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Product Marketing Coaching and Advising

Thrive in your career and lead with impact.

I help ambitious PMMs land and thrive in their dream jobs, and help PMM leaders turn chaos into clarity, strategy, and results.

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Hi, I’m Yi Lin Pei, 3x PMM leader, mom of two, and founder of Courageous Careers.

Product marketing demands clarity, strategy, and influence, yet most PMMs are left guessing, juggling unclear expectations and contradictory advice.

If you’re here, you might be facing one of these challenges:

  • You’ve stepped into a new PMM or leadership role, and imposter syndrome is creeping in.
     

  • You’re leading a team and want to uplevel your team performance, drive meaningful impact, and successfully tackle high-stakes projects in an ever-changing environment.
     

  • You’re in a competitive job market and struggling to stand out and land the right role.

Sound familiar? You’re not alone, and you’re in the right place.

 

I’ve helped 200+ product marketers and dozens of leaders reach their career goals and drive business impact with all the confidence and none of the burnout. 

 

So, let’s get you unstuck and moving forward.

I’ve supported 200+ clients at companies including:

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Ebun Onagoruwa

Senior Vice President of Brand & Product Marketing 

“As a product marketing leader stepping into a new org, I was looking for a trusted thought partner, someone who could challenge my thinking. Yi Lin was exactly that. She’s a steady, strategic presence with sharp instincts and no patience for fluff, equally effective in navigating org design, go-to-market strategy, launch excellence, and the day-to-day realities of leading a large team.


She brought valuable frameworks, and as a respected voice in the broader product marketing community, her published work gave me a helpful external lens to pressure-test our approach.


Yi Lin is incredibly responsive, curious, a natural problem-solver, and always willing to help. What sets her apart is her ability to cut through noise, surface core issues quickly, and offer practical, high-leverage advice grounded in real-world experience. Her input helped me move faster and lead with greater clarity.


I highly recommend working with Yi Lin."

Here is how I can help:

1-1 Coaching Services

Get the most personalized support at every critical stage of your PMM journey.

 

Best for: PMMs at all career stages 

 

Explore the program that fits you best:

Group Job Search Program

Land your dream job without the 1:1 price tag. This course combines a proven job search system, monthly group coaching, and a vibrant community.

 

Best for: New & mid-career PMMs

Advising and Consulting

Get 1:1 strategic advising, team training, or embedded fractional support to scale your team’s impact. 

 

Best for: Heads of product marketing and marketing leaders

What clients say about working with me:

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Angie Ennamorato

Product Marketing Manager, Deepki

Going from a team of product marketers to a tech startup’s first dedicated PMM role was a big transition for me. I knew I needed help in my new role from someone who had done something similar to navigate my role successfully.

 

Yi Lin brought in amazing qualities as a coach—perspective, wisdom, and empathy (to name a few)—that propelled me to a new phase of my career and job where I felt empowered to tackle opportunities and challenges. I would strongly recommend her to other product marketers who want to learn how to grow in their PMM careers, harnessing the value of their experience in a new environment.

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Maryann Akinboyewa

Principal Product Marketing Manager, Hubspot

Yi Lin provided support and guidance every step of my job search journey. She broke down exactly what to expect and how to best approach each stage of the interview process. There is no fluff with Yi Lin as she offered practical career advice that can be implemented immediately.

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Yiwen Xu

Staff Product Marketing Manager, Docker

With Yi Lin's program, I went from not receiving any interviews to finally reaching the hiring manager rounds and final rounds and eventually securing my dream role as Staff Product Marketing Manager. 

 

I highly recommend enrolling in her program. You won’t regret it!

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Robin Yee

Product Marketing Manager, SafeSend

As an underdog in this competitive market, I needed a coach who truly understood product marketing inside and out, and Yi Lin was that and more.

She helped me sharpen my positioning, refine my storytelling, and target the right opportunities, ultimately leading to my job offer in just three months. But beyond strategy, she believed in me when I was in doubt, pushing me to show up with confidence. 

What differentiates her is her world-class product marketing knowledge, and her unmatched ability to break down what actually works in today’s job market. I came out of this experience not just with a new role, but as a stronger PMM. If you get the chance to learn from Yi Lin, take it. You won’t find a better mentor or coach.

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Raniz Bordoloi

Product Marketing Manager, Go1

As a high achiever, I used to think career growth followed an obvious, linear path: get promoted, land a higher-paying job. While those are valid goals, I realized I needed more than external success. I wanted a career that felt truly fulfilling. That’s when I sought out Yi Lin for leadership coaching.

Through many insightful sessions, Yi Lin helped me gain real career clarity. I went from feeling unmotivated to discovering a direction that energizes me, one that aligns with my strengths, values, and professional goals. Beyond finding this clarity, she also guided me to excel in key areas of product marketing and set me up for success in my role with greater confidence.

I couldn’t be more grateful for her coaching!

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Peter Nakamura

Sr Product Marketing Manager, Achievers

Yi Lin has been a fantastic career coach and resource for me over the past year. Her depth of experience in the Product Marketing space allows her to quickly identify areas of opportunity and growth.

 

Our work has been primarily focused on advancing my career as a PMM and she's helped me uncover new ways of thinking and approaching my career development.

 

Yi Lin is kind and thoughtful while also being direct with her recommendations which is a rare combination! Her PMM community has also been a game changer as I get to learn about the latest in the space and connect with other brilliant PMMs.

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Angelica Navarro

Product Marketing Manager, Scorpion

In Yi Lin's program, I got a wealth of incredible resources to help me interview well, ask the right questions, and ace interview assignments. With hard work and help from Yi Lin, I landed a role that feels like the RIGHT role for me and is also a bump in title!

Yi Lin and her community of fellow PMMs were there for me through every step of my journey. I felt seen, heard, and supported—on the days when I was feeling not-so-great, I never felt alone. I can't recommend her program enough!

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Stephanie Watshon

Product Marketing Manager, Deloitte

Yi Lin is an incredible career coach. She can help you identify your dream job, apply and interview for it, and then coach and develop yourself professionally once you’ve landed it. Her clients have the opportunity to collaborate and network with each other, and she’s built a strong and supportive PMM community around her business. With Yi Lin’s program, I accepted an offer within only one month of job hunting. I couldn’t recommend working with her more!

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Carley (Bohnen) Stugelmayer

Director of Product Marketing, A-Lign

Yi Lin was instrumental in my transition from an individual contributor to a director role in product marketing.

 

Her deep expertise helped me not only refine our PMM processes, covering product launches, positioning, and messaging, but also build the critical cross-functional relationships needed to drive impact at the director level. 

 

After working with her, I feel more confident tackling high-stakes decisions and have greater clarity on my long-term career path. I’m incredibly grateful for her guidance!

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Allison Sands

Sr Product Marketing Manager, Personio

Working with Yi Lin flipped the script on how I approached my career. I went from feeling reactive to intentional. I felt confident and truly in control. She provided pragmatic frameworks that made everything seem more achievable, which gave me the confidence in my ability to lead, make strategic decisions, advocate for myself – and actually enjoy the process.​

What sets Yi Lin apart is that she’s not just an expert in product marketing—she’s actively shaping its future. She challenges conventional thinking, pushes you outside your comfort zone, and helps you see opportunities where you might have only seen obstacles.

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Brandon Hatter

Director of Product Marketing, Weavix

Yi Lin's expertise in navigating an incredibly competitive PMM job market was invaluable in my job search.

 

Her feedback and advice is direct, but kind and was exactly what I needed to progress in interviews and truly differentiate myself amongst a sea of PMM talent. Additionally, the Courageous Careers community she has built is an amazing group of people who are eager and willing to share their time, insights, support, and connections to help one another.

 

Working with Yi Lin was easily of the best decisions I have made and I highly recommend her to any PMM looking to take the next step in their career!

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Product Marketing Manager, UserCentric

I was landing screening interviews but wasn't advancing so I joined Yi Lin's Program, and I am so glad I did!

The program really helps you rethink your experience and work on your messaging and positioning for yourself, and the community is truly one of the most supportive and motivating communities of PMMs and aspiring PMMs out there. I've since landed an offer and I couldn't thank Yi Lin and the community enough for the support in the job search process and helping me find my confidence again.

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Khuslen Khosbayar

Associate Product Marketing Manager, Kong

Yi Lin's program has been an incredibly enriching experience for me. Though I initially entered the program hoping to land my next role (which I did!), I quickly realized that this program offered much more than just the promise of a new position, thanks to the carefully designed  workshops, along with the active community she fostered.  Going into my new role, I will keep in touch with the fantastic people I've met in the community! Thank you, Yi Lin, for fostering such a supportive and active community through your awesome program!

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Heather Ryan

Director of Product Marketing, Workiva

I was a multi-time founding PMM looking to transition out of startups and into a later-stage company. Four months after joining the PMM Job Search System, I landed an incredible IC Director role at a public company.

Yi Lin’s program was a true turning point. I had already worked with several coaches, but none came close to the depth, clarity, and actionable guidance offered in the PMM Job Search System. It covers every step of the job search with a level of thoroughness that’s unmatched.

The job market has changed, and so has the way we apply. If you’re looking for a clear roadmap to getting offers, growing within a supportive community, and making a meaningful leap in your PMM career, this is the real deal. I’ve already recommended it to several friends!

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Peggy Pan

Head of Product Marketing, Uscreen

Yi Lin helped me land a role in my dream field (even when the job market was so difficult). After my job search, I decided to continue working with Yi Lin in my new role to help me onboard. Because I value her insights, and also because I truly enjoy this meaningful coaching relationship with Yi Lin.

Integrated and holistic

I blend product marketing, strategy consulting, design thinking, and life coaching to support the whole person, not just the surface problem. Career challenges are rarely isolated, so I use an integrated, flexible toolkit to meet each client where they are. This approach comes from my own nonlinear path as an engineering consultant, marketer, founder, and coach.

Real-world experience and results

From B2B to B2C, PLG to sales-led, startups to global orgs, I’ve led, launched, and advised PMMs across it all. I’ve built teams, shaped positioning, and coached 200+ PMMs and leaders to thrive in their careers. I know it works because I have seen it work everywhere. 

Built for underdogs

As an immigrant, career switcher, woman of color, and mom, I know what it’s like to lead without a map. I went from no PMM experience to Director in under three years, and now I help others do the same. Clients trust me not just for strategy, but because I get what it takes to rise up against odds.

 

If you’re ready to turn uncertainty into results, for yourself or your team, I’d love to help.

What makes my approach different?

Yi Lin Pei and her child with an abstract wall in the background

Select places I've worked at:

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Animated Text: "Lets Work Together"

Reach your career goals with confidence and clarity. 

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