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ADHD Mentoring

What to Expect from ADHD Mentoring: Your First Session and Beyond

Nervous about starting ADHD mentoring? Here's exactly what to expect from your first session, how mentoring works week to week, and what real progress looks like.

9 min read
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The Bit Nobody Talks About: Being Nervous

If you have booked your first ADHD mentoring session, or you are thinking about it, you are probably feeling a mix of hope and anxiety. Hope because maybe this will actually help. Anxiety because you do not know what to expect, and the unknown is stressful at the best of times.

Add ADHD to that equation and the anxiety might sound something like: "What if I forget what I wanted to say? What if I ramble? What if they think my problems are not serious enough? What if I cry? What if I cannot explain how my brain works because I do not even understand it myself?"

All of that is normal. And all of it is completely fine. If you are still getting your head around what ADHD mentoring actually is, start there. Otherwise, let me walk you through exactly what happens so there are no surprises.

Before Your First Session

The Free Consultation

Most ADHD mentors (myself included) offer a free initial consultation before any paid sessions begin. This is usually 15-30 minutes and it is not a mentoring session, it is a conversation.

The purpose is to:

  • Understand what you are looking for
  • Explain how I work and what mentoring involves
  • Answer any questions you have
  • Check that we are a good fit for each other (this matters for both of us)
  • Discuss practical details, session frequency, duration, cost

There is no commitment at this stage. If it does not feel right, you have not lost anything. If it does, we book your first proper session.

Preparing (Without Overthinking)

You do not need to prepare a presentation about your ADHD history. But it can be helpful to think about:

  • What is causing you the most difficulty right now? Not your whole life story, just the things that feel most urgent.
  • What have you already tried? Knowing what has not worked is just as useful as knowing what has.
  • What would "better" look like for you? Not a perfect life, just a realistic improvement on where you are now.

Write these down if it helps. Bring them to the session. If you forget, that is fine too, your mentor is used to working with ADHD brains. We do not expect polished agendas.

Your First Session

What It Looks Like

First sessions are typically 50-60 minutes, either online (video call) or in person. Online is more common and works well, it removes the barrier of travel and lets you be in your own comfortable space.

The session is a conversation, not an assessment. There is no clipboard, no scoring, no right or wrong answers. It usually covers:

Understanding your experience:

  • How does ADHD show up in your daily life?
  • What are your biggest challenges right now?
  • What coping strategies have you already developed? (You have more than you think)
  • What does a typical day look like for you?

Understanding your goals:

  • What brought you to mentoring now?
  • What would you most like to change?
  • Are there specific areas of life where you want support (work, university, relationships, daily routines, emotional wellbeing)?

Understanding how you work:

  • When do you have the most energy and focus?
  • What kind of support have you found helpful in the past?
  • How do you feel about accountability, helpful or stressful?
  • What is your relationship with structure?

What It Feels Like

Most people tell me their first session felt like a relief. Not because everything was solved, it was not, but because:

  • They felt listened to without judgement
  • Someone understood what they were describing without needing long explanations
  • Their struggles were normalised ("that is really common with ADHD")
  • They left with at least one small, practical thing to try before the next session

A note on emotions: It is completely normal to feel emotional in your first session. For many people, it is the first time someone has said "that is not your fault, that is how ADHD works." After years of self-blame, that validation can be overwhelming. If you cry, that is fine. It happens regularly and I will not bat an eye.

Ongoing Sessions: What Happens Week to Week

After the first session, mentoring typically settles into a rhythm. Here is what a typical ongoing session looks like:

Check-In (5-10 minutes)

We start by catching up:

  • How has the past week been?
  • Did you try the strategy we discussed last time?
  • What worked? What did not?
  • Has anything new come up that we need to address?

This check-in is not an exam. If you did not try the thing we discussed, that is fine, and it is useful information. Maybe the strategy was wrong. Maybe the week was chaotic. Maybe task initiation got in the way. All of that is data we can work with.

Focus Area (30-40 minutes)

The main part of the session focuses on whatever is most relevant for you right now. This might be:

  • Practical problem-solving, "I have a deadline next week and I have not started. Help."
  • Strategy building, "My mornings are chaos. How do I create a routine that works?"
  • Skill development, "I want to get better at managing my time"
  • Emotional processing, "I was diagnosed three months ago and I am still angry about how long it took"
  • Life navigation, "My boss does not understand my ADHD and I do not know how to talk to them about it"

We work collaboratively. I bring ADHD knowledge, practical strategies, and experience from working with many clients. You bring knowledge of your own brain, your life, and what feels realistic. Together, we design approaches that are tailored to you.

Action and Next Steps (5-10 minutes)

We finish by identifying:

  • One or two specific things to try before the next session
  • How you will remember to try them (because working memory)
  • What might get in the way and how to handle it
  • When the next session is

The actions are always small and achievable. Not "overhaul your entire morning routine" but "set one alarm 10 minutes before you need to leave the house and see what happens." Small experiments that build over time.

How Often Should Sessions Be?

This varies by person and situation:

FrequencyBest For
WeeklyIntensive support, crisis periods, university deadlines, newly diagnosed individuals building foundations
FortnightlyOngoing support with time to implement strategies between sessions
MonthlyMaintenance, you have good foundations and need periodic check-ins
As neededYou have strong strategies in place and want support available when challenges arise

Most people start weekly or fortnightly and reduce frequency as they build confidence and independence. The goal is always to get you to a place where you need less support, not more. If you are an adult wondering whether mentoring is relevant for you, I have written specifically about ADHD mentoring for adults.

What Progress Actually Looks Like

Here is what I want to be honest about: progress with ADHD mentoring is not linear. You will have great weeks and terrible weeks. You will implement a strategy perfectly for three weeks and then completely forget it exists. That is not failure, that is ADHD.

Real progress looks like:

Month 1-2:

  • Understanding your ADHD patterns more clearly
  • Having language for what you experience
  • Trying one or two new strategies
  • Feeling less alone

Month 3-4:

  • Some strategies becoming more automatic
  • Catching yourself earlier when old patterns emerge
  • Increased self-compassion (less "I'm useless," more "my brain dropped that, let me set up a reminder")
  • Tangible improvements in one or two specific areas

Month 6+:

  • A fundamentally different relationship with yourself
  • A toolkit of strategies you know work for your brain
  • Confidence in your ability to handle challenges
  • Knowing when to ask for help and doing it without shame

Common Questions

Do I need a diagnosis to start mentoring? No. Many people come to mentoring while waiting for assessment, or while exploring whether they might have ADHD. A formal diagnosis is not required.

Is mentoring the same as therapy? No. Mentoring is practical and action-oriented. It is not clinical treatment. If you are dealing with severe mental health symptoms or trauma, therapy should come first or alongside mentoring. You can also browse the resources page for helpful tools and links, or check out the ADHD A to Z for a quick reference on key terms.

What if I do not connect with my mentor? That is okay and it happens. The relationship is central to effective mentoring, and not every match works. A good mentor will not be offended if you decide to try someone else.

Can mentoring be funded? Yes, through DSA for university students, Access to Work for employees, or some employer wellbeing programmes. Ask about funding options when you enquire.

What if I need to cancel? ADHD brains and consistent scheduling do not always mix. Most mentors have a cancellation policy (typically 24-48 hours notice), but a good mentor will understand that sometimes ADHD gets in the way.

Ready to Start?

The hardest part of ADHD mentoring is booking the first session. Everything after that gets easier, because you are no longer doing it alone.

If you are curious, nervous, hopeful, sceptical, or all of the above, book a free consultation. It is just a conversation. And it might be the conversation that changes everything.

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Caitlin Hollywood

Caitlin Hollywood

ADHD mentor and coach helping adults and university students build practical strategies for managing ADHD. Neurodiversity-affirming support that works with your brain, not against it.