How To Plan A High ROI Offsite As An Executive Assistant

Offsites are one of the most powerful tools for strengthening teams, aligning leadership, and driving company culture. But planning an effective offsite isn’t just about picking a venue—it requires thoughtful execution to ensure a high ROI.
Whether you’re organizing your first retreat or refining your existing strategy, this session will share key learnings from Offsite.com's experience planning over 300 offsites across 25+ countries, helping you avoid common pitfalls and maximize impact.

Key takeaways include:

How to choose the right location and venue for your team’s needs
Structuring an agenda that balances strategy, collaboration, and team-building
Budgeting tips that maximize experience while controlling costs
Common mistakes companies make (and how to avoid them)
Measuring retreat ROI and ensuring long-term impact

This session will be led by Jared Kleinert, Founder/CEO of Offsite, the leading marketplace for corporate retreat planning.
Register now to gain expert insights into creating seamless, high-ROI offsites that elevate team performance and culture.

About Offsite:

Offsite saves you time, money, and stress when planning team retreats. They're trusted by hundreds of companies like Remote, Buffer, Reforge, 15Five, and HiBob for All-Hands Meetings, customer conferences, department-level offsites, and more. Click here to make a free account (no credit card required) and save up to 40% on your offsite vendors, or email jared@offsite.com if you're interested in learning more about Offsite's "done for you" end to end offsite planning services.

About Jared Kleinert:

Jared Kleinert is the Founder and CEO of Offsite. If you’re planning a team retreat, Offsite (offsite.com) can save you time, money, and stress. Jared is also a TED speaker, 3x award-winning author, and USA Today’s “Most Connected Millennial” who has helped organize hundreds of events for over 30,000 attendees.

As a teenager, Jared was one of the first ten employees at an enterprise SaaS company called 15Five, the market leader for software powering continuous employee feedback, high-performing cultures, objectives (OKR) tracking, etc.

Later, Jared would become a delegate to President Obama’s 2013 Global Entrepreneurship Summit in Malaysia, write multiple books including the “#1 Entrepreneurship Book of 2015”, 2 Billion Under 20: How Millennials are Breaking Down Age Barriers and Changing The World (2015), and “Networking: How To Meet Influential People, Deepen Relationships, and Become A Super-Connector” (2022), and speak at TED@IBM the day before he turned 20.

His insights on entrepreneurship, networking, remote work, and offsites have been featured in major media such as Forbes, TIME, Harvard Business Review, Fortune, NPR, Entrepreneur, Mashable, Fox Business, The Hustle, Bloomberg, and more.

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