Executive Assistant

Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance-starting with workers' compensation.
Like our small business customers, we are a diverse team of builders, dreamers, and entrepreneurs who are driven by core values and operating principles that guide every decision we make.
To do their best work, our Executive team needs an agile individual that addresses a variety of work styles. Pie's Executive Assistant (EA) role will demand flexibility and the ability to perform operational tasks to ensure our company's workflow runs smoothly. You will have a direct and enormous impact on Pie's daily operations, team interactions, and culture. Working well cross-functionally is a key part of this role.
The Executive Assistant will be connecting with peers, immediate leadership and Executives frequently to connect on collaborative efforts and update status needs and tasks. They will collaborate with other departments and leaders throughout the month to determine deliverables and check-in on status needs.
How You'll Do It
Supporting the Executive Team

• Identifying and anticipating the administrative needs of 3-4 Executive team members, including Pie's Chief Commercial Officer.
• Heavy, proactive calendar support. These leaders need someone to manage and coordinate their busy schedules across multiple time zones. This includes resolving conflicts, ensuring regularly scheduled one on ones with their team members, coordinating team meetings, ordering catering, booking conference rooms in multiple offices, arranging video conference connections, and ensuring the meetings are attended.
• Drafting communication in the voice of the executive, editing, and effectively disseminating messages from the executives that you support through the appropriate channels.
• Managing, optimizing and creating administrative workflows such as vacation requests, purchase orders, internal orders, distribution lists, organizational charts, etc.
• Responsible for some executive meeting prep, attending various meetings to track action items, and coordinate follow-up on action items for multiple executives.
• Booking travel and expense reporting.
• Light email management.

Project & Culture Support Work

• Jumping into ad hoc projects as they arise across the company.
• Event planning.
• Coordinating swag celebrations for new hires, anniversaries and other milestones.
• Team specific support for sales contests, peer-to-peer awards, and other team celebrations.

Admin Team Support

• Support and backup to the other Administrative staff to cover PTO and leave.
• Partner with other admin staff in supporting and managing company wide initiatives such as the weekly All Hands meetings, Pie-R-Side chats (Quarterly Q&A with leaders), Executive summits, and holiday or summer parties.

The Right Stuff

• High school diploma or equivalent is required. Associates degree preferred
• At least 3 years in an Executive Assistant role and/or 5 years in Administrative, Office, or Personal Assistant role
  • Experience working Sales and Business Development teams and executives preferred
• Ability to be effective as a virtual assistant. This is a virtual, geographically-distributed organization. Equally able to travel and be present for team/customer events and meetings as needed.
• Advanced communication (written, verbal and presentation) skills, to deliver complex information effectively and align people with the needs of the project/team.
• Must be available during general business hours across multiple US time zones.
• Advanced problem solving skills, to be able to manage complex situations with multiple layers, and resolve to solution anticipating needs now and into the future.
• Advanced awareness of workflow, and project tradeoffs to make decisions based on needs now and into the future.
• Experience in a fast paced and demanding environment as well as the ability to react with appropriate levels of urgency to situations and events that require quick response or turnaround is preferred.
• Some experience with collaboration tools such as (specifically Slack and Zoom) required.
• Demonstrated ability to quickly learn new technology platforms and systems is required.
• Must be customer service focused. You enjoy helping others and creating amazing work life experiences.
• Competent Project Management experience is desired.
• Proficient in Google Calendar, especially using multiple time zones, is required, experience with Gmail and Google Workspace is helpful.
• Skilled in using PowerPoint and integrating presentations with Excel data.

Base compensation for position: $75,000 - $105,000
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Compensation & Benefits

• Competitive cash compensation
• A piece of the pie (in the form of equity)
• Comprehensive health plans
• Generous PTO, including paid sick leave
• Future focused 401k match
• Generous parental and caregiver leave
• Our core values are more than just a poster on the wall; they're tangibly reflected in our work

Our goal is to make all aspects of working with us as easy as pie. That includes our offer process. When we've identified a talented individual who we'd like to be a Pie-oneer , we work hard to present an equitable and fair offer. We look at the candidate's knowledge, skills, and experience, along with their compensation expectations and align that with our company equity processes to determine our offer ranges.
Each year Pie reviews company performance and may grant discretionary bonuses to eligible team members.
Location Information
Unless otherwise specified, this role has the option to be hybrid or remote. Hybrid work locations provide team members with the flexibility of working partially from our Denver or DC office and from home. Remote team members must live and work in the United States* (*territories excluded), and have access to reliable, high-speed internet.
Additional Information
Pie Insurance is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, marital status, age, disability, national or ethnic origin, military service status, citizenship, or other protected characteristic.
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