
Rosaalie S.
5.0
(5)
Studied at University of California, Los Angeles
Worked at Coursera
Available Thursday at 5:00 PM UTC
Usually responds within 4 hours
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About Rosaalie
I'm a seasoned mentor and coach committed to empowering professionals to excel in their careers. With 15+ years product leadership experience at companies like Coursera, eBay, SugarCRM, as well as a background in running start-ups, I'm passionate about guiding individuals through challenges and helping them reach their full potential.
Why do I coach?
I firmly believe in the power of lifting others up as I rise. That's why I offer personalized guidance and support tailored to each person's unique aspirations. Whether you're a seasoned pro or just starting out, I'm here to help you unlock new levels of growth and achievement in your career journey. Let's work together to make your career aspirations a reality.
Work Experience

Startup Advisor
Various startups
2014 - Present
I provide strategic guidance to early-stage startups founders in education technology, CRM, e-commerce, and wearables, helping them navigate market entry, product strategy, and growth marketing. Key Areas of Expertise: • Market Entry & Growth Strategy – Advise AI language learning, AI language translation streaming services, mental health, and wearable tech startups on product-market fit, pricing, partnerships, and GTM. • Product & Business Model Advisory – Guide startups to refine business models, productize assets, optimize monetization strategies, and scale global operations. Leadership & Career Coaching – Mentor product and marketing managers, at AI startups to Fortune 100 companies, on career growth, executive presence, and personal branding, empowering them to develop leadership skills and build high-impact teams.
Head of B2B and B2G Products
Coursera
2022 - 2024
Executive leadership team member enabling organizations and governments globally to achieve success in upskilling, reskilling, hiring and retaining their employees. Helped governments and non-profits globally close the skills gap and empower their citizens to transform their lives through workforce development initiatives. Leadership: Scaled Enterprise SaaS products, foundation of the $200M+ Enterprise business, achieving 21% y/y growth and 98% retention rate. Increased NPS by 5% - 9%, with government clients at 81 NPS. AI Innovation: Championed first-to-market B2B Gen AI learning assistant, driving 11% increase in user retention and preventing significant revenue churn Global Expansion: Spearheaded international strategy, growing pipeline 30% and securing $12M+ revenue in 6 months before launch with 300%+ cost savings through use of ML-powered innovation Revenue Growth: Commercialized short-form content driving 30% of Q1 post-launch revenue; optimized acquisition strategy for highest-margin product driving 12% growth in new sales and 15% improvement in retention during economic downturn Partnership & Integration Strategy: Built and expanded product partnerships organization, leading multiple strategic integrations within HCM and LMS ecosystems to drive platform adoption and revenue growth.
Senior Director of Product Management
SugarCRM
2018 - 2022
Led product strategy for the acquisition of a marketing automation company, retaining 100% of key employees and securing board approval for key growth initiatives. Developed a vision, product portfolio roadmap, and global GTM strategy to increase customer base (revenue) and expand multi-product offering (market value). Strategic Transformation: Drove pivot from SMB to mid-market, growing multi-product customers from 6% to 51% in two years by securing board funding, driving product innovation, and crafting GTM strategy. Product Innovation: Launched AI-powered features, delivering 25% higher CTR, 10x faster campaign creation, and halved customer workload with ML-driven tools for market opportunity discovery, micro-segmentation, and predictive forecasting. Market Positioning: Improved Gartner’s Magic Quadrant positioning by 5%-7% in one year, strengthening market competitiveness.
Director of Product Management
SugarCRM
2016 - 2018
Promoted to advance Sugar’s shift to a CX Platform and increase Enterprise product customer base, delivering 400% increase in new sales and upsells over three years. Hired and promoted a team of high performing Product Managers responsible for the user experience across the entire product: sales, marketing, service, business process management, and integrations. Managed out underperforming PMs, as necessary. Cloud Transformation: Partnered with c-suite to define cloud-first product strategy, establishing predictable release cycles for cloud and on-premise products, accelerating innovation, boosting valuation, and driving a successful private equity acquisition. PM Process: Redesigned product management frameworks to focus on market trends, user analytics, customer needs, and revenue. Developed a data-driven roadmapping approach and product review process to gain visibility and expedite decisions. Cross-functional Operations: Designed an internal communication strategy to support the entire customer lifecycle from product launch, go-to-market (GTM) activities, internal and external sales channel engagement, and ISV channel operations, through significantly bolstering customer success and support operations, improving overall sales knowledge, customer support and customer success.
Principal Product Manager
SugarCRM
2014 - 2016
Hired to establish product-market fit for enterprise offering through strategic acquisition and integration. Grew product management team. PMF Achievement: Integrated acquired workflow automation suite, delivering 81% YoY ARR growth and Fortune 500 market entry. GTM Strategy: Defined GTM strategy in collaboration with PMM and Sales, achieving 40% q/q growth in enterprise product upsells in the first quarter of launch, compared to ~1% in per quarters.
Sr. Product Manager
eBay
2011 - 2014
Recruited to revamp Magento Connect and lead e-commerce platform re-architecture. Championed growth initiatives while maintaining marketplace integrity and building developer ecosystem. Strategy: Transformed “challenged” marketplace into a strategic asset, recognized as “Major benefit” by Forrester within two years. Ecosystem Leadership: Scaled global developer ecosystem 95% and marketplace offerings 120% through platform enhancements and partnerships program Strategic Initiative: Successfully led business unit's first build vs. buy initiative, coaching teams on strategic product decisions through global roadshow. Technical Innovation: Led tech stack re-architecture, optimizing performance and streamlining catalog workflows by 80%
Education
University of California, Los Angeles
B.A., Mass Communication Studies
Graduated with Honors, Cum Laude Founded UCLA South Asian Studies Minor Program, establishing a new academic curriculum path Music Industry experience - worked at management firms, agencies, and record labels

Haas School of Business (Berkeley)
Product Management Program
5 Reviews
Overall Rating
5.0
Rosaalie has helped Leland clients get into Reddit