Personal Assistant, Trilogy (Remote) – $100,000/year USD

Job Type: Full Time

Job Description:

Crossover is the world’s #1 source of full-time remote jobs. Our clients offer top-tier pay for top-tier talent. We’re recruiting this role for our client, Trilogy. Have you got what it takes?

Are you looking for a role where you can have immediate impact to a high functioning team? Do you love to work with your executive team and clear road blocks before they even know they are there? Do you love to start each day proactively managing daily details of a busy executive? Do you thrive on productivity and apply that to the flow of meetings, work blocks, and travel times?

In this role, you will be part of a small, elite team of super-achievers. You will be thrown at different tasks and problems across the team and be expected to work cross-functionally across all of our functions.

If you are a hyper-logical thinker, mind reader and great communicator, we’d love for you to apply!

What You Will Be Doing

You will start your day checking the calendars of your executives and making sure no conflicts or double-bookings have popped up over night. You will click into all the meetings and make sure there are zoom links and the attendees that are most vital, have accepted.

From there, you could find yourself focusing on expense reports following a customer event put on by your team. Then you would move on to processing contracts and purchase orders for vendors as they renew their work with us. You will likely be interrupted countless times by pings from the team members asking for guidance on available times of your executives to arrange meetings.

As you are finishing up the recent contract request, you will have to drop everything and book last minute travel for a customer visit including flights, hotels, ground transportation and dinner reservations. You look down at the clock and realize you are only half way through your day, but are filled with excitement and energy from all the opportunities you have had to be useful already today!

What You Won’t Be Doing

There is no answering of your executive’s phone here.

There is no one standing over your shoulder guiding your every step.

You won’t have an office to go to (we don’t have any offices!).

Personal Assistant Key Responsibilities

Executive Calendars Management including online and in person.
Travel and expense reports for multiple executives
Contract and PO tracking and management to coincide with quarterly budget requirements

Basic Requirements

5+ years working in a profession setting
Experience as an Executive Assistant or Project Manager for a company with 50+ staff members
Work availability 40 hours a week covering the core hours from 9:00 AM to 4:00 PM (US Central Time) Monday – Friday

Nice-to-have Requirements

Experience with common work tools: Zoom, Google Docs, Expensify,

About Trilogy

Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer-facing designs. Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today’s modern cloud-based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with Crossover

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover. The compensation level for this role is $50 USD/hour, which equates to $100,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult for more details on this topic.

What to expect next:

You will receive an email with a link to start your self-paced, online job application.
Our hiring platform will guide you through a series of online “screening” assessments to check for basic job fit, job-related skills, and finally a few real-world job-specific assignments.

Important! If you do not receive an email from us:

First, emails may take up to 15 minutes to send, refresh and check again.
Second, check your spam and junk folders for an email from, mark as “Not Spam” since you will receive other emails as well.
Third, we will send to whatever email account you indicated on the Apply form – by default, that is the email address you use as your LinkedIn username and it might be different than the one you have already checked.
If all else fails, just reset your password by visiting if you already applied using LinkedIn EasyApply.
Crossover Job Code: LJ-4879-PK-Northern-PersonalAssist

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