part of what the first few sessions are for.
Is this therapy?
No. Coaching in general, and midlife coaching in particular, is forward-focused — we work on where you're going, not on processing where you've been. If at any point I think therapy would serve you better, I'll say so honestly.
Do you work with people outside Portugal?
Yes. I work with clients across Europe and beyond, entirely online. Time zone permitting, geography is no obstacle.
What if I start and it's not working?
That has never happened without a conversation first, which is why I take the discovery call seriously. But if it's genuinely not the right fit, we talk about it openly and find the best solution together.
Not sure which option is right?
Book a free call with me, and I'll give you my honest recommendation.
Contact me
+351 926 915 570
asaf@blueskycoach.me
My practice
Rua das Maias 18,
Portelas (Algarve)
South Portugal