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Janine Sickmeyer
General Partner at Overlooked Ventures - Founder at Cobble
Professional Background
Janine Sickmeyer is a trailblazing tech entrepreneur and seasoned bootstrapper who has significantly impacted the landscape of venture capital and startup mentorship. As the founder and former CEO of NextChapter, a legal SaaS application, she successfully led the company from inception until its acquisition in September 2019. Balancing her commitment to entrepreneurship with family duties as a mother of four, Janine exemplifies resilience and dedication in the tech industry.
With a rich history of mentoring and investing in overlooked founders, particularly women, Black, and Latinx entrepreneurs, Janine dedicates her time and expertise to creating equitable opportunities in the business world. She has made nine investments in startups founded by marginalized groups, showcasing her commitment to fostering diversity in the entrepreneurial ecosystem.
Janine's insights go beyond mere financial investments. She actively engages with emerging entrepreneurs, providing valuable advice on customer acquisition strategies, sales goals, marketing plans, and customer development processes. Her approach is hands-on, ensuring that each founder she supports is well-equipped to navigate the complexities of building a successful business.
In her ongoing effort to empower entrepreneurs, Janine has developed an innovative asynchronous accelerator named Cobble, designed to launch in the summer. Cobble will serve as a comprehensive tool where founders can create and refine their startup business models, marketing strategies, and product roadmaps while seamlessly sharing their progress with potential investors through a personal CRM feature.
Education and Achievements
Janine Sickmeyer's academic background includes a focus on Paralegal Studies at Bradford College, which laid the foundation for her subsequent journey into the tech world. Her educational experience has equipped her with the analytical skills and legal knowledge necessary to navigate the startup landscape effectively.
Janine's influence extends into various respected investment communities. She is an active member of several prominent groups, including Women in VC, Transact Global, Hustle Fund Angel Squad, The Syndicate, Brava VC Operator's Network, and Backstage Crowd. Her participation in these organizations underscores her dedication to collaboration and transparency in venture funding.
In recognition of her accomplishments and advocacy, Janine was invited to lecture at the UC Berkeley Newton Distinguished Series in 2021. She shared her extensive experience in starting a company from scratch, providing invaluable insights to aspiring entrepreneurs. Additionally, Janine was featured in Forbes' list of the 51 VCs Who Want To Invest In Women, Black And Latinx, And LGBTQ+ Founders, highlighting her commitment to driving change in venture capital.
Her profile was further elevated in Business Insider, where she was recognized as a Rising Star VC for her outstanding contributions towards nurturing underrepresented entrepreneurs and reshaping the investment landscape. As the founder of Overlooked Ventures, Janine aims to redefine venture capital by fostering an inclusive and transparent investment approach to support historically ignored entrepreneurs.
Achievements
- Founder and CEO of NextChapter, a successful legal SaaS application acquired in 2019.
- Founded Overlooked Ventures to change the dynamics of venture capital and invest in underrepresented founders.
- Developed Cobble, an asynchronous accelerator for entrepreneurs set for launch in the summer.
- Featured in Forbes as one of the top 51 VCs committed to investing in women, Black, and Latinx founders.
- Recognized as a Rising Star VC by Business Insider for her contributions to empowering overlooked entrepreneurs.
- Lectured at UC Berkeley's Newton Distinguished Series on starting and scaling a business.
- Active member of notable investor groups, advocating for diversity in investment and the startup community.