Executive/Personal Assistant to the CEO

Carrot; Roseburg (OR); Remote; USD 55,000 - 75,000; Full time

Job summary

A leading company is looking for a proactive Executive Assistant to support the CEO. This role blends professional and personal assistance, requiring exceptional organizational skills and a positive attitude. Offering a fully remote environment with competitive compensation, this opportunity aims to empower your career while being part of a growing team.

Benefits

3 weeks PTO plus 11 paid holidays

75% of health insurance covered

401(k) contributions after 6 months

Home office setup stipend

Personal development stipend

Fitness stipend

Paid parental leave

Qualifications

• Experience supporting high-level executives required.
• Exceptional organizational skills and attention to detail.
• Proactive problem solver and effective communicator.

Responsibilities

• Manage CEO's calendar and communications.
• Assist with project and task management.
• Coordinate travel and personal appointments.

Skills

Organization

Communication

Problem-Solving

Tech Savvy

Discretion

Adaptability

Tools

Google Suite

Asana

Slack

Job description

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YOU:A highly-organized, detail-oriented, proactive, self-starter who is eager to support a visionary CEO in a fast-paced environment.

US:Rural. Fully Remote. Bootstrapped. SaaS. Profitable. 4x Inc. 5000 list.Carrot.com.

Carrot is a SaaS company that helps real estate & home services professionals cut through the clutter online to grow leads and revenue with our lead generation and content marketing tools. That’s what we do… that’s what we challenge ourselves to be the best in the world at. But our “why” is what truly excites us every single day we show up to work. We do what we do to inspire and empower people to gain freedom and make a bigger impact. If that sounds like a mission you want to be a part of, keep reading!

One of the most important things to know about Carrot is that we live & breathe our core values. That might sound cliché, but we mean it. Our values are what unite us and reinforce the fact that we’re more concerned about how we’re serving our team members & our customers, not our bottom line. Do we do this perfectly all the time? Nope. But as our values state, we're always adapting, evolving, and improving.

Our Vision

Our vision is to empower high-margin service businesses with our unique platform & marketing strategy, making it easy to consistently attract and convert leads.

12 years, 4 Inc. 5000 awards, 40+ full-time team members, ZERO funding, and 5,000+ customers and counting... we discovered that the simple idea AND "small niche market" were both bigger than we thought and we're eyeing our next challenge ahead to impact tens of thousands more small businesses in real estate and beyond.

That's where you come in. We want to be a feather in your cap. We want to help YOU have a huge win under your belt for this next phase of your career and to always say, "I'm a part of building something special".

Learn more about what we do @Carrot.com →

About This Role

This is a dynamic hybrid role, blending the responsibilities of an Executive Assistant and a Personal Assistant, providing comprehensive support to Trevor of Carrot. The ideal candidate will be a proactive and highly organized individual, capable of managing a wide range of tasks with exceptional communication skills and a positive, can-do attitude. This role requires a strong ability to prioritize, maintain confidentiality, and anticipate the needs of a fast-moving executive in both their professional and personal life. While this will begin as a part-time position, there is strong potential to transition to a full-time position for the right candidate.

About The CEO

In this role, you’d be working to support Trevor Mauch – co-founder and CEO of Carrot. Trevor is driven by a passion for impact, positivity, and empowering others. He’s a visionary leader who values innovation, collaboration, and maintaining a strong connection to the company's "why". Trevor's working style is fast-paced and collaborative, and he thrives on clear communication, problem-solving, and achieving meaningful results. He’s an open book, so feel free to learn more about him here → https://www.trevormauch.com/.

Executive Assistant Responsibilities

When wearing the EA hat, you’ll be supporting Trevor in his role as CEO of Carrot. You’ll interface and collaborate with Carrot team members to be Trevor’s eyes, ears, and support across the Carrot organization.

Calendar Management:

• Efficiently manage Trevor’s calendar, including scheduling meetings, appointments, and travel arrangements (both business and personal)
• Ensure all calendar events have clear objectives, agendas, and required materials, anticipating potential conflicts and prioritizing effectively
• Implement "buffer time" between meetings and protect focus time blocks
  
  

Communication Management:

• Act as the primary point of contact for internal and external communications, managing Trevor’s inbox, drafting responses, and filtering information
• Prioritize and communicate urgent matters promptly via text or call, while batching non-urgent items for scheduled review
• Prepare daily briefings on emails, messages, and action items
  
  

Project & Task Management:

• Support Trevor in tracking and managing priorities, ensuring deadlines are met and projects stay on track
• Prepare agendas, materials, and follow-up actions for meetings and projects
• Identify opportunities to delegate tasks and streamline workflows
  
  

Information & Document Management:

• Organize and maintain electronic files and documents
• Assist in the creation of presentations, reports, and other materials
  
  

Travel Coordination & Event Support:

• Arrange complex travel itineraries, including flights, accommodation, and ground transportation, considering Trevor's preferences and priorities
• Accompany Trevor to an annual event and assist in the planning of this event on a bi-annual basis
  
  

Process Improvement:

• Proactively identify areas for process improvement and implement solutions to enhance efficiency and effectiveness
  
  

Carrot HQ Management

• Trevor manages a co-working space in downtown Roseburg called the Loft. Several companies operate their businesses out of the Loft and it serves as Carrot HQ.In this role, you'd be responsible for ensuring everything runs smoothly for Loft tenants
  
  

Personal Assistant Responsibilities

When wearing the PA hat, you’ll be supporting Trevor with the variety of other ventures he’s involved in.

Property Management Support:

• Provide administrative support for the CEO's property holdings, including communication with tenants, rent collection, and vendor coordination
• Assist with property-related projects and tasks as needed
  
  

Personal Errand Management:

• Coordinate personal appointments, errands, and tasks as requested
  
  

Personal Calendar Management:

• Manage Trevor’s personal calendar, including family events, appointments, and personal commitments
  
  

Key Qualifications

One of the most important requirements for this role is that you must live in Douglas County, Oregon; with residence in Roseburg being preferable.

• Experience: Proven experience as an Executive Assistant or in a similar role, supporting high-level executives
• Exceptional Organizational Skills: Demonstrated ability to manage multiple tasks and priorities effectively, with a strong attention to detail and minimal errors
• Proactive & Problem-Solving: Anticipates needs, takes initiative, and identifies solutions
• Communication Skills: Excellent written and verbal communication, with the ability to interact professionally and diplomatically with a variety of stakeholders
• Tech Savvy: Proficiency in Google Suite, Apple products, Asana, Slack, and other relevant technologies. Familiarity with AI tools is a plus. You love using technology to make work & life easier & more efficient
• Discretion & Confidentiality: Ability to handle sensitive information with utmost discretion and maintain confidentiality
• Adaptability: Ability to thrive in a fast-paced, dynamic environment and manage competing priorities
• "Managing Up": Ability to effectively manage the CEO's time and priorities, providing guidance and direction when necessary
• Teamwork: Collaborative spirit and ability to work effectively with cross-functional teams
• Mindset: You are naturally a “glass half full” type of person who brings a positive & energetic attitude each and every day
  
  

The compensation for this role will be based on relevant experience & skillset that's evaluated throughout the interview process. The estimated salary band for this role is $55,000 - $75,000.

Working At Carrot

Our Members Come First

• We love helping our members generate leads and close deals. Making an impact on their lives fires us up! We share customer success stories daily
  
  

We Love Innovation

• We love being on the cutting edge of technology and performance. If it helps our members generate leads we want to test & deploy it
  
  

Leave A Legacy

• We take our brand very seriously.You will see orange everything when you join Carrot. We are passionate about positively affecting our communities & we aim to empower our team to make an impact in their local communities as well
  
  

We Love To Have Fun

• Our culture is laid back and fun! We are a group of like-minded individuals all trying to achieve a common goal. It may sound cliché, but Carrot is one of those places thatactuallyhas a great company culture
  
  

Fully Remote & Flexible

• We've gottenreally goodat remote life because we've been doing it since before it got cool. We have Carrot team members all across the USA and offer a fully remote work environment that's focused on a healthy work-life balance
  
  

But don't take our word for it... Here's what our team members are saying about life at Carrot:

• "Carrot is constantly trying to improve its culture, product, and communication. I love being a part of an organization that is always looking for better ways to serve our team and customers."
• "Carrot isn't the norm when it comes to business. Carrot practices what it preaches and genuinely cares about people, both internal and external."
• "Awesome team and coworkers, and a company that cares about its employees. Range of opportunities and challenges to tackle. Big enough to provide room for growth and being part of something significant, and small enough to feel like a family."
• "It's a place where you can express your ideas and use your talents to help improve the company and the product. The leaders genuinely care. And what's really awesome is flexible schedules. That'll keep a person for sure."
  
  

Benefits

We believe that a healthy team is a happy team, which is why we've put together a benefits package that emphasizes work-life balance and growth.

• Vacation Time:3 weeks of PTO plus 11 paid holidays each year (+ birthdays off!)
• Health Insurance:We’ll cover 75% of the total cost (including dependents) for any of our health, dental, vision, & life insurance plans
• Fully Remote & Flexible:As long as you’re legally authorized to work in the U.S. and have a U.S. mailing address, we don’t care where you work from!
• 401(k):We automatically make a contribution of 3% of your salary once you’ve been at Carrot for 6 months
• Home Office Setup:Snag a new computer on us and receive a yearly stipend to set up your home office
• Personal Development Stipend:We’ll provide a dedicated budget for any course, training, or conference that will help you improve in your role
• Fitness Stipend:Let us foot the bill for your gym membership or home workout equipment
• Yearly Charitable Contribution:Each year we’ll donate $500 in your name to a non-profit or charity that you’re passionate about
• Free Books:Carrot will gladly buy you any book that will help you grow personally or professionally, all you have to do is ask!
• Paid Parental Leave:Take up to 6 paid weeks off to enjoy your new little one!
  
  

How We'll Hire

• Application process
• Cultural Screen with Danni (Sr. Operations Manager @ Carrot & Trevor’s current, though temporary, EA)
• Kolbe Index Assessment
• Interview with Trevor (CEO) & Danni (current EA)
• Test Project
• Reference Check
• Offer Discussion
  
  

Stepping Into This Role

With roles like this, we feel it’s important to give some context as to why there’s an open position and give a bit of history so that you know what you’re walking into.

Trevor has had an EA for about 12 years, with his current EA heading out on maternity leave in September and will be transitioning into an operations role. This role is well-defined and Trevor’s expectations (noted above) are clear. The majority of the processes that are in place to complete the work required in this role have been thoroughly documented and recently updated, so the person who steps into this role won’t be flying blind.

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Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Administrative

• Industries

  Internet Publishing

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