FELIX JACOMINO

FELIX JACOMINO

FELIX JACOMINO

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  • Welcome to my now page. It’s a place I publicly share and prioritize what I am working on. Thanks to Derek Sivers for this idea!
    updated May 9, 2026

Currently working on:

Personal:

    • Preparing for our July honeymoon throughout Italy (Bergamo, Limone sul Garda, Verona, Ortisei, Chioggia, Florence, Siena, Pienza, Vietri sul Mare, and Rome).
    • Getting ready for our transition into full-time slow travel beginning in mid-August, starting in Albania.
    • Selling, donating, and releasing nearly everything we own.
    • Finalizing the two carry-ons and two backpacks that will contain 100% of our possessions moving forward.
    • Continuing to build a plan for our “Today We Are Living” Youtube channel.
    • Getting ready to become a grandfather and meet Bradlee. Due date: August 7, 2026.
    • Still adjusting to the fact that we eloped on November 22, 2025. Best decision ever.

Professional:

    • Counting down the final weeks of my career at St. Stephen’s Episcopal Day School.
    • Passing the baton to my successor and doing everything I can to leave the school in excellent shape.
    • Wrapping up projects, documentation, systems, and institutional knowledge.
    • Helping ensure a smooth transition for my team, colleagues, students, and families.

Recently accomplished:

Personal:

    • We got married! Well, eloped, on November 22, 2025. 
    • Posted The Beginning of Our Expat & Early Retirement Story on our Youtube channel, Today We Are Living.
    • I’m going to be a grandfather! Due date, August 7, 2026.
    • Broke the news of resignation to our boss and colleagues at work. It was met with much love and support. 
    • Selling EVERYTHING, little by little, but feeling the pressure to speed it up!
    • Settled on the two carry-ons and two backpacks that will contain 100% of our possessions moving forward.
    • Planning our Honeymoon – 3 ½ weeks throughout Italy. Destinations: Bergamo, Limone sul Garda, Verona, Ortisei, Chioggia, Florence, Siena, Pienza, Vietri sul Mare, Rome
  • Professional:
    • Passing the baton to my successor at work. It’s a lot but I know she’ll be amazing!
    • Tying up all loose ends, finalizing projects, etc. to leave my job in tip-top shape.
    • Doing my part to ensure our school is well prepared for our accreditation visit in April.
    • Presenting “All Aboard the AI Train!” — a session for independent school leaders on the operations side, including CFOs, CTOs, facilities directors, security directors, as well as heads of schools. February ’26 for NAIS in Seattle, WA.

  • Excited to visit my sister and her partner for Thanksgiving at their beautiful new home in Clyde, North Carolina!
  • Supporting our new Head of School with upcoming initiatives and offering context from my years at St. Stephen’s about its culture, history, or past projects.
  • Enjoying the great conversations and shared problem-solving within our Academic Leadership Team.
  • Sat on a panel to discuss, “How We’re Thinking about AI” at Toddle’s School Leaders Meetup in Miami.
  • Presenting “All Aboard the AI Train!” — a session for independent school leaders on the operations side, including CFOs, CTOs, facilities directors, security directors, as well as heads of schools. October ’25 for MISBO in Nashville, TN.
  • Technology Strategy course at Miami Herbert Business School | University of Miami
  • Ready to co-host ShifinEdu once again! *Canceled due to Hurricane Milton 🙁
  • Finalizing implementation of Verkada access control and security cameras across our campus along with our Director of Security.
  • Preparing for the MISBO Board meeting and attending the Annual Conference in Greenville, SC (my first time in that city!)
  • Searching for a Director of Finance and Operations at St. Stephen’s Episcopal Day School – job post
  • We. Went. CARLESS – yes, in Miami! Due to our close proximity to work, the Metrorail, and so much within walking and biking distance, we’re living a traffic-free, carefree, and car-free life! Loving the huge $avings and enjoy knowing that our carbon footprint has been drastically minimized. Check out our Instagram post!
  • Planning, along with my work partner, to make ShiftinEdu 2024 as great as it is was last year!
  • Ready to tackle the many bold projects happening around the school this summer. Everything from new access control and security systems to a refresh of iPads – it’s going to be a busy summer!
  • Trying to figure out where my partner and I will take her son for his graduation trip – so far, we’re thinking Prague, Budapest, and Cork.
  • Was asked to be a guest on the Talking Technology with ATLIS podcast on May 8th. Link to episode.
  • Went on Virgin Voyages‘ Scarlet Lady and visited Puerto Plata & Bimini.
  • Moved into the beautiful, new Platform 3750 – We’re officially Groveites and love living and working in Coconut Grove!! 
  • Always working on improving the quality of life and safety for the teachers, students, staff, administration, and parents of our school.
  • Celebrated 5 years of a life I never could have dreamed possible with my amazing, beautiful partner, Sheryl Palumbo – and it’s only getting better!
  • Followed through on a year-long mini goal of writing down “something good that happened this week” on a sticky and placing it in a jar. At some point soon, I’ll open that jar and reminisce on my 2023 journey.
  • Voted, along with 81,000,000+ other Americans, to ensure the monster living in the White House is removed January 20, 2021.
  • Tools Cool for School presentation for the FCIS Annual Conference.
  • Read The 5 Second Rule: Transform your Life, Work, and Confidence with Everyday Courage by Mel Robbins and already reaping the benefits of applying “the rule.”
  • Took control of my health through regular exercise, intermittent fasting (16/8), and limiting carb intake.
  • Self-study for FCIS accreditation visit to St. Stephen’s.
  • Planning and overseeing all technology and audio-visual details of the new Arts & Innovation Center at St. Stephen’s Episcopal Day School.
  • Finalizing implementation of a new VoIP phone system at work.
  • Presented for FCIS Annual Conference, LearnFestATX, & ISTE2018
  • Performed two poetry slams:
  • Learned basic Catalan & shared my experience on FelixThe.cat
  • Promoted and enjoyed a successful ShiftinEdu, a summit for forward-thinkers in education.
  • Cisco Meraki Network Operator
  • Returned “Home” to St. Stephen’s Episcopal Day School.
  • Academy campus network refresh complete!
  • Second year as Director of Innovation & Technology at Gulliver Schools.
  • Completed courses toward my Master of Education in Educational Leadership at American College of Education: (4.0 Average so far!)
    • Diverse Learners
    • Developing Teachers
    • School Improvement
    • Creating Safe and Supportive Learning Environments
    • Resource and Fiscal Management
    • Assessment Strategies for Improving Learner Outcomes
    • Law and Policy
    • Research Methods for Educational Leaders
  • iPadpalooza 2017 sessions
  • Sessions for EdTechTeacher’s Innovation Summit in San Diego, February 6-8
  • Officially an ‘International Speaker’ after presenting at iPadpalooza, Gold Coast, Australia
  • Officially a Google for Education Certified Trainer!  google-education-certified-trainer-jacomino
  • Presented at iPadpalooza in Austin, TX
  • Served on my first accreditation team at Atlantis Academy for FCIS.