STRATEGIC ADVISOR · EXECUTIVE MENTOR · FOUNDER OF EVOLUNA
From chaos
to clarity, structure & decisions.
Strategic thinking partner for founders, CTOs, executives and organisations who have to make important decisions in the complexity of the AI era. I bring together 25+ years across technology, media, business development and strategy with practical mentoring and systems thinking. No motivation talk. No sugar-coating. Clearer thinking. Better decisions. Concrete forward movement.
Some moments do not need more opinions. They need a clear frame, calm thinking, and someone willing to reflect what is actually happening.
01
When the decision matters and there is too much noise around it.
A real choice — investor, hire, pivot, exit, partnership — sits in front of you. Slack, Twitter and a board of opinions are not the room you need. You need an outside frame and an honest reflection.
02
When the company is growing and the systems no longer carry it.
Headcount, revenue and complexity have all moved while the operating system around them has not. Meetings multiply, decisions slow down, the founder becomes the bottleneck. We rebuild the spine.
03
When technology and people are moving at different speeds.
AI, automation and product are running ahead. Culture, leadership conversations and the team's emotional load are still on yesterday's pace. The work is to bring the two into the same tempo without breaking either.
04
When a leader needs an honest mirror, not another motivational speech.
You don't need encouragement. You need someone who has sat in the same chairs, knows the operating reality, and is willing to tell you what is actually happening — clearly, confidentially and without theatre.
02
About
The next step rarely needs more information. It needs clarity.
Technology and operating reality
I have been around technology since 1994 and built my first machine at twelve. From there, more than 25 years across technology, media, business development, leadership and strategic consulting. Products, teams, boardrooms, negotiations, real growth and real mistakes.
AI and leadership
Since late 2022 I have been working actively with AI in real operating contexts, not as a topic but as a tool. That work is now woven into how I advise leaders: where AI changes decisions, structures, hiring, ethics and pace, and where it does not.
Evoluna and human development
Today I work as a strategic advisor, executive mentor and systems thinker for founders, CTOs, executives and organisations. I am also the founder of Evoluna, an AI-powered platform that helps people find the right mentor, coach or therapist. The two tracks feed each other: the work I do with leaders sharpens the platform, and the platform makes serious thinking partners easier to find.
My role is not to add information. It is to bring structure to what is already there, the decision, the trade-off, the quiet thing you have been avoiding, and turn it into clear forward movement. Direct. Confidential. Logic and the human, side by side.
Pert LompSTRATEGIC ADVISOR · EXECUTIVE MENTOR · SYSTEMS THINKER
03
Focus
Four tracks. One working frame.
01— STRATEGY
Strategic clarity & decision quality
Pivot or commit. Investor or bootstrap. Stay or step out. The decisions that shape the next two years rarely improve with one more deck. They improve with structure, an honest mirror and a thinking partner who has lived this before.
Strategic options framing & trade-off analysis
Investor, board and exit conversations
Negotiation preparation and live role-play
Career transitions at executive level
02— TECHNOLOGY · AI · SYSTEMS
Technology, AI and operating systems
Active, hands-on AI work since 2022. The questions that matter at executive level are not which model to call — they are how AI changes decisions, hiring, structure, ethics and pace, and where the company's own operating system needs to be rebuilt around it.
AI-era leadership: where it changes the work, where it does not
CTO advisory and engineering-leadership conversations
Operating-system redesign as the company scales
Product strategy at the strategy–engineering boundary
03— LEADERSHIP & RELATIONSHIPS
Leadership, relationships and hard conversations
The conversations leaders postpone are usually the ones that matter most. Co-founder tension. A senior hire that is not landing. A board that needs to be turned. We prepare them, run them, and clean up afterwards.
Hard conversations: prepared, rehearsed, executed
Co-founder, board and team dynamics
Senior-level performance, feedback and exits
Conflict navigation without theatre
04— PERSONAL OPERATING SYSTEM
Personal operating system & growth
No company outgrows its founder. The way you spend Tuesday afternoon, the calendar you defend, the things you finally stop avoiding — these decide what the rest of the work is even capable of becoming.
Decision logs, review cadence, calendar hygiene
Energy, recovery and decision capacity for senior leaders
Honest patterns: what you keep avoiding and why
From operator to orchestrator
04
Approach
Four working beliefs.
— OPERATING PRINCIPLE
Respectful honesty before comfortable wording.
Most people who come into mentoring already know most of the answer, and how to act on it. Our work is to look at it directly and put it in the right frame, so we stop spending the next quarter avoiding it. That is what an outside thinking partner is for. Confidentiality is my currency. No performance. No unnecessary softening. From me, only a clear and respectful reflection of the situation.
01
Systems beat willpower.
Discipline is finite. The cadence around the work — weekly reviews, decision logs, calendar hygiene, the rituals that survive a bad week — is what carries ambitious work into reality. We build the boring scaffolding so the interesting things happen by default.
— STRUCTURE
02
Decisions must work in Excel and in life.
A good strategic call survives on the spreadsheet, on the calendar, in the team room and on a quiet Sunday evening. If a plan is right on paper but no person around it can sustain it, it is not the right plan. Logic and the human, side by side.
— INTEGRATION
03
Clarity has to become behaviour.
A session that ends with insight and no movement is a story, not work. We finish with three concrete things you do this week, the one conversation you stop postponing, the metric that tells you whether the new direction is real, and a clear picture of what to remove because it no longer deserves energy. Then we come back and check.
— EXECUTION
05
AI and the human part
AI helps you think. A human partner helps you decide.
AI is one of the strongest tools we have for organising thoughts. It helps you see patterns, frame options, test arguments and open new perspectives quickly.
But leadership reality is not made of information alone. It includes responsibility, people, timing, trust, power dynamics, fear, silence and decisions whose consequences you have to carry yourself.
AI can help you think faster. A good thinking partner helps you see more honestly.
My work often begins where the AI answer already sounds reasonable, but the person knows that the real question is still open. What remains unsaid? Which conversation is being avoided? What is logically correct but humanly unsustainable? Where is the actual decision?
AI gives you options. A human thinking partner helps you choose.
Six concrete formats. Pick the one that fits the work. All bookings and payments are handled through Evoluna so you get verified profile, calendar, secure payment and a clean cancellation policy in one place. Multi-session retainers and team engagements by separate arrangement.
FLAGSHIP · STRATEGIC CLARITY SESSION
Strategic clarity session · 60 min.
A focused 1:1 conversation for founders, CTOs, executives and senior operators. The decision in front of you, the noise around it, the structure underneath. We end with three concrete next steps and a written reflection within 24 hours.
Two hours for the problems that do not unfold in sixty minutes — organisation-level decisions, co-founder tension, pivot-or-commit moments, AI-era restructuring questions. Written summary and three concrete next steps.
The cadence most executives settle into. Biweekly or monthly. Enough room to go beneath the surface question, not so long it runs on inertia. Strategic clarity and personal operating system, in one continuous frame.
For senior professionals at inflection points. New role, new company, new version of yourself. We build an honest map of where you stand, where you are heading, and the first real move you can make this week.
Preparation and live role-play for high-stakes talks: investors, boards, partners, co-founders, senior departures. You walk in rehearsed, not improvising. We work through the move, the counter-move and the line you will not cross.
Structured peer mentoring for two or more leaders, facilitated by me. A confidential room where senior people think out loud about live questions. Deep, mutual, surprisingly fast — and impossible to replicate alone.
All bookings and payments via Evoluna · verified mentor profile · cancellation up to 24h before the session · multi-session retainers and team engagements by separate arrangement.
07
In the room
What leaders actually bring into the room.
Real questions, not packaged ones. The patterns repeat across founders, CTOs and senior operators. A few examples from recent engagements, anonymised by default.
A decision that has been postponed too long because neither option is fully comfortable.
A key hire that was meant to solve a problem and has opened a new one.
An AI rollout where expectations are moving faster than the organisation's ways of working.
A co-founder or leadership-team tension that cannot wait for the next meeting any more.
A leader who keeps gathering more opinions while the decision itself does not move.
A career or role inflection point where everything looks fine on the outside but the direction is no longer settled inside.
A negotiation, a board pitch or a difficult conversation where the preparation has to carry from minute one.
The question that ends up on the table: what is really mine to carry, and what should no longer be in my hands?
08
How it works
A simple rhythm. Four steps.
01 — BOOK
Pick a slot on Evoluna
Choose the format, pay securely, you are in. A clean process without an extra layer of sales conversation.
02 — PREPARE
Send me the ground
A short written exchange before we meet: where you are, where you want to be, what is in the way. I come into the session already inside the picture.
03 — WORK
Meet, think, decide
60, 90 or 120 minutes online or in Tallinn. The room is for thinking, not performing. Between sessions: written reflection, prompts, the occasional honest nudge.
04 — REVIEW
Reshape the system
Every six to eight weeks we step back and look at what has actually moved. We keep what worked, change what did not, and stop pretending about the rest. No lock-ins.
09
A platform I am building
Evoluna: why booking happens there.
Evoluna is the platform I am building. An AI-powered marketplace that helps people find the right mentor, coach or therapist, based on what they are actually working through, not on who has the loudest profile.
My own bookings move through Evoluna because the platform settles the parts that should not need a separate conversation: a verified profile, a clear price, a secure payment, a real calendar, a clean cancellation policy. The room itself can stay focused on the work.
It also keeps the relationship honest. You see what I do, what it costs, how it is delivered, and how to leave — all in one place, on neutral ground.
I publish strategic and AI-era leadership notes on the platforms where the conversation actually happens, instead of duplicating them across personal blogs. Two places to read along.
This work is for founders, CTOs, executives and organisations facing strategic decisions, growth pressure, AI adoption, leadership rhythm changes or complex human situations. I work best with people who are not looking for motivation, but for clarity, honest reflection and concrete movement forward.
You should consider working with me if you are looking for:
a strategic advisor for a founder or executive
an executive mentor for a CTO or technology leader
an AI-era thinking partner for organisational change
a systems-thinking mirror for leadership rhythm and decision quality
a confidential partner for difficult conversations involving boards, investors, co-founders or senior teams
02Is this therapy?
No. I am not a therapist and will not pretend to be one. If a situation calls for clinical support, I will say so plainly and help you find the right person. Mentoring is for thinking more clearly, deciding more deliberately, and moving with less drag.
03I lead a technology company. Do you understand my world?
Yes. I have been around technology since 1994 and worked at executive level across technology, media, business development and strategy for more than 25 years — building products, running teams, sitting on both sides of investor conversations. I will not try to out-engineer your CTO. I will ask the questions your engineers cannot ask, and hold the frame when the operating system of the company becomes the bottleneck.
04How do you think about AI in this work?
I have been working actively with AI since late 2022, in real operating contexts — not as a topic, as a tool. The interesting questions at executive level are not which model to call. They are how AI changes decisions, hiring, structure, ethics and pace, and where the company's own operating system needs to be redesigned around it. That conversation is built into the work.
05Why not just talk to AI?
AI is an excellent tool for organising thoughts and finding new perspectives. I use it myself. But AI does not carry the consequences of your decision. It does not know the silent tensions in your organisation, the expectations of owners, the real dynamics of your team or what you are leaving unsaid. It can give useful advice, but it does not hold the room, reflect your avoidance or help you carry responsibility in real life. My work is not to replace AI. My work is to help you reach the part AI cannot do for you: decide, take responsibility, speak honestly and turn clarity into behaviour.
06How long do people usually work with you?
Most executive engagements run three to six months, with a biweekly or monthly cadence. Some leaders stay on quarterly as a long-term sounding board. There is no minimum — if one conversation is what is needed, that is a clean outcome.
07How does booking and payment work?
All sessions are booked and paid through Evoluna.app, the platform I am building. You see the live calendar, pick a slot, pay by card. Cancellation up to 24 hours before the session. Clear booking, payment and cancellation in one place, with no unnecessary administrative back-and-forth.
08What methodology do you use?
The GROW model as the backbone (Goal · Reality · Options · Will), the Eisenhower frame for triage when time runs short, and kovisioon (structured co-mentoring) for peer settings. Proven, widely-used frameworks — but the tool is always chosen to fit the person and the question, not the other way around.
09Languages and formats?
English, Estonian and Russian. Online or in-person in Tallinn, or a mix. Weekdays 10:00–21:00 EET. Weekends by arrangement.
10Is everything confidential?
Yes. Nothing leaves the room. Xpert Media OÜ operates under standard GDPR practice and confidentiality is the default — no case studies, no anecdotes by name, no LinkedIn posts. NDAs available on request when context calls for it.
11What if we are not a fit?
We usually feel it within fifteen minutes of the first session and I will say so plainly. If I know someone better suited, I will point you to them. Bad fit is not anyone's fault — it is information.
When the decision matters, start with clarity.
Bring the real question. I bring the structure, the honest mirror and the systems thinking. The room itself does the rest.