Overwhelmed by properties, inboxes, and operations that keep slipping through the cracks? With 12+ years and 7,200+ Upwork hours as a Property Manager and Operations Specialist, I’ve delivered 24% revenue growth in 4 months for clients who need STR, long-term rental, and executive support systems that run smoothly.
🎯 HOW I CAN HELP YOU
STR AIRBNB OPERATIONS
Increase occupancy, protect your reviews, and reduce the day-to-day stress of running short-term rentals. I bring 7,200+ Upwork hours and have helped drive 24% portfolio revenue growth in 4 months through pricing, guest experience, and platform optimization.
LONG-TERM RENTAL MANAGEMENT
Keep your rentals organized, tenants supported, and owner communications under control. I work across AppFolio, Buildium, and Rent Manager to reduce missed tasks, improve response times, and keep operations moving smoothly.
BUSINESS OPERATIONS AND SOPS
Turn scattered workflows into a system that saves time and exposes costly inefficiencies. I map how your business actually runs, then build clearer SOPs and automations in tools like Notion, ClickUp, and Asana.
EXECUTIVE ASSISTANT AND CHIEF OF STAFF SUPPORT
Protect your focus by offloading calendar chaos, inbox overload, and cross-functional follow-up. My background in executive support and operations helps founders and leadership teams keep priorities moving without important details slipping through.
PROPERTY MANAGER SUPPORT
Scale your property management capacity without adding internal overhead. I can handle owner communication, vendor coordination, reporting, and escalation so your team can stay focused on growth instead of daily fire drills.
🏆 RESULTS
"Aaron's expert insights and dedication caused our growth to increase by 24% in 4 months. I absolutely love working with him, he can tackle anything."
– Craig H., Client
"Aaron did a fantastic job researching call management platforms. He didn't just find a good system; he found the right system for our law firm. We're very happy with his recommendation!"
– Kawan L., Client, Law Firm
"Aaron was super helpful. Worked quickly and efficiently. Made the spreadsheet I needed with all the appropriate calculations that worked. It definitely helps he has Real Estate experience and was able to speak the lingo and understand what I was looking for. 10/10 would use again."
– VC P., Client, Real Estate Professional
🏆 Upwork Expert Vetted freelancer
🎖 Upwork Top Rated U.S.-based freelancer
🏅 Certified Executive Chef
See full case studies in my portfolio below.
✉️ 𝗠𝗘𝗦𝗦𝗔𝗚𝗘 𝗠𝗘 𝗢𝗡 𝗨𝗣𝗪𝗢𝗥𝗞
Ready to streamline your properties, operations, or executive workload? Message me on Upwork today and tell me what you need help with, and I will map the fastest path forward.
I typically respond within 3 hours and can often accommodate urgent requests.
𝗛𝗼𝘄 𝗜 𝗪𝗼𝗿𝗸
I manage property and operations in AppFolio and Buildium, keeping tenant, rent, and maintenance workflows organized. For short-term rentals, I use Guesty, Track, and Hostfully to coordinate listings, guest messages, and turnover timing. I document SOPs in Notion, track projects in ClickUp, and keep communication moving through Slack and Google Workspace
🏆 Top-Tier MANAGEMENT & OPERATIONS
🎖️ Upwork Top Rated U.S. Based Freelance
updated: July 2026
Administrative Support
Customer Service
Virtual Assistance
Business Operations
Executive Support
Property Management
Office Management
Personal Administration
Real Estate
Google Workspace Administration
AppFolio
Real Estate Virtual Assistance
Business Management
Real Estate Project Management Software
Team Management
ClickUp
Automation
Vendor Management
Calendar Management
Lodgify
Velvet W.
Scappoose, Oregon
$32/hr
5.0
4 jobs
SKILLS
* Administrative and Bookkeeping
* Excellent Communication Skills/Customer Service
* Financial Reconciliations and Research.
* Organized, Efficient and Focused
* Time Management and Multitasking
* Dedicated, Positive and Resourceful
* Reliable and Trustworthy
* Self Motivation and Disciplined
* Professional, experienced and diversified in Administrative Support.
* Efficient in A/P, A/R and Payroll.
* Business reports and budget forecasting.
* Reconciliation of multiple financial accounts.
* Remote Personal/Virtual Assistant.
* Adaptable to each client needs professionally and personally.
* Reliable, trustworthy, attention to detail, creative, efficient and confidential.
* Transcription and Data Entry.
* Travel/Vacation coordination.
* Medical Coding/Billing and Account Representative.
* Auditing and processing insurance payments.
* Assisting patients with insurance and scheduling appointments.
* Doctor patient liaison.
* Legal Assistant Secretary.
Administrative Support
Data Entry
Virtual Assistance
Bookkeeping
Travel Planning
Bank Reconciliation
Account Reconciliation
Accounts Receivable Management
Accounts Payable Management
Payroll Accounting
Tax Preparation
Hassinullah N.
Portland, Oregon
$60/hr
5.0
151 jobs
I am an experienced report writer with three years of expertise specializing in app testing and translation. Fluent in English, Dari-Persian, and Pashto, and with working knowledge of French and Spanish, I excel in bridging communication gaps across languages.
My skill set includes:
1: Academic Writing & Transcription: Delivering clear and concise documents tailored to your specific needs.
2: Microsoft Word & PowerPoint Specialist: Creating high-quality documents and compelling presentations that make an impact.
3: Graphic Design Skills: Proficient in creating visually appealing logos and reports, ensuring that all designs align with branding and effectively communicate messages.
Data Entry
File Management
Persian
Translation
Writing
Language Interpretation
Pashto
Dari
Report Writing
Social Media Management
Review or Feedback Collection
Application Review & Optimization
Mobile App Testing
Sandra O.
Beaverton, Oregon
$25/hr
5.0
38 jobs
Are you struggling with maintaining high level customer satisfaction, streamlined operations, managing your emails, and inconsistent support across multiple channels? Is your team overwhelmed with phone calls or is customer satisfaction slipping? I’m here to help!
I’m Sandra, I am a native English speaker and a Licensed medical doctor, who is not currently practicing. Because of my ability to respond to peoples needs I have been able to diversify into being an effective customer relations manager and virtual assistant. with over 7 years of experience working for and with CEOs of small and large businesses, your daily operations are in the right hands.
I would bring to your business the 6 must haves that any support agent should possess, which includes:
✅ Communication etiquette
✅ Efficiency
✅ Effective time management
✅ Team spirit
✅ Integrity
✅ Ability to maneuver difficult situation and correcting discrepancies
I am proficient with the following tools:
✅Invoice4U
✅ Hootsuite
✅ Pipedrive
✅ Stripe
✅ Slack
✅ Hubspot
✅ Gorgias
✅ Helpscout
✅ Ringer
✅ Google Docs and Worksheets
✅ Asana
✅ Salesforce
✅ Zendesk
✅ Freshdesk
✅ Zoho forms
✅ Monday.Com
✅ Shopify
✅ Dial pad
✅ Ring central
Why Me? I’m not just focused on doing a job—I’m committed to making a real impact. I take responsibility seriously and bring a "no-excuses" mentality, ensuring your company’s goals are my top priority. Whether it’s boosting customer retention, solving complex challenges, or streamlining processes, I’m dedicated to achieving results that truly count.
I would welcome the opportunity to discuss my qualifications for working with you. I believe my training and my experience has given me the skills to make a valuable contribution to your organization.
Administrative Support
Email Communication
Microsoft Excel
Zendesk
Freshdesk
Customer Feedback Documentation
Team Management
Order Processing
Email Support
Online Chat Support
Google Sheets
Order Fulfillment
Nicole B.
Gresham, Oregon
$30/hr
5.0
2 jobs
I’m an experienced Executive Assistant with 10 years of supporting attorneys, nonprofit leaders, and mission driven organizations in fast paced environments.
I provide high level remote operations and executive support to solo attorneys, boutique law firms, nonprofit directors, and policy professionals who need reliable, strategic assistance without hiring full time staff.
My background includes:
• Legal client intake & case coordination
• Court calendaring & deadline management
• Executive calendar & inbox management
• Drafting coordination & document formatting
• Board materials & meeting preparation
• Grant support & nonprofit administrative operations
• Policy & research assistance
• Confidential communications handling
I understand how quickly small teams can become overwhelmed. Missed emails, scheduling chaos, and process gaps cost time and money. My role is to bring structure, organization, and calm execution so leaders can focus on high impact work.
With a bachelor’s degree in Political Science and English, I’m comfortable handling research heavy tasks, written communication, and systems coordination in both legal and nonprofit settings.
I bring discretion, initiative, and a systems oriented mindset. I integrate quickly and do not require micromanagement.
Availability: 10-15 hours per week
Time Zone: Pacific
Rate: $45/hour
If your organization needs dependable executive level support on a flexible basis, I’d be happy to connect.
Virtual Assistance
Content Creation
UGC
Photo Editing
Social Media Management
Technical Writing
Travel Planning
TikTok
Instagram
Content Writing
Research & Development
Kathleen G.
Bend, Oregon
$60/hr
4.7
51 jobs
Chief of Staff | Senior Executive Assistant | Strategic Operations Partner for Executives, Professors & Thought Leaders
Transforming Operational Chaos Into Clarity
I partner with C-suite executives, university professors, authors, speakers, and public-facing leaders who need senior-level operational support—not just task-based assistance.
My role is simple: I create structure, systems, and operational clarity so you can focus on your highest-value work.
If you're looking for a trusted strategic partner who brings discretion, executive presence, and proactive, behind-the-scenes leadership, I'd welcome the opportunity to connect.
Whom I Work Best With
I am best suited for:
• CEOs, Founders, Presidents, and C-Suite Executives
• University Professors, Researchers, and Academic Leaders
• Authors, Speakers, and New Thought Leaders
• Boards of Directors and Executive Leadership Teams
• Small Businesses and Startups Preparing to Scale
• High-performing leaders overwhelmed by complexity who need order restored
My clients are often brilliant visionaries who need an experienced operator to organize priorities, streamline operations, and protect their time.
Experience & Authority
With more than 20 years of experience as a Chief of Staff, Senior Executive Assistant, Operations Partner, and Events Manager, I have supported leaders across corporate, academic, nonprofit, entrepreneurial, and public sectors.
My background includes supporting:
• Brian Tracy and other globally recognized authors and thought leaders
• UC Davis MSBA Academic Leadership Team
• University of Connecticut faculty leadership
• CEOs, COOs, SVPs, and Vice Presidents across multiple industries
• High-profile public figures, elected officials, and government leaders
• Startup founders navigating rapid growth and operational scaling
I bring a unique combination of strategic thinking, operational excellence, diplomacy, and discretion to every engagement.
Services
Executive Operations & Chief of Staff Support
• Executive calendar management and optimization
• Inbox management and executive communications
• Strategic planning and project coordination
• Meeting preparation, follow-up, and accountability tracking
• Board meeting coordination and governance support
• SOP development and operational documentation
• Process improvement and workflow optimization
• CRM setup, cleanup, and management
• HR: Post roles, screen candidates
Executive Assistant Services
• Complex travel planning and logistics
• Vendor management and relationship coordination
• Research and special projects
• Presentation and document preparation
• Client and stakeholder communications
Event & Experience Management
• Executive retreats and leadership meetings
• Corporate conferences and workshops
• Virtual and in-person events
• Speaker coordination and logistics management
• Vendor negotiations and contract management
• End-to-end event execution
Marketing & Business Operations
• Marketing project coordination
• Newsletter and email marketing support
• LinkedIn management and thought leadership support
• Systems implementation and optimization
• Business process design and automation
How I Work
I do not operate as a reactive assistant.
I function as a strategic extension of the executives I support.
That means:
• Anticipating needs before they become problems
• Creating systems that scale with growth
• Protecting executive time and energy
• Communicating proactively and professionally
• Bringing calm, organized leadership during periods of change and growth
Clients frequently tell me they finally feel "caught up" after working together and are optimistic.
Results & Reputation
• 20+ years supporting senior leaders and executives
• 50+ endorsements across LinkedIn, Upwork, and client testimonials
• Long-term client relationships built on trust and discretion
• Proven track record managing complex projects and high-visibility initiatives
• Known for reliability, professionalism, and exceptional follow-through
Technology & Platforms
Google Workspace (Preferred)
Microsoft 365
Slack, Zoom, Loom
Trello, Asana, Notion, ClickUp
HubSpot, ActiveCampaign, Mailchimp, FloDesk
Gusto, BambooHR, TriNet
Canva Pro, LinkedIn Sales Navigator
ChatGPT, Claude, Gemini, Fathom, and AI-powered productivity tools
Engagement Philosophy
I intentionally work with a limited number of clients to ensure exceptional service and meaningful results.
My clients hire me because they want more than administrative support—they want a trusted partner who can create order, maintain momentum, and help them operate at their highest level.
Reach out for my calendar link.
Current & Past Roles: Chief of Staff, Executive Assistant, Executive Operations, Strategic Planning, Board Support, University Professor Support, Academic Administration, Operations Manager, Project Management, SOP Development, Executive Communications, Event Management, Startup Operations, Business Operations, AI Productivity.
Google Docs
Organizational Plan
Email & Newsletter
Project Management
Slack
Trello
Leadership Skills
Event Management
Microsoft Teams
Zoom Video Conferencing
HR & Business Services
Event Planning
Real Estate
ChatGPT
Gemini
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Emerald Tiger
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Kinetic Investments
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