10 Years as a Product Manager: My 5 Biggest Mistakes

Most product management content tells you what to do. This one is the opposite — a list of my biggest product manager mistakes over nearly a decade in the job, so you can learn them the easy way instead of the way I did. There’s plenty out there on how to become a PM and what a PM should do; think of this as your quick guide to what not to do.

None of these are theoretical. I’ve made every one of them, some more than once. Here are the five product manager mistakes that cost me the most.

Mistake #1: Falling in love with my product

This one has bitten almost every product manager I know, regardless of experience — and I’m no exception. We get so invested, so passionate about our product, that we start romanticising it. The industry doesn’t help, with tropes like “a product manager is the CEO of the product” or “your product is your baby.” (For the record, you’re not the CEO of anything.)

The trouble starts when that love makes you defensive. You stop being open to negative feedback. You turn a blind eye to the product’s shortcomings and only ever point at the good bits. And that quietly kills any scope for improvement — because you can’t fix what you refuse to see. The lesson took me a while: be objective about your product, and don’t take critical feedback personally. It’s aimed at the product, not at you.

Mistake #2: Building with almost no feedback

Plenty of products get built in a silo — little to no input from actual users, internal stakeholders, or even a basic competitor review. And when you build like that, you’re really just assuming: assuming the user will behave a certain way. That is almost never how it plays out.

You should always be hunting for feedback, direct or indirect. Talk to your users. Talk to finance, sales and marketing. Talk to your engineering and design teams. Poke around competitor platforms. Read the social-media comments, the Play Store and App Store reviews. Believe me, there is a mountain of feedback out there about every product — you just have to be open to it.

One caveat, though, which leads straight into my next mistake: don’t act on everything that lands in your lap. You have to learn the art of filtering the relevant feedback from the noise.

Mistake #3: Not being able to say no

This is the near-exact opposite of the last one — saying yes to every product request that comes your way. In my experience it’s worst in your early years, when you’re nervous, maybe a little scared, to put your point across to senior leadership. So you just nod along to every idea from your manager, the sales head, sometimes the CEO.

Learn to say no. If a request genuinely doesn’t hold up, say so and reject it. Put mistakes #2 and #3 together and here’s the balance I wish I’d found sooner: be open to feedback, but assertive enough to turn some of it down — because plenty of the requests you’ll get are, frankly, silly.

Mistake #4: Skipping documentation

For a long time I built products with little or no documentation. This is especially common in startups and smaller teams, where you’re permanently in firefighting mode and, under the banner of “execution speed” or “moving fast,” you ship things undocumented and patch bugs on production as they appear. Even when there is documentation, it’s often poor.

Bigger organisations have the opposite problem — over-documentation. But if I had to pick, I’d take over-documentation as the lesser evil every time. Here’s the very practical reason. Skip the docs and, depending on your rapport with engineering, you’ll probably get away with it until launch. But when something breaks in production — and it will — everyone starts looking for a scapegoat, and that scapegoat is usually the product manager. Good documentation is indispensable in exactly those moments: it helps you resolve the issue faster and keeps accountability honest across teams. And when you move on and someone inherits your product, no docs means they’re shooting in the dark, reverse-engineering your logic with the eng team before they can improve anything. That’s just unprofessional. (This is a big part of why I’m such a stickler for a proper PRD.)

Mistake #5: Going quiet when things go wrong

The last one is the most underrated: no proactive internal communication. It doesn’t matter how well you plan strategy, roadmap or sprints — every now and then, things go sideways. A release slips. And the mistake is holding some unrealistic hope that it’ll magically work out, so you sit on the update until the very last moment.

Here’s the thing: your manager, your head of product, your CEO — they’re all fine with a reasonable delay, as long as they get a timely heads-up and an honest explanation of the root cause. If you’d committed to four weeks and two weeks in you sense it’s slipping, send the heads-up then. Be transparent, don’t hide things. The blow-up happens when your boss is expecting a release in two days and only then do you say it’s not happening — that’s when people lose their calm, and that’s when you’re in trouble.

To be clear, I’m not saying don’t take timelines seriously — put in every effort to hit what you committed to. But the moment you’re sure you won’t, communicate it early, because everyone downstream has their own stakeholders to manage. Your sales and marketing counterparts have their own seniors to update. Missing a date is survivable. Sitting on the message until the last minute is the real mistake.

Turning product manager mistakes into lessons

These are some of my biggest product manager mistakes — and with time, I’ve come to see them as learnings rather than mistakes. Falling in love with your product, building without feedback, saying yes to everything, skipping documentation, and going quiet when things slip: none of them are exotic. They’re the ordinary, human traps that catch almost everyone at some point. The good news is they’re all avoidable once you can see them coming — which, if you’ve read this far, you now can. If you want to sharpen the flip side of these, my write-up on the top 10 product management skills is a good next read.

Frequently Asked Questions

What are the most common mistakes product managers make?

Five of the most common: falling in love with your own product (and getting defensive about criticism), building with little or no user feedback, saying yes to every request instead of pushing back, skipping proper documentation, and failing to communicate early when timelines slip. Most PMs hit at least a few of these, especially in their first few years.

How do you decide which feedback to act on and which to ignore?

Weigh it against your product goals and the data, not just how loudly it’s said. Feedback that repeats across many users, or that a clear metric backs up, deserves attention; one-off opinions or requests that don’t fit the strategy usually don’t. Being open to feedback and being assertive enough to reject some of it are both part of the job.

Is it OK to say no to senior stakeholders?

Yes — respectfully, and with a clear reason. Saying yes to every request from your manager, sales head or CEO leads to a bloated, unfocused product. Explaining why a request doesn’t hold up is far more valuable than silently building something that shouldn’t exist.

If you’d rather not learn all of these the hard way, that’s exactly what mentorship is for. I’ve mentored 50+ people into and up through PM roles at Google, Microsoft and Amazon, and a lot of it is simply helping them sidestep the mistakes I made. Book a free 1:1 mentorship session and let’s talk through where you are.

New to all this? Start with what product management actually is, or see what a day in the life of a product manager really looks like.

A Day in the Life of a Product Manager

Ever wondered what a day in the life of a product manager looks like? Imagine juggling, but instead of balls, you’re keeping a myriad of tasks like strategic planning, team coordination, and execution in the air. In the relatively new and ever-evolving world of product management, each day is a surprise package of challenges and opportunities. For aspiring product managers, buckle up for a sneak peek into what really goes on in the daily hustle of a product manager. And for the uninitiated, let’s shed some light on this creature called the ‘product manager’ and unravel what they actually do beyond those mysterious, closed conference room meetings. So, let’s get started.

A day in the life of a Product Manager
Image by wayhomestudio on Freepik

1. Writing

The art of writing can very well be called “the backbone of Product Management” as product managers do a lot of writing. I mean a lot. Writing is not just a task, it’s an essential tool for communication, clarity, and strategy. It encompasses a range of activities, each serving it’s own unique purpose. Some of the most common examples of different kind of writings done by a product manager are –

Documenting Ideas and Plans – These are simple & short form writing, including activities like jotting down spontaneous thoughts, taking meeting notes, detailing feature concepts, or sketching initial plans.

Product Requirement Documents (PRDs) – PRDs are the blueprint of a product’s vision and acts as a guide for design and engineering teams, ensuring everyone works towards a unified goal. Here is a detailed explanation of “Key components of a Product Requirements Document (PRD) & how to write one?

Roadmap Development – A clear roadmap, like a 3-month or 6-month plan, not only guides the internal team but also helps in setting expectations with stakeholders and aligning with broader business objectives.

Updating Project Management Tools – As a product manager, you would be required to regularly keep updating project management platforms like JIRA. Writing effective tickets or updates requires clarity and precision, ensuring that tasks are understandable and actionable.

Emails, Messages, Presentations & other Communications – An idea is nothing if it can’t be communicated well to the concerned stakeholders. From crafting detailed emails to preparing presentation decks, the ability to convey complex product concepts in an easily digestible format is a valuable skill for a product manager.

Reflective Writing – Beyond external communication, writing is also a tool for reflection and self-improvement. Keeping a journal or writing retrospective reports can provide insights into what worked well, what didn’t, and how processes can be improved.

2. Regular Updates

Staying updated and keeping others informed is crucial. This involves seeking updates from design, engineering, analytics etc. teams while updating other internal teams like sales, marketing, and fellow product managers. Through these regular updates, a product manager tries to monitor progress, maintain transparency, identify and address challenges swiftly, adjust strategies and thereby ensures that everyone involved is moving in the same direction.

The Art of Asking and Giving Updates

Asking for Updates – This involves not only inquiring about progress but also understanding team morale and any support the team might need. It’s about creating an environment where teams feel comfortable sharing successes as well as concerns.

Giving Updates – When giving updates, especially to stakeholders or non-technical teams, it’s crucial to translate the progress and challenges into a context that is relevant and understandable for them. This might mean highlighting how specific features will address customer needs or how delays might impact the market launch.

3. Meetings

A day in the life of a product manager is filled with meetings and most of the product managers suffer from the “no free slot on calendar” syndrome. Whether it’s Scrum, daily standups, monthly product reviews or some other meeting with a fancy name, these gatherings are vital for collaboration, strategic decision-making and problem-solving. They are not just calendar events, they are opportunities to align teams, drive progress, and foster a shared vision.

However, the value of meetings is not just in their occurrence but in their execution and relevance. Effective meetings can propel a project forward, while poorly managed ones can hinder progress and dampen team morale. Here are some dos and don’ts for effective meeting management –

Set a Clear Agenda – Always define the purpose of the meeting in the invite and include a clear agenda. If there are pre-reads or documents required, share them in advance to ensure productive discussions.

Documentation and Follow-ups – Taking notes during meetings and promptly sharing them with attendees helps in keeping track of decisions made and action items. This practice aids in accountability and follow-up.

Respect Time and Scheduling – Avoid scheduling meetings at short notice. Respect the time of your team members by planning ahead and giving them ample time to prepare.

Avoid Excessive Meetings – Too many meetings lead to meeting fatigue and reduced team morale. If the meeting objective can be achieved through an email or a quick message, then please limit it to that only.

4. Analytics

A product manager spends a significant part of the day on analyzing product metrics. The goal is to get some insights on user behavior, product performance and market trends. This involves tracking key performance indicators (KPIs) like daily active users (DAU), engagement rates, user retention, conversion metrics etc. to understand how users interact with the product and where improvements can be made. For e.g.- if data reveals a high drop-off rate at a specific point in the app, a product manager usually investigates the funnel by applying various filters like user type (paid or free, new or returning), platform (app or web), source (organic traffic or marketing traffic) etc. and tries to fix the issue. Please note that this analysis doesn’t always need to be done with some sophisticated analytics software but can very well be done with the good old excel sheet analysis.

Additionally, analytics supports a data-driven culture within the product team, ensuring that decisions are based on factual user data and trends, rather than assumptions. This approach not only streamlines the product development process but also aligns it closely with the user’s needs and market demand, paving the way for the product’s success.

5. Research

Research is a fundamental aspect of product management, underpinning the development of informed, data-driven strategies. Research in product management is about gathering and synthesizing information from multiple sources to make well-informed decisions and this enables a product manager to develop products that truly resonate with their target audience and stay competitive in the market. For a product manager, research involves a blend of market analysis, competitor evaluation, user research and staying abreast of industry trends.

Market and Competitor Analysis – Understanding the market landscape is crucial. This includes analyzing competitor products, market trends, and customer preferences. Tools like SEMrush or Ahrefs can be used for competitor website analysis, while platforms like Nielsen provide market insights. For example, identifying a gap in a competitor’s product can reveal opportunities for differentiation.

User Research – Engaging directly with users through surveys, interviews, or focus groups is invaluable. This primary research provides firsthand insights into user needs, pain points, and feedback on existing products.

Staying Informed on Industry Trends – Keeping up to date with the latest trends in the industry is essential for forward-thinking product development. This could involve subscribing to industry publications, attending webinars and conferences, or participating in online forums and communities relevant to the product domain and of course, by subscribing to “Product is Life” YouTube channel.

To conclude, the life of a product manager is multifaceted and dynamic. Balancing these diverse responsibilities requires skill, adaptability, and a keen understanding of the product landscape. Each day in the life of a product manager is a blend of strategic thinking, detailed execution, and constant learning, making it a challenging yet rewarding role in the corporate world. As the field continues to evolve, so will the role of the product manager, adapting to new challenges and opportunities in the digital age.

How to break into Product Management?

So, you think you can manage product? Product management is one of the fastest growing professions right now with ~32% growth from 2017 to 2019. And just like it is with anything in the growth phase, everybody wants to get in on the action. 

However, product management has still not gone mainstream yet. A lot of us (including myself) are not even aware of this profession until we come across a product manager. And by the time we get to know, understand and fall in love with product management, it might already have been too late. We might have taken a different course during graduation or already started our career in a different domain. And thus, many of us are left wondering “How to break into Product Management?”

Get into Product Management

Why Product Management?

If you are here reading about breaking into product management, then I can safely assume that you have a good idea of what product management is, what does a product manager do, and you are excited about pursuing product management as a career. However, I have seen a lot of people get fancied by wrong stereotypes or myths and thus deciding to get into product management. So, just a quick heads up before we start – 

1. “You are not going to be the CEO of your product”

You are not going to be the sole decision maker (especially in MNCs) and will have to take inputs from probably 10 different teams. It’s not gonna be like whatever you think of gets build.

2. You will be held accountable for anything that goes wrong

Though you are not the sole decision maker of your product, you will have to take responsibility (directly or indirectly, fully or partially) of your product’s failure. Also, you may not always get recognized (or at least will have to share credit) when your product delivers successfully. 

3. You will have to multitask

You’ll be making long term strategic decisions and at the same time firefighting 10 different day to day issues. So, don’t ever think of giving excuses like “I am not able to focus because of context switch”. 

Note – Getting into any profession mainly has 2 key steps – 
1. Getting shortlisted for the interview 
2. Acing the interview
Here we try to focus more on the “getting shortlisted for the interview” part of breaking into product management. To learn more about what skills you may need to actually ace the interview refer to our post on Top 10 product management skills.

Who are you?

Now, there is no one size fits all guide for breaking into product management. Depending on where you are right now in your professional journey you may have a different path to product management. 

Fresher (Recent college graduate) 

You have just recently finished college and have no (or very less) work experience.

1. Practise Practise Practise

This holds true for almost any profession. The more you practise the better you’ll get at the product management.

a. Try to think from multiple point of views 

  • User (How does the product adds value to the user),
  • Business (How does the product helps generate revenue), 
  • Technology (Tech feasibility, complexity and scale of your product)

b. Pick your most frequently used apps (or websites). Assume that you are a product manager there and try to come up with –

  • 10 things you would like to improve about that app
  • 10 things you really like about that app which you think are unique about it

2. Awareness of basic Product Management concepts 

Familiarize yourself with the basic product management concepts like PRD, MVP, Sprint, Wireframes, User stories etc. May be do an online course related to product management. However, don’t yet go too deep into the theoretical concepts. The idea is just that you are able to understand and follow the discussion if these terms come up in a discussion somewhere and don’t end up feeling totally lost.

3. Build something 

Showcase your passion and, in a way, prove yourself.

a. Make your own website

This is a highly underrated exercise. Don’t worry too much about the content to begin with. Just think of it as your online CV (curriculum vitae). Put whatever information is in you CV on your website. The simple process of designing the website, structuring the site directory would give you (as a fresher) immense clarity on what lies ahead on the road to product management. You’ll realize that there is a thought process behind even the simplest of the things like font, font size, button color etc.

b. Make your own app

Since we are living in a mobile world, this is the need of the hour. There is an app for almost everything nowadays. There are many platforms like Appy Pie, Andromo etc. which let you create your own app quickly without much technical (or coding) knowledge. This would again give you clarity of thought and structure in terms of what the user flow should be, how to arrange information, should you show all information on one page or split it into multiple steps etc. And besides everything else, this is actually quite fun.

4. Communication skills 

Though there are a lot of skills required for product management, communication skills stand out for a fresher as you probably don’t have many projects to showcase your skills yet. And thus, your communication skills are your biggest ally to convey your ideas and thoughts to the interviewer. For other important product management skills, refer to the “Top 10 skills that every product manager must be good at”.

5. Internship

If you can get a few months internship in a product management role, go for it. You can easily find out internship opportunities on almost every job search platform. Although I’m not a big fan of unpaid internships, but if it’s a good role (or a brand), then I would suggest not to make stipend (salary) as a big mental roadblock and just go for it. Think of these few months as a long-term investment in your future.

6. Referrals

You are much more likely to get an interview call if you are referred by an existing employee vs if you applied online. Also, as a fresher, chances are that your CV would most likely get filtered by bots (due to lack of experience) if you just apply online on the company website. So, reach out to your network of friends, family, school / college alumni and just shamelessly ask for a referral. It’s not a big deal.

Working professional in Engineering, Design, QA or Analytics 

You are at an advantage here as most probably you already know how product management works. Being part of Engineering, Design, QA or Analytics, you must have already spent a good amount of time with product managers in your company and thus have a much better and realistic understanding of the role.

It’s much much easier for you to transition into product management within your current org. Even if you don’t like the PM org in your current company or don’t plan to stay at your current company for long, just stick around and transition into product management first. Take whatever project you are getting as a product manager. Just get stamped as a product manager once. Because there is a basic flaw in how the recruitment happens in majority of the companies – your most recent designation matters the most during recruitment.

Just be very open and transparent with your manager that you want to get into product management. A lot of employers (or managers) appreciate it when employees are clear and honest about their career aspirations. If you have stayed a few years in your current company (in any of the above roles) then transitioning to product management is more of a question of relationship management rather than skills.

Give it time. My view is to give it around 6-12 months. If your manager can’t get you a full-time PM role in this time, then it’s clear that you are being taken for a ride and it makes more sense to start exploring outside your current company. But hey, hopefully by now you have got at least one product management gig and can mention yourself as a product manager in your CV (We all exaggerate in our CV. That’s a fact. Don’t judge me).

Working professional in some other domain

You are probably working in a profile which has no (or very little) overlap with product management, let say Accounting, Sales or HR.  Now, this is a career shift we are talking about. First of all, kudos to you for at least acknowledging it to yourself that you want to make this shift. You may have to let go of the work experience and seniority that comes with it. It may involve a pay cut as well.

Please me mentally prepared that it is going to be relatively tough for you to get into product management (due to the basic flow in recruitment practices we talked about earlier). Once you have made up your mind about getting into product management, then the steps for you are pretty much similar to what we discussed for a fresher above (because like it or not, you are a fresher when it comes to product management).

Please note that these were just some of the non-conventional practices to break into product management. You still have a lot more to do with respect to actually honing your product management skills and acing that interview once you get a call. Let us know in the comments your thoughts on the above steps or if you have any more ideas about breaking into product management that may help aspiring product managers in future.

How to explain Product Management to your parents?

Let’s be honest, as a product manager, you find yourself in a really tough spot when your friends and family ask you that dreaded question – “So, what does a product manager do?”. Heck, people within the tech domain also can’t properly explain what Product Management is and what does a product manager do? And a lot of times, product managers themselves can’t properly explain what they do (and thus, the high level of Impostor Syndrome among product managers). Over the years, I have (or at least I think I have) been able to successfully explain my job role to my mother. So here is my 2 cents to fellow product managers trying to explain their job to the world without feeling like a total con man.

Explain Product Management to Parents

P.S. Our assumption here is that we are dealing with someone who isn’t familiar with the know-how of the tech world. And thus, at times, some of the concepts below may seem too obvious to you but try to think of it from the perspective of a complete outsider.

Step 1 – The “short and simple” explanation

Don’t overload your family with complex Product Management concepts at the beginning itself. They won’t get it in the first attempt for sure. Don’t even think of bringing up that Venn diagram where Product manager sits at the intersection of business, design and technology. Just give them a simple and short explanation to build some credibility and comfort first. For me, during the initial few years, the go-to answer has been “I make Software”. I know that it is not entirely accurate as product managers don’t code but at the same time it is not completely false as well since product managers do help create software by defining what the software should do.

Next, sooner or later, you’ll be asked some variation of “But you don’t code. So how do you make software then?”. Time for step 2.

Step 2 – Explain how Software is made

Now, without getting into too many details, you just have to communicate the concept of how a software is made. I usually explain it as –

  1. There should be someone who can define what the software should do. For e.g. – should it help you buy stuff online, book a cab or watch a movie etc. These are the product managers. 
  2. There should be someone who can actually write the code to create the software as per the requirements defined above. These are the software engineers.

To make it simple, try to use an analogy with some other profession which is more relatable to them. I usually use one of the below 2 –

Making a movie

  • There are “Actors”, who act and are the face of the movie for most of the people. And then,
  • There are “Directors”, who decides the storyline, cast the actor, guides them and works with them to make sure that everyone plays their role to perfection.

A product manager is more like a “Director” for the software.

House Construction

  • There is an architect who designs the blueprint of a building – how many floors it should have, how many rooms should each floor have, size of each room, where should the kitchen be etc. etc. And then,
  • There are contractors who, along with their team, carries out the task of actually building the house as per the architect’s design. 

A product manager is more like an architect in this example.

Feel free to use any other profession if it helps your case.

Step 3 – Time for the details 

Now that you have briefly explained your role as a product manager, it’s time to get into the finer details of product management. Now you have to try and explain your product (aka Software) to your family. There is no set framework for this. However, it would really help your case if they have already used your product (or a competitor’s product) in some capacity. If not, then try to make them use your product if possible. Next, try and explain them –

  • Who are the users of your product?
  • What problem does your product solve?
  • Most importantly, how does your company make money (or plan to make money) through this product?

However, just try to keep things at a high level without getting into too many details. Remember, you are not trying to hire them for your team. You are just trying to explain your work life (which is at least one-third of your life) to them so that you both can connect better and have much more meaningful conversations. And believe you me, when you get to a state where you can freely talk about your work with your family, it brings a totally different level of satisfaction and peace of mind.

P.S. The above steps got the job done for me in the past. They are not guaranteed to work with every individual. However, it’s worth a shot.

Did you find this helpful? Is there some other approach that has worked for you to explain product management? Let us know in the comments or through our social media.