On the Road & In Conversation
Speaking. Teaching. Connection.
Follow the Magenta Line
Destination: Middle East | December, 2025 | Khasab, Oman
The Magenta flag continues to fly internationally! Caitlin is continuing the followthemagentaline series while on the fjord-like khors in the Musandam peninsula of Oman.
Stay tuned as the flag travels across the globe – because your path forward knows no borders.
Honors at CXO 2.0 Conference 2025
InterContinental Dubai Festival City | December 8-10, 2025 | Dubai, United Arab Emirates
Caitlin was recognized at the CXO 2.0 Conference in Dubai with the Visionary Award for her work advancing innovative leadership at the intersection of law, business and well-being.
“Thank you to the CXO 2.0 Conference for his recognition and for creating a global space where leaders can share ideas, challenge traditional models and build the future of business together. I’m honored, grateful and more motivated than ever to continue advocating for sustainable, human-centered leadership in the legal profession and beyond.”
Moments like this remind us how powerful it is when professionals challenge the status quo to build something better: for their clients, their businesses and themselves.
Follow the Magenta Line
Destination: Middle East | December, 2025 | Dubai, United Arab Emirates
The Magenta flag continues to fly internationally! Caitlin is continuing the followthemagentaline series from the heart of the Spice Souk in the historic Deira district of Dubai.
Stay tuned as the flag travels across the globe – because your path forward knows no borders.
Sustainability and Ambition Panel at CXO 2.0 Conference
InterContinental Dubai Festival City | December 8-10, 2025 | Dubai, United Arab Emirates
Turning ambition into an unstoppable brand is about more than momentum; it’s about building something designed to endure. At the CXO 2.0 Conference in Dubai, Caitlin had the opportunity to moderate and participate in a powerful panel exploring what it truly takes to translate vision into sustained brand growth. The conversation centered on a critical distinction: ambition ignites movement, but alignment sustains it. When strategy, leadership, culture and message are working together, brands don’t just grow quickly, they grow intentionally and last. Caitlin is deeply grateful for the thoughtful insights shared by Davor Mesar, Jihane Labib and Marcos Barros and for the engages audience whose questions elevated the discussion on building brands that are not only ambitious, but aligned, resilient and built for the long term.
Follow the Magenta Line
Destination: Europe | November, 2025 | Paris, France
The Magenta flag continues to fly internationally! Caitlin is continuing the followthemagentaline series from the Champ de Mars in Paris, France near the foot of the Eiffel Tower.
Stay tuned as the flag travels across the globe – because your path forward knows no borders.
Culture and Clients Session at ClioCon 2025
Hynes Convention Center | October 16-17, 2025 | Boston, MA
Building a human-centered law firm is not just a leadership philosophy: it’s a responsibility that directly impacts retention, client service and the long-term wellbeing of legal professionals. At ClioCon 2025, Caitlin had the honor of presenting The Human-Centered Law Firm: Boundaries, Balance and Burnout Prevention to a standing-room-only audience, a powerful reminder that the profession is ready for a different way forward.
Follow the Magenta Line
Destination: Middle East | October 2-5, 2025 | Doha, Qatar
The Magenta flag continues to fly internationally! Caitlin is continuing the followthemagentaline series from the West Bay Lagoon in Doha, Qatar overlooking the city’s famous skyline and the Arabian Gulf.
Stay tuned as the flag travels across the globe – because your path forward knows no borders.
Innovation and Sustainability Panel
at Fluxx Conference 2025
The Ritz-Carlton | October 3-4, 2025 | Doha, Qatar
Balancing innovation and sustainability is not just a business challenge – it’s a responsibility that directly affects the long-term wellbeing of both companies and their people. Caitlin had the pleasure of moderating and speaking on such a panel at Fluxx and was grateful to her fellow panelists for their diverse insights shared and the open, solution-oriented dialogue that followed. Huge thanks to the engaged audience whose thoughtful questions made the discussion on Innovation vs. Sustainability: How Can Businesses Balance Both? even richer.
Honors at Fluxx Conference 2025
The Ritz-Carlton | October 3-4, 2025 | Doha, Qatar
Caitlin was recognized at Fluxx Middle East in Doha as top Founder in Integrated Legal and Creative Business Solutions for the United States
“Thank you to Fluxx for this recognition and to Dr. Manoj K. Menon for presenting my award. I’m humbled, inspired and more motivated than ever to keep building bridges that spark possibility.”
This recognition underscores Caitlin’s commitment to advancing sustainable, human-centered leadership through honest conversations about law and business.
Follow the Magenta Line
Destination: Europe | September 17-22, 2025 | Mykonos, Greece
The Magenta flag continues to fly internationally! Caitlin is continuing the #followthemagentaline
Stay tuned as the flag travels across the globe – because your path forward knows no borders.
MSBA Solo & Small Firm Summit
Program Chair & Speaker | September 10, 2025 | Freeport, ME
Caitlin served as Program Chair for the Maine State Bar Association’s Solo & Small Firm Summit, a section she is a part of revitalizing after years of inactivity. She successfully launched and hosted the Summit’s first annual event, drawing seventy-two solo and small-firm attorneys from across the state of Maine.
She also led a featured session, Creating an Inclusive and Accessible Online Presence for Legal Professionals, where attendees actively engaged in rethinking the true “currency” of their law firm websites and participated in substantive discussions on why accessibility must be a core component of modern legal practice – not an afterthought.
Follow the Magenta Line
Destination: The Caribbean | July 19 – 26, 2025 | Nassau, Bahamas
The Magenta flag continues to fly internationally! Caitlin is continuing our #followthemagentaline
Stay tuned as the flag travels across the globe – because your path forward knows no borders.
Attorney Wellness Panel at Maine State Bar Association Summer Bar Conference 2025
The Harborside Hotel | June 25-27, 2025 | Bar Harbor, ME
Caitlin had the honor of speaking on the panel “Normalizing Attorney Well-Being by Eliminating Stigma” at the Maine State Bar Association Summer Bar Conference. It is not easy to show up and speak openly about mental and physical health challenges, substance use, trauma responses and the weight many legal professionals carry — but this group did it with honesty, heart and even humor. Caitlin drew from her own experience navigating physical health challenges while practicing law. Kudos to her fellow panelists Jonathan Duniz, Elyssa Smith, Justice O’Neil and Krystal Williams for being brave, brilliant voices leading the way in making the legal profession more sustainable, more human and (probably most importantly) more joyful.
Follow the Magenta Line
Destination: The Caribbean | May 18-24, 2025 | Cozumel, Mexico
The Magenta flag continues to fly internationally! Caitlin is continuing the #followthemagentaline
Stay tuned as the flag travels across the globe – because your path forward knows no borders.
Admission to the Supreme Court of the United States
April 28, 2025 | Washington, DC
An incredible honor for Caitlin as she was officially sworn into the Bar of the Supreme Court of the United States. This was made even more special by having her oldest son, Abram (rocking his bowtie!), with her in the courtroom and then a front-row seat to live and very lively SCOTUS arguments on a case involving a student with disability versus a school district.
Extended Learning Opportunity
Final Presentations & Networking | April 10, 2025 | Portland, ME
We had the pleasure of attending the final presentations and networking night for the Law ELO program participants at Caitlin’s alma mater, the University of Maine School of Law. It was a wonderful experience to witness the students’ growth firsthand; not only in their knowledge and confidence, but also in their ability to network, self-market and show up with professionalism and purpose.
Extended Learning Opportunity
Sponsored by the University of Maine School of Law
March 13, 2025 | Portland, ME
Caitlin had the opportunity to speak with a group of high school students from the greater Portland area about careers in law, including both the traditional and non-traditional paths to getting there, as well as life beyond the JD. She also very specifically dove into the power of marketing and professional networking – skills that will serve them well no matter where their careers take them. They were a great group and several of them did very well being thrown into the spotlight to work on their elevator pitches.
CXO 2.0 Conference USA 2025
Panel Discussions | March 4 – 6, 2025 | Las Vegas, NV
Caitlin presented on two panels at the CXO 2.0 Conference in Las Vegas: “Leading From Afar: Commanding Virtual Teams In The New Normal” and “Transitioning From Founder-Led To Founder-Inspired: Navigating Succession For Smooth Leadership Evolution.” In both discussions, Caitlin centered on effectiveness and sustainability; addressing how teams thrive in remove environments largely based on leadership direction and company culture while also honoring the personal and well-being adjustments founders experience as they transition from leading to inspiring.
Live Television Appearance on Being Proactive in Your Health
Live Morning Show appearance on FOX59 | October 28, 2024 | Indianapolis, IN
It was a wonderful wrap-up to a month of proactive awareness work for Caitlin to go on a live segment on FOX59 Indianapolis with morning anchor Daniel Miller and client and colleague Elyssa Smith to discuss the importance of being proactive in your health, having conversations with your medical providers and what to do if this overwhelms you. Their conversation was centered around breast cancer awareness month and mammogram screenings in hopes of encouraging women to be proactive at the recommended age or earlier if they have particular concerns they wish to look into.
The Maine Women’s Conference 2024: “Let’s Influence Tomorrow”
October 28, 2024 | Portland, ME
The team had an incredible experience at the 2024 Maine Women’s Conference, themed Let’s Influence Tomorrow. Caitlin presented to a very engaged audience on “Navigating the Shift from Personal to Business Social Media” framing digital presence not just as a growth tool, but as part of building sustainable branding and professional longevity. She also shared insights encouraging women to take a proactive, empowered approach to their health, reinforcing that success should never come at the expense of well-being.
Ethics Panel 2024 Maine State Bar Association Summer Conference
June 26-28, 2024 | IBar Harbor, Maine
Caitlin had the pleasure of leading a session at the 2024 Maine State Bar Association Summer Conference with Cyrus Cheslak of Verrill on Navigating the Legal and Ethical Landscape: Social Media Confidentiality, Investigation Essentials & Means of Service. They had a fantastic and engaged room of attendees for this ethics session, of which, interestingly, only two had ever attempted utilizing social media or text messaging for alternate service. As an early adopter of this (utilizing Facebook and MySpace professionally as far back as 2010!), Caitlin particularly wanted to encourage the attorneys in the room to not fear this practical, cost-effective and extremely effective option that is now regularly accepted upon filing of a sufficient motion.




















