JobsExecutive AssistantCanadaExecutive Assistant & Office Manager

Evolve

Posted 3 days ago · Jobs at Evolve

Executive Assistant & Office Manager

Evolve · Quinte West, Ontario, Canada

Full-timeHybrid · 4 days in office2-5 yrs$69k–$80kListed as no visa sponsorshipHospitality
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In short

Provide comprehensive executive support to two leaders by managing calendars, inboxes, and travel logistics while acting as a trusted partner. Oversee Denver office operations, including vendor management, facility logistics, and the coordination of in-office events.

What they're looking for

MUST-HAVE SKILLS

Executive support experienceSupporting multiple leadersOffice management experienceCalendar and inbox managementConfidential information discretionAI tools fluency

ALSO MENTIONED

Google WorkspaceSlackExpense management tools

Requires 4+ years of experience supporting senior executives and proficiency in office management or workplace operations. Candidates must demonstrate strong organizational skills, AI fluency, and advanced proficiency in Google Workspace and Slack.

About the employer

Evolve

We make vacation rental easy for owners, for guests, for everyone.

About Evolve: Evolve is transforming vacation rental management by giving owners a high-performing, cost-effective, and flexible alternative to the status quo. Our hybrid approach combines AI-powered technology with expert human support to eliminate the hassles of renting—helping owners earn more with less effort.

Read more

Since our founding in 2011, we have proudly delivered over $3 billion in rental income for our owners. With more than 16 million guests hosted and an average review score of 4.8 stars, our innovative model is helping to make vacation rental easy for owners and guests alike. Want to become an Evolver? Our customer-obsessed, high-performing team makes vacation rental easy for everyone. At Evolve, we see culture as a holistic concept—it’s everything we do and don’t do, from the smallest email to our boldest bets. It lives in every action, every conversation—and isn’t seperate from our business performance; it’s what drives it. We’re building an AI-first organization. That means we expect every Evolver to use AI as a core part of how they work, and we expect the same from candidates who want to join us. If you’re using AI tools during this process, that’s not just okay, it’s encouraged. What we’re evaluating is your judgment, your thinking, and your experience. AI should amplify your work, not manufacture it.

INDUSTRY
Hospitality
COMPANY
Privately Held
FOUNDED
2011
HEADQUARTERS
Denver, CO
SIZE
501-1,000on LinkedIn
OFFICES
1 on LinkedIn
OPEN HERE
4 roles

KNOWN FOR

Vacation Rental Marketing & BookingTraveler Support & ReservationsVacation Rental ManagementHospitality

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Questions about this role

Is this Evolve role remote?
Tagged hybrid · 4 days in office.
What does it pay?
The posting lists $69,000–$80,000 a year.
Does it sponsor visas?
Listed as no visa sponsorship.
What experience does it ask for?
Listed as 2-5 years.

The posting, in full

At Evolve, we’re on a mission to make vacation rental easy for everyone. Our high-performing, customer-obsessed team runs on curiosity, communication, and accountability—working together to create exceptional experiences for our owners and guests. Whether solving big challenges, delivering outstanding results, or celebrating wins, we approach every day with purpose and passion. If you’re ready to join a mission-driven company where every teammate has the opportunity to thrive, Evolve might just be the place for you.

▶ READ THE FULL POSTING

At Evolve, we’re on a mission to make vacation rental easy for everyone. Our high-performing, customer-obsessed team runs on curiosity, communication, and accountability—working together to create exceptional experiences for our owners and guests. Whether solving big challenges, delivering outstanding results, or celebrating wins, we approach every day with purpose and passion. If you’re ready to join a mission-driven company where every teammate has the opportunity to thrive, Evolve might just be the place for you.

Why this role

Evolve is building an executive support model that scales with our leadership team, and this role is at the center of it. You'll be the trusted partner to two members of our executive team, owning their time, priorities, and follow-through so they can focus on growing the business. You'll also be the person who keeps our Denver office running smoothly and makes it a place where people genuinely want to be. This is a role for someone who loves bringing order to fast-moving work, thinks a step ahead, and uses tools and AI to build smarter systems—instead of just keeping up with the day-to-day. You'll have direct exposure to how Evolve's leaders think and operate, and the chance to shape how executive support works here.

What you’ll do

  • Provide day-to-day executive support to two executive leaders: own their calendars, triage inboxes and requests, and protect their time for the work that matters most
  • Act as an executive partner, anticipating needs, prioritizing competing requests, and keeping commitments and follow-ups on track.
  • Help prepare for relevant meetings, offsites, and key events by building agendas, gathering pre-reads, capturing notes and tracking action items to completion
  • Coordinate travel, expenses, and logistics for executives and leadership events
  • Manage Denver office operations, including vendors, supplies, facilities requests, mail, building access and visitors, so the space runs smoothly every day.
  • Plan and support in-office moments and events
  • Build systems that scale, using AI and tools like Google Workspace and Slack to automate scheduling, templates, and trackers
  • Serve as a trusted liaison between executives and internal and external partners, handling confidential information with discretion

What makes you a great fit

  • 4+ years of experience supporting senior executives (VP level or above), including supporting more than one leader at a time
  • Experience with office management or workplace operations
  • Exceptional organization and prioritization; you stay calm, focused, and effective across competing priorities
  • Strong judgment and discretion with confidential and sensitive information
  • Clear, professional communication with executives, board members, and external partners
  • AI fluency: you use AI tools to draft, summarize, organize, and automate your work, and you're excited to do more
  • Advanced skills in Google Workspace (Calendar, Gmail, Docs, Sheets) and Slack and experience with expense tools is a plus (Rippling)
  • Based in Denver and able to work onsite minimum 4 days per week, with flexibility on an as needed bases. Occasional early, late or event coverage

Compensation

Annual base salary range: $69,000 - 80,000, depending on relevant experience. This role will also be eligible to receive a variable annual bonus based on both company and individual performance.

Location

All Evolve team members must live in one of our approved locations by their first day. We can hire from anywhere in the U.S. except D.C. and Hawaii. Some positions may also have restrictions based on compensation in the following states: California, Maryland, New York, Pennsylvania, Rhode Island, and Washington. If you live in Colorado, you can work remotely anywhere in the state, at our downtown Denver office, or a hybrid of both! If you're planning to move soon, please let us know, and we'll be happy to review your application again.

California Applicant Privacy Policy | Evolve

How we reward Evolvers

We’re intentional about offering benefits that empower every Evolver to thrive both professionally and personally because they’re more than perks—they’re investments in our customer-obsessed, high-performing team.

We believe in treating others as they want to be treated, providing benefits that deliver real value, and challenging the status quo to meet the diverse needs of our team. Whether it’s helping you take care of your health, plan for the future, or celebrate life’s milestones, our offerings are designed to support you every step of the way.

  • Financial Wellness: Industry-competitive pay, equity in the company, and a 401(k) with a 4% immediate vesting match.
  • Family Support: 16-18 weeks of paid parental leave for birthing parents and 10 weeks for non-birthing parents, plus infertility coverage.
  • Health & Wellness: Comprehensive medical, dental, and vision plans, with 100% employer-paid dental and vision for individual coverage, a low-cost medical option, 10 free mental health visits, and pet insurance.
  • Time to Recharge: Generous PTO, RTO (for full-time exempt employees), sick leave, holidays, and a personal holiday to celebrate what matters most to you.
  • Travel Perks: Annual Evolve travel credit after one year and discounts on stays at all Evolve properties.
  • Growth Opportunities: World-class onboarding programs, learning, and development resources to help you grow your impact.
  • Connection: Employee Resource Groups celebrating our diverse communities at Evolve.

How we work together

With our core values as our guide, every Evolver helps shape the company we want to work for and the people we want to be. We’ve cultivated a culture of collaboration, care, and responsibility that we can all be proud of, and we’re excited to see what you’ll bring as your authentic self.

Still curious about who we are and what we do? Read more about our business and our culture at evolve.com.

EEO

At Evolve, we are committed to diversity and inclusion. As an equal opportunity employer, all qualified candidates will be considered for employment without regard to race, color, creed, religion, age, sex or gender (including pregnancy, childbirth, lactation and related medical conditions), gender identity or gender expression, sexual orientation, marital status, national origin, ancestry, citizenship status, military service or veteran status, physical or mental disability, or any other legally protected characteristic. Evolve participates in e-Verify for all positions.

If you have a disability or special need that requires accommodation at any point in the hiring process, please let your recruiter know.

APPLY ON EVOLVE'S CAREERS SITE ↗
SAVE THIS JOB

We'll keep this job - the posting's full text, even after it closes. Free.

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This listing comes from Evolve's own careers site. Apply links go to the employer. Company facts are from Evolve's public profile. Last checked 14 Nov 2026.