Executive Assistant to CEO & Special Projects

Company: Your Haven

Position: Full Time

Travel: Frequent

Compensation: $80,000–$100,000 base salary + performance bonuses. Target total compensation of approximately $110,000–$140,000+ depending on experience, individual performance, and company performance.

Your Haven is looking for an exceptional person to work directly alongside our Founder and CEO, Derek Clelan.

This is not a traditional Executive Assistant position.

The purpose of this role is simple:

Maximize the CEO's time, energy, and impact.

Your Haven is growing quickly. Alongside the company, we are building industry partnerships, hosting events, speaking across the country, creating content, growing a contractor community, and constantly developing new opportunities.

There is more opportunity than there is time.

Your job is to help change that.

You will own Derek's calendar, travel, and logistics, but the role goes far beyond scheduling.

When we travel to an industry event, your job isn't simply to make sure the flight and hotel are booked.

Who should Derek meet while he's there?

Which Your Haven customers are attending?

Which prospects or partners should we spend time with?

Should we host a dinner?

Could we record a podcast?

Is there an opportunity to create content?

What conversations should happen?

How can we turn one trip into five valuable outcomes?

We are looking for someone who naturally thinks this way.

Someone who doesn't just complete tasks.

Someone who anticipates what needs to happen next and makes it happen.

You will take ownership of the CEO's calendar, travel, logistics, and day to day organization.

This includes:

Managing and optimizing the CEO's calendar.

Booking and coordinating flights, hotels, transportation, reservations, and travel.

Creating clear itineraries so the CEO always knows where to be, when to be there, and what he needs.

Preparing for meetings and making sure important context is available beforehand.

Tracking commitments, conversations, and follow ups so opportunities don't get lost.

Coordinating meetings, dinners, customer interactions, and relationship opportunities around travel.

Helping manage speaking engagements, podcasts, partnerships, and industry appearances.

Planning and executing Your Haven events, contractor experiences, dinners, golf events, and special projects.

Working closely with the Your Haven leadership team.

Communicating on behalf of the CEO when appropriate.

Using AI, automation, and technology to continually improve how you and the CEO operate.

And most importantly:

Learning how the CEO operates well enough to anticipate what needs to happen before being asked.

A great person in this role doesn't just save the CEO time.

They multiply the value of his time.

The calendar reflects the company's priorities.

Important relationships are consistently maintained.

Trips are maximized instead of simply attended.

Follow ups happen without reminders.

Ideas don't disappear after conversations.

Events happen because someone owns making them happen.

Problems are identified before they become problems.

The CEO spends less time thinking about logistics and more time building the company.

Eventually, you should know the CEO, the company, and the priorities well enough to say:

"You don't need to be in this meeting."

"You haven't followed up with this person."

"We have three hours open Thursday, so I scheduled this."

"You mentioned this idea six weeks ago. Here's what I've done with it."

That's the level we're looking for.

You are extremely organized.

You are naturally proactive.

You don't need someone constantly telling you what to do next.

You have a high level of urgency and follow through.

You are resourceful and good at…