When to Switch from Spreadsheets to Software—and What to Use Instead
September 25, 2025
Profit Pillars 2025
AI, Leadership, and Legacy: What Happened at Profit Pillars 2025 in Santo Domingo
From August 12–16, law firm owners from across the U.S. gathered in Santo Domingo, Dominican Republic for our 2025 edition of Profit Pillars—a transformational business retreat designed to help legal entrepreneurs scale smarter.
From the moment attendees arrived at the resort, the experience was curated for clarity, confidence, and community. And what unfolded over five powerful days was nothing short of extraordinary.
Day 0: The Welcome Begins
Before workshops even began, our attendees gathered for an unofficial welcome dinner at Central Gastronómico—a local gem known for its upscale Dominican fusion. With incredible food and the buzz of anticipation, this evening set the tone for the growth to come.
Day 1: AI-Powered Marketing for Law Firms
This day laid the foundation for transforming how law firm owners attract clients, build authority, and scale with intention. Each session gave attendees more than theory—it gave them tools, templates, and space to build out their marketing plan in real time.
- Building Your AI-Powered Marketing Roadmap provided structure and strategy, helping firm owners stop guessing and start planning with clarity.
- Automate to Dominate – AI Systems for Client Acquisition showed how to build lead generation and nurture funnels that run on autopilot using affordable tools.
- In Marketing Essentials for Scalable Law Firms, we cut through the noise. Attendees learned exactly which content formats work for visibility and conversion—blogs, newsletters, reels, ads, and beyond.
- How to Utilize a Marketing VA & AI (with Colleen Young) empowered attendees to delegate marketing tasks confidently—without losing their voice or brand quality.
- Leveraging LinkedIn (with Ruky Tijani) was electric. She shared how authenticity and consistency helped her grow from burnout to Forbes-featured IP expert, building a LinkedIn community of 14K+ engaged followers.
✅ And to wrap the day with purpose, we shifted from systems to self:
- Mental Health and Leadership Growth (with Charonne Randall) reminded every attendee that a thriving firm starts with a whole and grounded leader. Charonne guided us through the emotional habits and belief systems that quietly sabotage growth—and how to rewrite them with intention.
💡 Each session came with a corresponding workbook section. No fluff, no overwhelm—just practical prompts and real-time support from our team so everyone could start building during the session, not after.
Day 1 ended with a high-energy welcome reception, where new connections turned into powerful collaborations—and the energy carried into dinner, music, and deep conversations under the stars.
Day 2: Advanced AI, Systems, and Resilience
Day two was about turning knowledge into action. Attendees came ready to implement—and we delivered.
- The AI-enhanced workflow activity pushed each firm owner to map their core legal processes and identify where automation could save time and reduce error.
- The Lead Scoring System session helped attendees finally stop chasing cold leads. They built lead rating systems they could plug into their CRM immediately.
- AI in Social Media and Click to Client focused on turning likes into leads, and storytelling into signed clients.
- Our Marketing Tech Panel and AI Tools for Lawyers sessions showcased vetted software stacks, saving attendees from tech overwhelm.
- To end strong, Charonne Randall returned with a session on mental resilience—reminding everyone that scaling your firm means supporting yourself, too.
This day pushed attendees to work through their workbooks with intentionality. We didn’t just talk strategy—we implemented it in real time. From crafting email automations to visualizing funnel flows, the room was buzzing with breakthroughs.
The afternoon gave everyone time to explore the Colonial Zone of Santo Domingo, where many enjoyed dinner in the historical district surrounded by music, cobblestone streets, and Caribbean hospitality.
Day 3: Cultural Immersion and Connection
On August 15, it was time for something different: our cultural excursion day.
Attendees visited:
- Faro a Colón (Columbus Lighthouse) — a massive monument and museum marking Dominican history and global legacy.
- Los Tres Ojos — a stunning series of underground limestone caves with crystal-clear natural lagoons.
- Boca Chica Beach — where white sands, local food, and warm Caribbean waters brought true relaxation and joy.
This was more than a tourist outing—it was a reminder of the legacy we’re building as business leaders. We laughed, we explored, and we experienced Dominican culture as a group.
That evening, we came back together for a farewell dinner filled with love, gratitude, and deep conversation. Attendees reflected on what they learned—and, more importantly, what they’re ready to implement when they get home.
Profit Pillars isn’t just about learning new strategies. It’s about becoming the version of yourself who can lead a firm that runs on purpose, not pressure.
This year, we built AI marketing systems.
We shared stories that redefined resilience.
We broke down financial roadblocks.
And we celebrated growth—in business, leadership, and community.
We’re heading home with more than notes. We’re leaving with a plan.
Ready to experience the next one?
🔥 Our next retreat is in 2026—but early interest is already coming in. Be sure you’re following us on our social media for the first look at next year’s location, dates, and themes.
