Our Founder




Ingrid Riley is the Co-founder and Chief Digital Strategist at getConnectid.com boutique Digital Agency based in Jamaica. She’s the only Digital Strategist in Jamaica and in the top 5 in the Caribbean who has developed and executed on Digital Strategies for an entire country.

A big believer in our emerging #DigitalCaribbean, Ingrid is also an award-wining tech blogger at SiliconCaribe.com the most widely read Caribbean Technology Blog. She is also a multi-award winning, Caribbean Startup Ecosystem Pioneer and speaks on Social Media, Digital Culture, Digital Business Trends and Tech Entrepreneurship and Ecosystems in North America, Europe, Africa and of course the Caribbean.



Ingrid is an accomplished and dynamic Entrepreneurial Digital Strategist and Trainer. An award-winning Technology Blogger, she has some 14 years of experience in the strategic planning and implementation of digital and social media strategies; and has executed business solutions for over 50 Caribbean and International brands in the Financial, Travel, Information Communication Technology, and Food & Beverage sectors.

As a Digital Marketing Trainer, she has developed and conducted workshops, seminars and short courses for business executives, conference attendees and college students students. Highly regarded as “a thought leader,” she has assisted businesses and organisations to unlock their digital potential, revenue and productivity through the use of: digital, social technologies and networks.

Ingrid has written more than 1,500 articles about “Social Media How To,” and “Trends,” as well as, “Caribbean Internet Trends.” In addition, she was a Dow Jones syndicated technology columnist; and, developed the first Jamaican/Caribbean Internet Guide, which won the Press Association of Jamaica (PAJ) award for “Innovation in Media.”  And, she also created and published a triple-award winning Caribbean Technology Blog, SiliconCaribe.com.

In A Larger Context

Ingrid is A Private Sector Organisation of Jamaica ( PSOJ) 50Under50 Business Leader Gamer Changer Awardee + TechLink Game Changer Social Entrepreneurship Awardee- for her work in kick starting Jamaica’s Tech Startup Community and pioneering work in developing the Caribbean Startup Ecosystem since 2007.

She’s achieved that being the Founder of ConnectiMass, the organisation that kickstarted the Jamaican Tech Startup Ecosystem and has helped Caribbean startups + businesses, leverage technology to innovate and prosper, by connecting them to the right people and information via online media + event platforms.

As a Caribbean Tech Industry Pioneer and Caribbean Startup Ecosystem Expert, Ingrid has served on government boards. She currently serves as Chairman of the Board of Startup Jamaica Tech Accelerator and is also a board member of the Government of Jamaica’s National I.C.T Advisory Council.

In a NutShell. What do I do?
Digital Strategy + Implementation . TrendSpotting . Digital Media. Technology Events. Technology Blogging. Developing Startup Ecosystems . Innovation + Entrepreneurship  Programmes in Emerging Markets. Super Connector. Keynote Speaking.

Life Ambitions
To continue to do what I love to do each day and that it leaves a little dent in the universe, leave the Caribbean especially, a better place than I found it – and that it all makes a significant and positive impact on the lives of people it touches. To continue to live my life on my terms, having time, money and travel freedom, then to gracefully exit at a very, very old age with a smile on my face, knowing that I lived my very best life.

Challenge the Status Quo, Always.
Be mindful of your intentions.
Meditation solves almost everything. 🙂
There are No Mistakes, Everything Really Does Happen for a Reason.

Entrepreneurial Snapshot
-Been in the Internet/Tech Space since the mid 1990s
-Been blogging since 2005
-My first startup published Jamaica and the Caribbean first Internet Guide in the late 1990s.
-I was a co-founder of the Caribbean’s first online advertising network – Caribclix.
-I launched a niche social network and learnt alot.
-I worked for an American dot com in the mid 90s, even owned stock but then the bubble happened.
-I co-founded one of the most successful web development agencies in the Caribbean- Dutchpot Interactive.
-Launched the Caribbean’s first Technology Blog in 2005 – SiilconCaribe.com
-I’ve angel invested in 3 startups in the early 2000s, boy was that was an adventure.
-I helped kickstart the Jamaican Tech Startup Scene in 2007 with the Caribbean’s first meetup Kingston Beta, followed by the Caribbean’s first tech entrepreneurship conference in 2011 – Caribbean BETA.
– I am in the only digital strategist in Jamaica that’s crafted a digital blueprint for an entire country (Jamaica Tourist Board), hired, trained and led a team to execute and win awards.

– SXSW Startup Accelerator Event Board Member

– Board Chairman of Startup Jamaica Tech Accelerator.


-I LOVE to travel and do it alot.
-Even though my iPad is full of ebooks, nothing gets me excited like a bookstore with a great stock of international magazines.
-I used to be a performance poet.
-I once owned a bar and was a successful Party promoter.
-I love Cafes for hot chocolate and working in ambient noise.
-I love Red Wine.
-I am a yogini.
-I recently took up bicycling again, a long time love.
– I have a major love jones for Vespa Scooters.

A Few Awards

– For ConnectiMass, I was named a Private Sector Organisation of Jamaica/Jamaica Gleaner 50 Under 50 “Game Changer “ Business Leader Awardee in 2012;
-TechLink Game Changer’s Award for Social Entrepreneurship.
-Named by CaribJournal.com, one the Caribbean’s 25 Most Interesting NewsMakers in 2013 for the year who made a difference in the region.
– Won Blog of the Year and Best Technology Blog by the Jamaican and Caribbean Blog Awards.


Subject within a TED Talk | I was featured in a SiliconValley TedxTalk by Gary Whitehill

Topic: Stop making excuses. Create your own reality:


Keynote Speech + Fireside Chat at Black Tech Week, Miami Florida

My social networks of choice

Facebook – I am on alot.
Twitter – I am part firestarter and part listener and master retweeter.
Instagram– I use this alot.
LinkedIn – I’ve gotten better at this. Leverage is everything.
FourSquare – I use this alot when traveling for search and discovery.
Quora– I barely use this, though I think I should be there more.
Google+ – I am not there alot but it gives lots of Google Search Juice.
Klout – I like to see my score every now and again
Periscope – Yep SiliconCaribe is on there.
Snapchat – I’m a member and understand it well, bu have no time for it.