
34 segments available
Melissa Tan is an advisor, investor, and growth expert. She’s worked with fast-growing startups like Dropbox, Canva, Grammarly, and Miro, and for the past 2.5 years has been the Head of Growth at Webflow. There, she led the company's self-service business across Product, Marketing, and Growth, in addition to leading the charge on pricing and packaging. Prior to Webflow, she was Head of Growth for Dropbox’s B2B product, where she played a pivotal role in propelling their growth. In today’s episode, we discuss: • Attributes of high-performing teams • Tips for developing talent and seeking a mentor • How to create a strong culture of ownership • Frameworks for hiring PM and growth talent • Common pitfalls companies face when implementing growth strategies • Lessons from scaling Dropbox • The DACI framework for increasing team velocity • How to actually embrace first-principles thinking — Brought to you by AssemblyAI—Production-ready AI models to transcribe and understand speech | Mixpanel—Product analytics that everyone can trust, use, and afford | Eppo—Run reliable, impactful experiments Find the transcript at: https://www.lennysnewsletter.com/p/building-high-performing-teams-melissa Where to find Melissa Tan: • Twitter: https://twitter.com/melissamtan • LinkedIn: https://www.linkedin.com/in/melissamtan/ Where to find Lenny: • Newsletter: https://www.lennysnewsletter.com • Twitter: https://twitter.com/lennysan • LinkedIn: https://www.linkedin.com/in/lennyrachitsky/ In this episode, we cover: (00:00) Melissa’s background (04:12) What’s next for Melissa (06:45) Lessons learned from Dropbox (11:49) When to add sales to product-led products and vice versa (14:28) Managing people with a people-focused and results-oriented approach (17:14) An example of people-focused leadership (20:26) The importance of talent development and why Melissa invests in it (22:26) Tips for finding a mentor (24:58) Specific questions to ask when you are interviewing for a role (27:49) Companies Melissa has worked with (28:33) Attributes of high-performing teams (31:38) Creating a sense of ownership among team members (34:36) Building a team-first culture (36:54) Avoiding burnout by knowing your limits (39:24) Developing talent and unlocking potential within your organization (42:45) Melissa’s hiring practices and what she looks for in a product manager (44:40) The exact interview sequence Melissa utilizes (49:58) Common pitfalls when creating growth teams (53:43) “Flying formation” and the DACI framework (56:48) Who should own revenue (58:19) When to invest in growth (1:01:06) What to look for in your first growth hire (1:04:35) When it’s appropriate to hire an advisor (1:06:19) First-principles thinking (1:09:50) Lightning round Referenced: • Jiaona Zhang on LinkedIn: https://www.linkedin.com/in/jiaona/ • Lean In: Women, Work, and the Will to Lead: https://www.amazon.com/Lean-Women-Work-Will-Lead/dp/0385349947 • Tim Ferriss: How to Find a Great Mentor: https://www.youtube.com/watch?v=RVo1aZCyfO4 • Radical Candor: Be a Kick-Ass Boss Without Losing Your Humanity: https://www.amazon.com/Radical-Candor-Revised-Kick-Ass-Humanity/dp/1250235375/ • How to Monetize a Freemium Business: https://www.ycombinator.com/blog/how-to-monetize-a-freemium-business • DACI framework: https://www.productplan.com/glossary/daci/ • Leaders Eat Last: Why Some Teams Pull Together and Others Don't: https://www.amazon.com/Leaders-Eat-Last-Together-Others/dp/1591848016/r • The Untethered Soul: The Journey Beyond Yourself: https://www.amazon.com/Untethered-Soul-Journey-Beyond-Yourself/dp/1572245379/ • The Four Agreements: https://www.amazon.com/Four-Agreements-Practical-Personal-Freedom/dp/1878424319 • Winning Time: The Rise of the Lakers Dynasty on HBO: https://www.hbo.com/winning-time-the-rise-of-the-lakers-dynasty • ChatGPT: https://chat.openai.com/ • Webflow: https://webflow.com/ Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com. Lenny may be an investor in the companies discussed.
Melissa Tan shares her transformative experience with first principles thinking during her time at Dropbox. She discusses how hiring smart individuals without sales experience led to innovative go-to-market strategies, emphasizing the importance of context and user understanding in driving innovation.
"my aha moment of the value of first principles thinking was when I was at Dropbox we would hire a ton of like really smart people that had never done sales and had them do sales there are a lot of dis..."
In this segment, Melissa Tan outlines her career trajectory, highlighting her roles at Dropbox, Canva, and Webflow. She discusses her transition back to advising, focusing on her passion for helping early-stage companies scale their growth and refine their go-to-market strategies.
"after a short word from our sponsors today's episode is brought to you by assembly AI if you're looking to build AI powered features in your audio and video products then you need to know about assemb..."
Melissa reflects on her time at Dropbox, discussing the dichotomy between its successful consumer growth and the challenges faced in the B2B sector. She shares insights on what Dropbox did right and wrong, providing valuable lessons for companies navigating similar growth paths.
"Melissa welcome to the podcast thanks Lenny it's great to be here I'm excited to have you on I hear there's a big development in your career that is gonna be out by the time this podcast comes out whe..."
Melissa emphasizes the importance of hiring practices at Dropbox, focusing on selecting first principles thinkers who are collaborative and humble. She explains how these hiring strategies fostered innovation and a strong culture within the company.
"deeply I want to first talk about Dropbox so your Dropbox for four-ish year something like that doing a lot of their growth work and it was in the middle a lot of their growth spurts and things like t..."
In this segment, Melissa discusses the critical role of execution in growth strategies. She shares her experiences with growth experiments at Dropbox, highlighting the need for a user-centric approach and the importance of adapting execution strategies based on feedback.
"about go to market and growth so you said Dropbox essentially there was a late investment in sales and there's a sense maybe product like growth is going to take us really far and like I imagine like ..."
Melissa talks about the challenges of maintaining focus in a rapidly growing company like Dropbox. She discusses the need for clarity in go-to-market strategies and the importance of aligning consumer and B2B efforts to optimize growth.
"know um yeah awesome okay so let me start the transition into talking about building awesome teams and high performing teams and something that I know about you that I've heard from other people is th..."
Melissa shares insights on how to engage the entire company in growth initiatives. She reflects on the cultural shift needed to prioritize revenue and growth strategies from the outset, rather than treating them as secondary to product development.
"caring deeply about someone and being that kind of leader people may be listening and are like oh yeah I care a lot about my my reports but like what are some examples of what that means to you that m..."
In this segment, Melissa discusses the framework for determining when to invest in sales for product-led companies. She explains the signals that indicate a shift towards a sales motion and the importance of understanding the product's onboarding experience.
"be improved I know you're also a big fan of developing Talent internally versus hiring you know experts from the outside and it's always this like decision I think as a leader and as a company like ho..."
Melissa shares her insights on building high-performing teams, focusing on the attributes that make teams successful. She discusses her reputation for being a leader that people follow, emphasizing the importance of trust and development in team dynamics.
"personal career I had the biggest inflection point and the most progress I made as a product manager was one manager who just did exactly what you're describing where you invested really deeply in hel..."
Melissa Tan shares insights on how to approach mentorship organically rather than formally asking someone to be your mentor. She emphasizes the importance of building relationships through genuine conversations and seeking advice when needed, rather than putting pressure on the mentor-mentee relationship from the start.
"and then I I would also ask other people on the panel that are not going to be your manager but that work with this person especially if you happen to talk to people that they manage how is this perso..."
In this segment, Melissa discusses the key attributes that contribute to high-performing teams. She highlights the importance of clear goals, a strong mission, a results-oriented culture, collaboration, ownership mentality, and the need for fun in the workplace. These elements are crucial for fostering a productive and engaged team environment.
"it or if you are working with somebody you want to set up some type of monthly thing I think you can ask for that as well the only thing is I would just be respectful of the time so if you don't have ..."
Melissa elaborates on how to cultivate a culture of impact and ownership within teams. She explains the significance of defining individual scopes of responsibility, encouraging proactive problem-solving, and leading by example to instill a sense of accountability among team members.
"incredible roster so here's the question what are some of the most common ingredients you've seen across these teams which from an outsider's perspective seem quite High performing I think it first st..."
Melissa addresses the challenge of balancing individual performance metrics with a team-first mentality. She discusses how leaders can foster collaboration and support among team members while ensuring that individual contributions are recognized and valued.
"about the team and Thinking Beyond yourself the third thing is really this ownership mentality something I directly saw at Dropbox is when we were a smaller company everyone just felt a lot more owner..."
In this segment, Melissa shares her insights on avoiding burnout in high-pressure environments. She emphasizes the importance of recognizing personal limits, setting timelines for tasks, and ensuring that team members do not take on too much responsibility, which can lead to decreased focus and effectiveness.
"a million if we want to double the AR let's just double the team and so I actually push back significantly though I thought to myself if we double the team what is everyone on the team going to own an..."
Melissa discusses her approach to developing talent within teams. She highlights the importance of hiring individuals with a growth mindset, providing clear expectations, and facilitating early wins to help new team members ramp up quickly and effectively.
"this connects to something else I wanted to pull the thread on which is the team first bucket I think about meta not to like throw them under the bus or anything but I feel like everyone I know meta t..."
Melissa Tan shares her experience at Airbnb, highlighting the importance of a robust experimentation platform that allows for detailed data analysis. She emphasizes how such tools can streamline processes, avoid lengthy analytic cycles, and focus on key performance metrics like activation and retention, ultimately enhancing the speed and effectiveness of growth strategies.
"internal tools or trying to run your own experiments through a clunky marketing tool when I was at Airbnb one of the things that I loved most about working there was our experimentation platform where..."
In this segment, Melissa discusses the critical role of managers in developing talent within their teams. She outlines the importance of hiring individuals with a growth mindset and setting them up for success through clear expectations and early wins, emphasizing the long-term relationship between managers and their team members.
"let's come back to the developing Talent bucket I would kind of went on a tangent but I want to come back to that so we talked about why you're excited by developing Talent the benefits you've experie..."
Melissa elaborates on the significance of continuous feedback and maintaining lifelong relationships with team members. She shares her approach to providing visibility through tools like Loom videos, which help team members showcase their work and foster connections with leadership, ultimately enhancing their career development.
"their role it's a good Mutual fit I also tend to look for folks that have a growth mindset there are people that are wanting to learn they're looking for feedback they take feedback well and then afte..."
Melissa reflects on the principles of Radical Candor, a leadership philosophy that emphasizes caring personally while challenging directly. She shares her experience with Kim Scott at Dropbox and how this approach has influenced her management style, fostering open communication and growth within her teams.
"finally I think it's that lifelong relationship actually so I'm still in touch with a lot of people that I've managed and I've helped them you know whether it's they're looking for their new job or th..."
In this segment, Melissa discusses what she looks for when hiring product managers, emphasizing the importance of communication skills, critical thinking, and a growth mindset. She shares insights into her interview process, including live problem-solving scenarios that reveal candidates' approaches to challenges.
"leader we're gonna link to that book if folks don't know about it I love it you talked about hiring PMs and how that is important in building High performing teams so let's spend a little time there m..."
Melissa outlines her structured interview process for product managers, detailing the sequence of steps including a presentation component and feedback sessions. She explains how this approach not only assesses candidates' skills but also sets them up for success and provides insight into their potential fit within the team.
"I want to spend a little time here so what is the actual sequence that you recommend or you use for interviewing there's a presentation there's a rep call what else is kind of involved in that usually..."
Melissa discusses the importance of preparation for candidate presentations, including the timeline and expectations. She emphasizes the need for candidates to focus on substance over style and how this process helps gauge their understanding of the company and their ability to incorporate feedback.
"before that we have that that preparation call with me where often candidates will have questions like oh I I need to know this data or I'm curious about X and so it's really just a call to help them ..."
Melissa identifies common pitfalls companies face when developing growth strategies, such as lacking a clear go-to-market strategy and not being intentional about pricing. She shares lessons learned from her experience at Dropbox, emphasizing the need for data-driven decision-making and strategic planning.
"presentation and so if it's one week that's like long enough to create it but it's short enough that you don't spend tons of time the other thing is just making it clear like don't exceed more than x ..."
In this segment, Melissa discusses the importance of integrating growth into the company culture rather than treating it as an isolated function. She shares insights on how growth teams can work collaboratively with other departments to enhance user feedback and drive overall company success.
"sure we have time for the growth team stuff so let's transition to that and my first question here is you've worked with a lot of different teams a lot of different companies on helping them figure ou..."
Melissa introduces the concept of 'flying formation' to describe how growth teams should collaborate with other departments. She explains that growth should be integrated into the company culture rather than treated as a separate layer. This segment highlights the importance of clear roles and responsibilities among teams to avoid confusion and ensure effective collaboration.
"figuring out how you work with other teams I think the best or the ideal way to to work is to have growth Infuse in the company and so an example here is often the growth team is going to be potential..."
In this segment, Melissa explains the DACI framework, which defines roles within a project: Driver, Accountable, Contributor, and Informed. She discusses how this framework helps clarify responsibilities and decision-making processes within teams, reducing confusion and enhancing collaboration. Melissa shares her experience implementing this framework at Webflow to improve team dynamics.
"so d stands for driver this is the person driving the project a is accountable this is the person that's ultimately accountable and is often the final decision maker if there's any open questions C is..."
Melissa shares her perspective on whether product growth teams should own revenue goals. She discusses her experiences across different companies, noting that while revenue ownership can vary, she often sees it best placed within product teams. This segment explores the evolving nature of revenue ownership as companies grow and the implications for team structure.
"flying formation I love it that would make a great blog post by the way if you're looking for some to write an example of your actual client information webflow I think people would love that yeah one..."
In this segment, Melissa provides insights for founders on how to build their initial growth team. She emphasizes the importance of achieving product-market fit and understanding the ideal customer profile before hiring. Melissa suggests that the first growth hire should be someone who can manage a portfolio of growth channels and test hypotheses effectively.
"a lot of things you're talking about are kind of based on how growth starts at a company I imagine one of the most common questions you get is how do I start to invest in growth how do I hire my first..."
Melissa discusses the qualities to look for in the first growth hire, emphasizing the importance of analytical skills and a growth mindset. She contrasts the benefits of hiring someone with prior acquisition experience versus a strong first-principles thinker. This segment provides valuable guidance for startups on selecting the right talent to drive growth.
"volume isn't probably going to be strong enough I think even just finding like five individuals that are part of your target audience just doing user testing set up a zoom watch them on board onto the..."
In this segment, Melissa explains when it is appropriate to hire a growth advisor and what to look for in a candidate. She highlights the importance of bridging knowledge gaps within the team and suggests starting with a short engagement to assess the advisor's value. This discussion provides practical advice for startups considering external guidance.
"are you looking for an actual leader that's going to scale with the company or you know are you not ready quite yet for that what about in terms of their skill set I imagine if you're kind of feeling ..."
In this segment, Melissa Tan elaborates on first-principles thinking, defining it as the ability to create unique frameworks based on context rather than relying on established formulas. She highlights the significance of asking the right questions to form mental models and encourages a culture of curiosity and critical thinking within teams.
"the road just a couple more questions one is you mentioned that it sometimes makes sense to bring on an advisor I know sometimes companies have a bad time with advisors that just don't provide much va..."
Melissa shares her experiences at Dropbox, where unconventional hiring practices led to innovative sales strategies. She reflects on how hiring smart individuals without traditional sales backgrounds fostered creativity and innovation, ultimately benefiting the company's growth and market approach.
"advisor wants to make sure they're adding value so I definitely think it's like you know to summarize being really explicit on what advice you're looking for and making sure you're on the same page of..."
In this heartfelt segment, Melissa Tan expresses gratitude towards her mentors and team members who have contributed to her career development. She emphasizes the importance of recognizing those who support and guide you in your professional journey.
"awesome story is there anything else you wanted to share or touch on before we get to or very exciting lightning round I I think that's it I I wanted to make sure I know I talked a lot about you know ..."
In a rapid-fire lightning round, Melissa answers questions about her favorite books, shows, interview techniques, and product recommendations. She shares valuable insights on leadership, personal development, and innovative tools that have impacted her work and life.
"round I've got six questions for you are you ready yes what are two or three books that you've recommended most to other people the first one is Leaders Eat Last I really like that leadership book um ..."