Trust is the foundation of every strong partnership, and the relationship with your Virtual Executive Assistant is no exception. When you empower them with the context, clarity, and confidence they need to do the job they’re hired to do, you set the stage for a collaboration that genuinely supports your day-to-day leadership.

But how can you build trust if that relationship is only just starting?

Here’s how to easily and quickly build trust with your Virtual Executive Assistant, so they can give you the proactive support you need, and you’re able to step back into your strategic leadership role again.

Be a Facilitator

Support and empower your Virtual Executive Assistant by sharing the knowledge they need to do the job well. Encourage their involvement, and give them room to solve problems in their own way.

When your Virtual Executive Assistant understands your objectives, communication style, and wider business priorities, they’re better equipped to deliver work that not only meets your expectations but also anticipates your needs.

Clear, thoughtful communication makes all the difference. Use straightforward language, avoid unnecessary jargon, and break tasks into concise bullet points where possible. The more accessible your instructions, the more accurately and quickly your Virtual Executive Assistant can act – helping you both build momentum and trust from the start.

Define Expectations

Establishing expectations can help align your professional goals with your Virtual Executive Assistant’s abilities, helping you to develop a more trusting relationship. By explaining what is expected, you will create a guideline for defining specific duties.

It is best to be direct and honest with your Virtual Executive Assistant from day one. Be upfront about your expectations and their responsibilities, and don’t shy away from challenging your Virtual Executive Assistant with new or complicated tasks. This will provide them with opportunities to develop their skills further.

Start Small

Trust grows through experience, not pressure. Begin by delegating smaller, low-risk tasks so your Virtual Executive Assistant can learn your preferences, pacing, and priorities. These early wins create a reliable track record and give you the confidence to hand over more complex responsibilities in time.

Starting small isn’t about limiting their potential; it’s about creating a safe environment for them to understand your expectations and demonstrate consistency. As they get more familiar with your work, you’ll find it easier to widen their remit and rely on them for tasks that genuinely free up your time and focus.

Stay In Touch

Building regular communication avenues will help build trust and improve overall communication. This can include things like having task boards, deadlines, and regular reviews with your Virtual Executive Assistant. These stay in touch methods will give both of you a space where you can give feedback on any concerns, challenges and future aspirations. Just make sure you balance critique with positive advice, as they both serve an important purpose.

We all work better when we feel supported. Sometimes, Virtual Executive Assistants can feel isolated from the rest of your team, as much of their time is spent supporting you. These regular reviews will prompt you to check in and ask about their general wellness.

Give Consistent Feedback 

Feedback isn’t just helpful, it’s essential to building trust and understanding. Keep communication open with regular check-ins, status updates, and space for questions. When something is working well, say so! Micro-validations may seem small, but they reinforce good judgment and build confidence quickly.

Constructive feedback is equally important. Offer clear guidance on what could be improved and why, and give your Virtual Executive Assistant time to adjust. When feedback is delivered consistently and calmly, it becomes a normal, healthy part of your working rhythm rather than a sign that something has gone wrong. Over time, this honesty strengthens your partnership and ensures your Virtual Executive Assistant continues to grow in the role.

Building trust with your Virtual Executive Assistant is an ongoing investment, but the rewards are worth it. Not only will you have clearer communication, you’ll also have a more proactive relationship with an Assistant who genuinely supports your goals. 

If you’re ready to explore how thoughtful delegation could free up more of your time and sharpen your focus, we’d be delighted to help. At Executive PA Solutions, we’re here to ensure you feel supported, confident, and able to lead at your best, so why not get in touch to discuss your needs!