Yi Lin Pei — Founder

Hi, I’m Yi Lin! 👋 I'm a 3x PMM leader turned coach, advisor, and founder of Courageous Careers. Over the past 4+ years, I’ve helped 300+ product marketers and the companies they work for navigate high-stakes career and growth moments. My clients include PMMs and teams at early-stage startups (such as Spot AI and Navattic) and fast-growing enterprises (such as HubSpot and Square). My mission is simple: to help ambitious PMMs and product marketing leaders thrive with confidence, clarity, and the right strategy, even if they came from unconventional backgrounds. ➡️ For PMMs: I provide coaching and proven frameworks for job search, onboarding, and leadership growth. From landing offers in as little as 30–90 days to thriving in their roles by applying proven strategies, frameworks, and smartly combining human with AI insights. ➡️ For companies: I advise founders and PMM leaders on building and scaling world-class PMM teams. This includes building strong PMM foundations, hiring strong talent, and embedding AI workflows to accelerate results. If you’re a PMM looking for your next step, or a company building your first (or next) PMM team, I’d love to chat with you. Just reach out to me at www.courageous-careers.com.

Stackforce AI infers this person is a Product Marketing expert with a strong focus on coaching and team building in the SaaS industry.

Location: New York City, New York, United States

Experience: 11 yrs 9 mos

Skills

Product Marketing
Leadership Development Coaching
Recruiting

Career Highlights

Coached over 300 product marketers.
Founder of Courageous Careers.
Expert in building world-class PMM teams.

Work Experience

3AM Recruiting

Co-founder and Partner (4 mos)

GetWhys

Advisor (2 mos)

Navattic

Advisor (1 yr 6 mos)

Teachable

Director of Product Marketing (1 yr 5 mos)

Courageous Careers

Founder, Product Marketing Coach and Advisor (4 yrs 11 mos)

Brightflag

Director of Product Marketing (1 yr 1 mo)

Senior Product Marketing Manager (8 mos)

View, Inc

Sr. Product Marketing Manager (1 yr 4 mos)

Product Marketing Manager (1 yr 2 mos)

Autodesk

Content Marketing Manager (6 mos)

Nestlé (Outshine Frozen Snacks)

Summer Marketing Associate (2 mos)

InnoWaste

Co-Founder and CEO (1 yr 3 mos)

Cambridge Systematics, Inc.

Associate (11 mos)

Senior Freight Analyst (2 yrs 9 mos)

Freight Analyst (1 yr 10 mos)

Education

Master of Business Administration (M.B.A.) at University of California, Berkeley, Haas School of Business

Masters at Georgia Institute of Technology

Bachelor's at University of Florida

Yi Lin Pei

Founder

New York City, New York, United States11 yrs 9 mos experience

AI Enabled

Key Highlights

Coached over 300 product marketers.
Founder of Courageous Careers.
Expert in building world-class PMM teams.

Stackforce AI infers this person is a Product Marketing expert with a strong focus on coaching and team building in the SaaS industry.

Contact

Skills

Core Skills

Product MarketingLeadership Development CoachingRecruiting

Other Skills

Interview PreparationCareer Development CoachingCoachingJob Search StrategiesAI IntegrationTrainingGo-to-Market StrategyProduct LaunchBusiness Model InnovationMarketing StrategyBrandingBusiness StrategyDesign ThinkingStorytellingProject Planning

About

Experience

3am recruiting

Co-founder and Partner

Dec 2025 – Present · 4 mos · Remote

We are a boutique recruiting agency helping Seed-Series A startups hire the best product marketers.

Recruiting

Getwhys

Advisor

Jul 2025 – Sep 2025 · 2 mos

Helping PMM teams do better, faster research. Advising the team on GTM strategy and more.

Navattic

Advisor

Oct 2024 – Present · 1 yr 6 mos · Remote

Advising Navattic's leadership on a range of strategic projects related to product marketing and GTM.

Teachable

Director of Product Marketing

Oct 2021 – Mar 2023 · 1 yr 5 mos · New York City Metropolitan Area

Awarded one of the best companies to work for in Product Marketing in 2022 (PMA).
Awarded Top 100 Product Marketing Influencers in 2022 (PMA).
Built and grew the product marketing function from 0 to 5 people. Delivered outsized impact from delivering measurable increases in MRR, #Subscribers, and ARPU. Built out and owned research, pricing/packaging, GTM launches processes, field enablement and the entire facet of product marketing.

Courageous careers

Founder, Product Marketing Coach and Advisor

May 2021 – Present · 4 yrs 11 mos · Remote

I help ambitious PMMs and leaders land, grow, and thrive in their dream jobs. 300+ PMMs coached and counting. Services include:
For Individuals:
> PMM Dream Job System - the proven program helping PMMs land roles in as little as 30 days at HubSpot, Meta, and DoorDash.
> 1:1 coaching for senior PMMs and leaders navigating complex searches or role transitions.
> 1:1 onboarding & leadership coaching to help PMMs thrive on the job by implementing AI-powered workflows for GTM research, competitive intelligence, and stakeholder enablement.
For Companies:
> Advising leaders on building and scaling world-class PMM teams.
> Training teams to adopt practical, repeatable AI workflows that increase productivity, sharpen positioning, and accelerate growth.
👉 Learn more at courageous-careers.com

Leadership Development CoachingInterview PreparationProduct MarketingCareer Development Coaching

Brightflag

2 roles

Director of Product Marketing

Promoted

Aug 2020 – Sep 2021 · 1 yr 1 mo

As the Director of Product Marketing, I built and led the product marketing function including:
Defined and led all product launches to drive pipeline and adoption
Updated the product positioning and messaging and translating that across the buyer journey
Led the market research, buyer personas, and competitive intelligence programs and trained sales
Initiated and led analysts relations and built the foundation for partner and customer marketing
Drove integrated marketing campaigns along with demand gen
Founding member of Brightflag's Diversity, Equity and Inclusion (DEI) committee.

Senior Product Marketing Manager

Dec 2019 – Aug 2020 · 8 mos

View, inc

2 roles

Sr. Product Marketing Manager

Jan 2018 – May 2019 · 1 yr 4 mos · San Francisco Bay Area

As a Sr PMM, I led the product launch of View’s first IoT offering - I conceived and executed the entire go-to-market plan, incl. developing market positioning and strategy, beta testing, pricing, promotion, PR, and sales training, and collaborated across PM, engineering, customer success, and sales teams.
I also led the B2B sales enablement team by creating segmentation, targeting, and positioning for all customer segments and developing customer-facing collaterals, white papers, pitch decks.

Product Marketing Manager

Aug 2017 – Oct 2018 · 1 yr 2 mos · San Francisco Bay Area

Autodesk

Content Marketing Manager

Feb 2017 – Aug 2017 · 6 mos · San Francisco Bay Area

As a content marketer for AutoCAD, I led an integrated marketing campaign to grow the SMB segments through developing authentic customer stories around the world. I also represented AutoCAD at AU Shanghai and supported the product team with product updates.

Nestlé (outshine frozen snacks)

Summer Marketing Associate

Jun 2016 – Aug 2016 · 2 mos · Oakland, CA

As a summer MBA associate, I designed a product strategy to grow category sales of Outshine ice cream by creating an innovative new line of products, as well as designed a digital influencer strategy to build brand authenticity.

Innowaste

Co-Founder and CEO

Apr 2016 – Jul 2017 · 1 yr 3 mos · Berkeley, CA

InnoWaste was born out of the Social Lean Launchpad program at UC Berkeley. As the co-founder and CEO, I conducted hundreds of interviews with our target customers, secured pilot customers and validated the product/market fit. InnoWaste was accepted into the LAUNCH accelerator at UC Berkeley and I led the demo day presentation in front of 300 audience members and VCs.

Cambridge systematics, inc.

3 roles

Associate

Jan 2015 – Dec 2015 · 11 mos

As an associate, I directly managed clients locally and internationally (NAMER, APAC, LATAM) to develop strategic transportation and freight mobility projects that range from $50k to $1.5m in scope, on time, and within budget. I have led consulting teams of up to 30 people to deliver innovative results from congestion mitigation strategies to last-mile freight delivery concepts.