This is a two-part question. Let me first articulate how I like coming up with ideas for new opportunities, followed by how I like to make decisions about what to build. Hopefully, you don’t mind that I’m thinking about “opportunities” because it might not always be a feature that’s the right solution. I should start by saying that there isn’t one right approach to coming up with ideas. In my experience, I’ve had success ensuring that there are: 1. Insights from the four lenses: Customer, Business, Market, Technology 2. Effective methods to facilitate ideation At the core, you have to have a deep understanding of the underlying user pain point you’re trying to solve through a thorough investigation of the Customer by talking to customers and product usage. You might actually learn very quickly that the user problem is around discoverability or activation, not necessarily a feature gap. Ideally, the customer impact is so deep that it translates effectively into Business impact. The Market context is critical to help understand how your user will experience the product within the broader competitive landscape and the direction an industry is headed. Finally, the Technology lens offers insight into what capabilities could be used as part of a solution. Preferably, these four lenses come together through cross-functional ideation that has the right participants (e.g. PM, UX, Eng, and even folks go-to-market teams). In a hybrid world where we’re working across time zones, I’ve enjoyed having the opportunity to ideate together synchronously and asynchronously. In terms of decision-making, the ideation process should lend itself to initial layers of prioritization. I won’t go into prioritization frameworks here, but there are many out there. They do tend to distill back to impact and effort and sequencing. At HubSpot, depending on the type of decision we are trying to make, we may use a “driver, approver, contributor, informed” DACI model used by other companies we admire like Atlassian.

0 -1 product development refers to building a new product or service line from scratch (0) to bringing its first iteration into the hands of customers and users (1) The first step to develop a 0-1 product is to deeply understand the market need. I look at this from the buyer perspective, the end user perspective, and the competitive landscape perspective. Unless you understand, what's needed, what exists, what's missing, and what will differentiate your solution and validate your need to exist, you cannot begin the next phase, which is product definition. 

Design a product for drivers driving in rush hour. I am betting every human stuck in traffic has once thought... “Dang this traffic sucks, I wish I could [insert idea].” The best answer I’ve heard is a tablet-sized visual, that is connected to the internet with key apps such as email, song playlist, podcasts, call functionality; along with the capability for partial self-driving in traffic. Once in rush-hour it kicks in, frees your attention to do other things, improves health of the driver by reducing both physical and psychological strain of commuting in rush hours and is highly scalable to autonomous-capable vehicles. I liked the answer because I’d buy this product 🤪 but also because the answer was (1) optimized for reducing real pain points (2) accounted for the future of driving (3) was a little wild, but not too out there. When I heard this answer I could tell the PM was both imaginative but grounded in solving real problems.

Let’s say that a product team and an executive team are aligned on the goal of improving customer satisfaction with the product (measured by a CSAT survey). The product team will then do research and perform experiments to validate the best way to impact customer satisfaction. Including executives in the research process via stakeholder interviews is a great way to get input early - executives are viewing things from a much different perspective than team ICs and often have great ideas. When the team prioritizes opportunities to pursue, the framework they use for prioritization can also be used to convey their point of view on the best way to impact customer satisfaction. If an exec suggests making an adjustment to the roadmap during the team’s roadmap review, seek to understand why and dig into their thought process. Then, seek the truth. Is there a quick way to validate or invalidate the feedback? What does the objective evidence point towards as the best opportunity to impact the goals? For more on this topic, I recommend “Cracking the PM Career” by Jackie Bavaro which has a chapter on working with executives.

Not sure I would call them hacks, but I have various things I do to manage both my workload, product execution and overall team management. 1. ToDo List Goes without saying. Be organized and find a system that works for you. Pen and paper? Go for it. Trello board? Do it. Adoption Notion? Fire away. For me, it's been about finding what system works for me and being relentless with it. My memory is generally solid, but our roles as PMs mean we shift a lot ,and keeping track of things is the only way to be successful. You don't want to be known as the PM that people have to remind about asks over and over again. 2. Manage Your Calendar with Precision I manage my calendar carefully. I block the time that I need for things like responding to interruptions and checking in with various projects each day/week. Unless it's critical, I won't move those slots and that allows me to stay organized and on top of things. 3. Kanban for the Win I have been using a Kanban-style prioritization process for over a decade. Allows me to easily see what's in flight, what I need to keep an eye on, and at any given time, what is top of the pile to focus on. Lots of great tools for this, like Trello. I try and keep it simple with a backlog of items, what's in flight, and then what's done. 4. Automate to Success So many of our daily tools have automation capabilities that we can leverage to help with the simple things. The more "little things" I can take off my plate the better off I am to focus on the value-added things in my workload. Don't fall into the trap of "it's just easier for me to do it this time". If there is a way to invest a small amount of time to automate repetitive tasks or items.....do it.

Today, our org structure follows the ethos of "Small, autonomous teams". In this structure, we generally have a PM paired with a Technical Lead (Eng), somewhere between 3 - 5 Engineers, and a Business Systems Analyst to focus on operational and analytical tasks. Some teams have a Design/UX representative as well, where applicable. Hierarchically, we have these teams organized into Pillars, with a shared broader mission/remit. Pillars are led by a triad, with a Senior PM, Product Lead, or Group Product Manager aligned with an Engineering Lead (above TL) and a BSA Lead or Design Lead where relevant. Finally, those Pillars roll up into Groups, where the Director level can provide guidance to the respective teams. The main thing to note about these structures, though, is that they take time to mature; where we are today is a step function change from where we were last year. Eventually, I do hope to land in the formation outlined above, but we will continue to transform as individuals grow in their roles or are brought on board over time. 

I talked about my take on desirable qualities in one of my previous responses, so I’ll focus on the common mistakes I’ve personally made in my career in the past, that hopefully will help others avoid those pitfalls. * Mistaking motion/effort for progress (This is also one of Meta’s posters on the wall in our campuses) * Rushing to prove my value (whenever I switched roles or teams). * Not being able to articulate the “So what” well. Eg: I’ve launched this shiny new feature, so what? * Assuming everyone has the context (and motivations) that I have * Assuming everyone understands how I communicate (and my jargons) * Not stepping up soon enough to grab a new opportunity a.k.a feeling scared * Asking for permission * Getting comfortable in a role; growth & learning plateaus

Alignment can be a challenge for platform product managers since you usually have more than the average number of internal stakeholders and increased cross-team dependencies to get your work done. At best you have the potential to have a large scale impact, at worst your projects get blocked by another team. That’s why it’s critical to gain alignment across the broader platform. When striving for cross-team alignment, I always tell my teams to think in ‘spheres of influence:’ * Start with your immediate team: Work with your team to prioritize your product roadmap based on customer feedback and data. Make sure your team is bought into the work before circulating too broadly. * Expand to your larger product area: Most teams do quarterly planning, so once you and your team know your quarterly roadmap, I highly recommend circulating it to your broader product area, which includes teams that you partner with closely. You want to identify any cross-team dependencies as early as possible and get the work prioritized on their roadmaps if necessary. Since you usually partner closely with these teams and you’re probably also doing work that their teams need, the hope is that you can negotiate getting onto each other’s roadmaps. * Expand to the entire product organization: Since platform work has a broad impact, you usually want to let the wider product organization know what you’re working on as well. This can help you identify early unintentional impact you may have on their teams or even better, ways they can benefit from your work. Usually you have a good sense of your key internal stakeholders so you may be able to limit alignment to a few key teams outside of your product area, but it never hurts to let the broader organization know what you’re working on.

Great question! The move from Senior PM to Director level and above is a challenging one. In general, the change really involves the transition from product management to product leadership. You are typically going from managing one team at a high level with one roadmap and no direct reports to a role managing multiple teams at a high level with multiple roadmaps and direct reports AND driving an effective vision & strategy for your portfolio that brings those elements together AND provide tools and conditions for the whole org to get better at being PMs. Whew! Given the changes in responsibilities, you’re likely going to have to evolve into performing at the Director level so you can set your” opportunity table” for a Director opportunity. Given where the Senior PM level usually sits, here are probably the kinds of skills and experiences you’ll need to try to acquire: 1. Learn how to manage and mentor people. Does your company hire interns? Manage one or more of them! Does your company hire new people that need mentors? Become a mentor! Manage people volunteering somewhere! There’s lots of ways to get skills and experience here, great books too (Leaders Eat Last by Simon Sinek I highly recommend.) But in general the best teacher for managing people is experience. 2. Learn how to build product strategies at the portfolio level. If you’ve gotten to the Senior PM level, you probably know how to develop a strategy for your product or feature. But doing this as a portfolio level is different. It requires thinking longer term about multiple teams with multiple strategies & roadmaps. The best way to learn this skill is to take on the responsibility of doing this or sharing it with your boss or higher-ups. This is a stretch to do in the beginning, but the more you do it the better you get at it. Some good practice is also crafting strategies for products you like or companies you admire. See how many of them come true and how right or wrong you were. Learn, rinse and repeat. I also recommend Good Strategy, Bad Strategy by Richard Rummelt. Amazing book on this topic. 3. Help your fellow PMs in the org level up via skills like org design, policy design, tooling upgrades, etc. Basically practice the art of leveling up a team by creating an environment for PMs to level up and do great work. Think about your own experience doing your best work. What kinds of tools, policies and cultural norms were in place that really helped you level up? Now think of ways you can get from where you are today to that ideal. What tools do you need? What policies need to change? How does the culture need to change? From here, learn how to drive the highest priority items. You don’t need to be a Director for this, you can pursue it by speaking up in feedback forums on these topics, work with your peers or managers to make things happen, etc. If someone was taking initiative here, you can bet managers will be considering them for leadership spots. That’s the high level summary! The opportunity actually presenting itself requires being at a company where there is a need for someone at that level, which requires a bit of luck and timing. So all places aren’t going to be best fits for you, and you should assess that on your own as well. As for types of tracks, PM leadership skills are pretty transferrable. Director, Senior Director and VP are more traditional paths. But I’ve seen old bosses and colleagues go lots of different ways. Something I hear a lot is that the PM role prepares you for being a start-up CEO. Have certainly seen that happen! An old boss is CEO now. But I’ve also seen lots of people end up in Marketing, Design, Engineering, Strategy…there’s no one set path!

If you know that customers are not willing to adopt your solution, that's a bad spot to be in. 1. Re-evaluate what led you to the decision to build & when to do it. Was there a gap in your methodology, or a piece of research that led you down this path? How can you avoid this for the next piece of strategy planning? 2. Don't hope for better adoption -- test and prove this out. Can you get a high quality signal that customers will adopt, e.g. customers will pay you now for access to it? 3. Is there a wider org that will bear the cost of holding this solution, and values it for reasons other than direct revenue?