Your calendar should work for you, not against you. With Stealth Agents, you’ll have a dedicated assistant with over 10 years of executive-level experience managing schedules, booking meetings, and removing conflicts — so you can focus on what truly matters.
Other virtual assistant services leave you to figure out the training, workflows, and quality control. Not us.
Our assistants have managed the calendars of executives, CEOs, and entrepreneurs across industries.
An account manager ensures everything runs smoothly, so you don’t waste time micromanaging.
From daily check-ins to weekly reviews, your assistant adapts to your preferred communication style.
Start with calendar management today, expand to travel booking, inbox management, or executive support tomorrow.
Your assistant doesn’t just book appointments — they strategically arrange your calendar for productivity, balancing focus time, client calls, and personal commitments.
From time zone differences to recurring events, your assistant ensures every meeting is scheduled with precision and communicated clearly to all parties.
“Last-minute reschedule?Your assistant proactively rearranges your day, updates all parties involved, and ensures your schedule stays seamless — all without you lifting a finger.
With dedicated account management, we oversee performance, alignment, and consistency — ensuring your assistant always delivers at the highest standard.
“Stealth Agents have been a God-send to my baseball business. They allow me to focus on the big rocks and handle all the day-to-day minutia that used to bog me down and eat up precious time.”
Joe Barth
“Hiring a virtual assistant through Stealth Agents was definitely one of the best business decisions I made.”
Judson Osborn
“Teo, his staff and VA’s have been instrumental in helping our real estate investment company increase exposure and ultimately provided an increase in lead generation. “
Steve Daria
Meet the Team
We learn your target audience, sales goals, and ideal appointment profile.
We assign you a seasoned Appointment Setter with the right background.
We establish processes, communication, and reporting.
Your assistant runs your calendar so you can grow your business.
A Calendar Management Assistant is a professional dedicated to organizing and optimizing your schedule — handling meetings, time blocks, and coordination across teams. For executives and business owners, this means spending less time on logistics and more time on decision-making and growth. By delegating your calendar, you minimize double bookings, avoid last-minute conflicts, and ensure your time aligns with your highest business priorities.
They schedule, reschedule, and confirm meetings, manage multiple calendars, block out time for focused work, handle travel coordination, and send reminders or follow-ups. They also communicate with clients, team members, and vendors to ensure all appointments are properly managed. In many companies, the role expands to managing entire leadership teams’ calendars to ensure efficiency across departments.
A general virtual assistant may handle a range of admin tasks, but a Calendar Management Assistant specializes exclusively in scheduling strategy and time optimization. They don’t just book meetings — they strategically design an executive’s day for maximum productivity. Their goal is to protect valuable time, manage competing priorities, and ensure the right meetings happen at the right times.
Hiring a Calendar Management Assistant helps executives reclaim hours each week while improving organization and efficiency. It prevents scheduling chaos, ensures priorities are reflected in the calendar, and reduces stress for busy teams. Businesses also benefit from smoother communication, fewer meeting conflicts, and better alignment between time spent and business outcomes.
Costs vary depending on experience, location, and workload. Remote or outsourced assistants typically cost less than full-time in-house staff, while offering the same level of professionalism. When evaluating the investment, consider the time your executives save and the productivity gained — most leaders recover far more in value than the assistant’s cost by focusing on revenue-driving work.
The best calendar managers are proactive, detail-oriented, and excellent communicators. They should be comfortable handling complex schedules, managing multiple time zones, and anticipating conflicts before they occur. Strong tech skills and familiarity with scheduling tools, CRMs, and collaboration platforms are essential. Most importantly, they should understand your business priorities and align your time accordingly.
Start with a structured onboarding process. Clearly define the assistant’s level of control — what meetings they can book, move, or decline — and share your schedule preferences. Provide access to your calendar tools and communication channels, and hold brief weekly syncs to review the upcoming schedule. Once trust is established, your assistant can fully manage your time with minimal oversight.
Track performance by measuring reductions in scheduling conflicts, improved punctuality, fewer missed meetings, and better time allocation. You can also measure productivity gains — for example, how much executive time is now focused on high-value activities. A successful assistant ensures your calendar becomes a strategic roadmap, not just a list of meetings.
Yes. Many businesses successfully use remote Calendar Management Assistants who work across time zones. With today’s cloud-based tools, remote assistants can easily schedule meetings, manage availability, and coordinate across departments. Outsourcing can be more cost-effective and flexible, especially for growing businesses or executives who travel frequently.
Common issues include unclear delegation, overbooking, or scheduling meetings that don’t align with business goals. The solution is clear communication and process consistency. Set firm rules on which meetings matter most, maintain shared visibility between executive and assistant, and review the calendar regularly to adjust priorities. When handled properly, your calendar becomes a well-organized reflection of your strategic goals.