Outlines Venture Group serves as General Partner for the Sybilla Masters Fund.

Gillian Muessig, CEO & Co-founder | Anne F. Kennedy, President & Co-founder

Anne Kennedy and Gillian Muessig are field-tested entrepreneurs and investors, startup mentors, brand whisperers . . . and cheerleaders, too. Keynote speakers worldwide, and fearless and enthusiastic travelers, they joined forces to help online companies launch, grow pivot and thrive to build better ways to live and work together. With more than 80 years experience between them, Gillian in software and Anne in services, they formed Outlines Venture Group in 2013 to turn around and use the know-how they garnered – often the hard way — to give other entrepreneurs a hand up and smooth the ride for CEO’s running growing companies.

Together, Anne and Gillian invested in and mentored early stage Internet companies and board seats, in a limited portfolio of carefully screened start ups which show promise to scale.  In 10 years they saw four exits between them, on invested capital of $4.8 million and generated revenue of $475 Million. 

In 2018 they launched a new fund, The Sybilla Masters Fund, women-led venture capital to invest in tech startups led by women, and tap into a $4.4 trillion business opportunity. Their superpower is attracting well-versed partners to their venture, all experienced entrepreneurs and investors. Outlines Venture Group serves as Managing Directors for the new fund, trademarked ‘Mastersfund’.

To continue to share what they have learned with emerging businesses, Gillian and Anne speak all over the world to conferences, universities and business associations about funding women-led women start ups, digital marketing, leadership and organization development.

FIn 2020 they launched VC Confidential, a new podcast on WMR.fm to reveal the inner workings of venture capital, following 10+ years presenting CEO Coach Podcast   where they chatted chief to chief on issues facing entrepreneurs, with frequent guests who have founded, funded and often sold companies themselves.

Outlines Venture Group values:

  • Simplicity
  • Clarity
  • Accountability
  • Liquidity
  • Execution

About Gillian Muessig, CEO & Co-founder

Gillian Muessig is a serial entrepreneur noted for her ability to form indelible brands, claim critical markets, sustain fiercely loyal customers, and attract investors and best-in-class talent.

She co-founded and built SEOMoz.org into Moz.com, from a blog site and directory to the world’s leading provider of marketing applications and metrics reporting software and the global hub for digital marketers,

A thought leader in the startup industry, global keynote speaker, author, Gillian enjoys a global reputation for her ability to forecast trends in technology in established and emerging markets and to help companies understand how to develop and package new and existing product lines to nudge and ride those trends and successfully navigate these new markets.

A sought-after counselor worldwide, she has guided companies and inspired audience as a keynote speaker in 50+ countries. She serves on boards of directors of technology, biotech and global marketing firms on four continents and is an advisor to the Bill and Melinda Gates Foundation.

Gillian is a jump in and make it happen person. With a successful leadership history, her work and opinions have been featured in publications in APAC, The Americas, EMEA. Engaging, directive and encouraging, she always has insightful comments to add to any meeting, panel or conversation.

About Anne F. Kennedy, President & Co-founder


Anne Kennedy is an international author and speaker on global digital marketing and counselor to worldwide Internet brands. A serial entrepreneur, she moved online after decades in advertising and public relations stretching all the way back to mid-century MadMen days, founding pioneer digital marketing agency Beyond Ink in 1997. There she and her team counseled hundreds of emerging and established companies — including Hearst Newspapers, Philips Lifeline, and Dunkin Donuts, and launched dot-coms Zillow, Jib-Jab and Avvo online, and along the way contributed to the fast-moving development of the nascent digital marketing industry.

She then formed the largest worldwide consortium for multi-national multi-lingual digital marketing and co-authored the first book on international digital marketing, Global Search Engine Marketing (Pearson Que Biz Tech March 2012).

Anne was a founding member of the board of directors for Helium.com, acquired by publishing giant R.R. Donnelly in 2011 and now the RDD Content Source. She writes and speaks on digital marketing and entrepreneurship all over the world, leads industry groups and served for five years as advisor to the Search Engine Strategies Conferences, and two terms on TechMaine.

A team fire-starter, Anne reduces issues to core and clear concerns and determines effective solutions, bringing leadership, focus and direction to companies and business associations.

Keynote Speakers Worldwide

  Gillian and Anne have presented keynotes, and served on panels from Reykjavik to Manila, Barcelona, to San Paulo. Gillian has delivered keynotes in 50 cities over 38 countries…and counting. They get around!

  Weaving personal experience with corporate experience and to engender deep understanding of the relevance     and application of business insights, Gillian and Anne are masters at commanding attention, carrying the room,   and sending people with a clear understanding of how to apply hard-earned knowledge in their own work.

      Testimonials from hundreds of audience members attest to the long term value of a keynote by these two         powerhouse   speakers.

    “We have always been eager to hit the road, engage and challenge new audiences to be more than business owners or   employees – but to   part of the community of people who are building better ways to live and work together on planet Earth.”

For much fo 2020 Gillian and Anne have appeared in virtual events around the globe.

  If you’re looking to fire your audience to play at the top of their game, contact us. One day, our bags will again be always packed  and we’ll be eager to be on the road.  

Contact Gillian@OutlinesVenture.com or Anne@OutlinesVenture.com with your speaking opportunity.

MASTERSFUND | A global gender-lens investment fund | Seattle, WA

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