Leise Trueblood, Chief of Staff and Jerônimo (JJ) Velasquez, Head of Design & Product Manager, at Superfiliate share how they planned 60-person, 6-day offsite in Brazil. Their team had doubled in size since their last offsite, including employees whose first day was at the retreat. They chose an all-inclusive resort in Florianópolis and balanced strategic business goals with relationship building. The result was so memorable that people posted about it equally on LinkedIn and Instagram—a sign of both professional and personal value.5 Actionable Insights1. For international destinations, start planning early (like 6mo +) and look for all-inclusive accommodations which can eliminate per diem headaches and reduce logistics complexity.2. When your team is growing fast, create a "get to know you" deck with photos and fun facts for everyone to study during travel, then use it for a fun fact bingo icebreaker on day one.3. Build in buffer - from extra rooms in case another hire joins to extra time between sessions because your team needs time to walk from venue to venue.4. Design intentionally mixed cross-functional activities where groups are predetermined to create connections across departments.5. Emails still need to be answered and sales call still need to get made so build in "work" time and "free" time, rather than packing the schedule with strategic sessions from dawn to dusk.Connect with the guests (they're happy to share planning templates and even more recommendations):Leise Trueblood: LinkedIn | [email protected]ônimo Velasquez: LinkedIn Connect with Katherine: LinkedIn | [email protected]

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