Career moves aren't planned years in advance — they're recognized in the moment because you've done the work to know yourself.
E.L. Doctorow said once said that 'Writing a novel is like driving a car at night. You can see only as far as your headlights, but you can make the whole trip that way.' …You just have to see two or three feet ahead of you...
Anne Lamott, Bird by Bird
Especially in today's market, take it one turn at a time.
Like product development itself, clarity on career growth requires reflection — internal and external signal — that turns into action.
That clarity helps you recognize the right opportunities when they appear, and it guides your development in your current role. As a result, your self-awareness — perhaps the most valuable PM characteristic — will come across loud and clear in career conversations.
This is the framework I’ve used for my own career, and also while coaching PMs. There are five dimensions of reflection, each with question prompts and a “balance check” to help guard against excessive introspection (i.e. The Reflection Trap). If you’re serious about this, challenge yourself to write your reflections using the canvas worksheet, because crisp writing is evidence of clear thinking.
The Career Canvas: Five Dimensions of Reflection
1. Energy Drivers
Where do you find your flow?
Key reflection questions:
What were the three moments over the past year when you lost track of time because you were so absorbed in the work?
Which meetings do you look forward to, and which do you dread? Why?
When peers seek your input, what types of problems do they bring to you?
What type of work makes you want to immediately open your laptop and dive in?
If you could spend 80% of your time on one aspect of product management, what would it be?
Balance Check: Avoid the reflection trap by focusing on observable moments and concrete situations, not just feelings. Energy patterns reveal themselves through impact and outcomes, not just internal reflection.
2. Environmental Fit
What conditions unlock your best work?
Key reflection questions:
In your highest-performing periods, what was unique about the team structure or dynamics?
What's the hardest feedback you've received about your working style? What environment is necessary to lean in and go to work on that?
Think of your best manager—what specific behaviors made them effective for you?
What level of structure vs. chaos brings out your best thinking?
How do you prefer to receive recognition for your work?
Balance Check: These reflections must be grounded in your real experiences and feedback, not theoretical preferences. Your environment shapes your performance in ways others can often see more clearly than you can.
3. Impact Scope
Where do you want your influence to be felt?
Key reflection questions:
What's the most meaningful impact you've had in your career so far? Why?
When you look back in three years, what do you want to say you helped build or change?
What scale of problem energizes you — from specific individual user pain points to industry-wide challenges?
Which matters more to you: depth of impact on a focused area, or breadth of influence across many areas?
What type of metrics excite you? (e.g. user engagement, revenue growth, etc)
Balance Check: Impact isn't just what you think you achieved — it's what others experienced. Your reflection should incorporate both your intentions and your actual influence on teams and users.
4. Craft Focus
Which aspects of product craft light you up?
Key reflection questions:
In which situations do peers or team members most often seek your guidance?
What product decisions come naturally to you versus requiring conscious effort?
Where in the product process do you find yourself wanting to dive deeper?
What skills are you actively building that excite you?
What type of problems do you solve differently than other PMs you know?
Balance Check: Strong product craft emerges from both inner aptitude and market validation. Pay attention not just to what you enjoy, but where your work consistently creates value. Your strongest skills often live where your interests intersect with what others seek from you.
5. Growth Velocity
How are you accelerating your learning?
Key reflection questions:
What feedback have you received in the last six months but haven't addressed?
What skills gap makes you most uncomfortable in your current role?
Which aspects of product management still feel like a mystery to you?
What's the biggest risk you've taken recently to grow your skills?
What would make you feel more confident in your next career conversation?
Balance Check: Learning happens in the space between reflection and action. Don't mistake learning about something for actually developing the skill. Look for evidence of growth in your work outcomes and others' changing perception of your capabilities, not just in your own assessment.
Getting External Signal: Becoming a Feedback Magnet
The Reflection Trap is endless, excessive introspection — overthinking past decisions without learning from them, or focusing on feelings while ignoring impact. The “balance check” in each section above helps guard against this trap.
First Round’s excellent becoming a feedback magnet is a must-read. Strong self-awareness comes from combining reflection with external feedback.
Make it easier for those around you to give you feedback. Reflection without external input is incomplete and often misleading. Here's how to ensure your self-awareness is grounded in reality:
Create micro-feedback opportunities
Schedule skip-level 1:1s with key stakeholders
Ask other PMs to join your customer calls
Volunteer to present at team meetings
Share your work-in-progress thinking
Ask specific questions
"When was the last time you saw me really excited?"
"How could I have handled that question differently?"
"How would you describe my working style to someone else?”
"When have I gotten in the way, instead of helping accelerate?"
Turning Reflection into Action
Each insight should drive clarity that results in action — an experiment, a conversation, a decision.
Write a conclusion — Synthesize the insights
Take what you’ve written down across the five dimensions and synthesize. (Do the product work!) What patterns emerge? What types of businesses, stages of companies, teams might be a good fit?
Then:
Document your patterns
Keep a "wins" document to track successful moments
Note which types of work consistently energize you
Record feedback themes you hear repeatedly
Track what you learn about your working style
Create growth experiments
Volunteer for projects that stretch you in areas you want to develop
Seek out mentors who excel in your growth areas
Say “Yes” — try it all
Start side projects to build specific skills
Build your opportunity radar
Share your learning goals with your leader
Network with PMs; join communities like Lenny’s
Follow companies solving problems you care about
Stay connected with past colleagues who know your strengths
Making Decisions
Remember: The goal isn't perfect self-knowledge — it's to generate enough clarity to act with intention. Like product development, career growth is iterative. Each move is an opportunity to learn, adjust, and grow stronger in your understanding of yourself and your impact.
When opportunities arise, evaluate them against your reflection across those five dimensions:
Does this role play to my energy drivers?
Will this environment enable my best work?
Does the impact scope align with what motivates me?
Can I apply my craft strengths while growing in areas that interest me?
Will this accelerate my learning and growth velocity in meaningful ways?
The best product leaders aren't planning every step — they're developing deep self-awareness and recognizing the right moments to grow or pivot. Start building that awareness now, whether you're searching for your next role or maximizing impact where you are. Know yourself, know your move!