Please Note: This job is being posted on behalf of J. Massey (cashflowdiary.com) by Great Assistant (www.greatassistant.com). Great Assistant is a company that works with entrepreneurs to match them to assistants.
J. Massey is the CEO of West Egg Enterprises, Inc. dba Cashflow Diary, a real estate education and consulting company focused on short-term rental investing. Through Cashflow Diary, J. has trained thousands of entrepreneurs and built a business centered on helping others create financial freedom through systems, strategy, and operational excellence.
We are looking for a Virtual Assistant who is proactive, steady, highly organized, and works well with a visionary, fast-moving leader who communicates primarily through voice and operates in a high-clarity environment where feedback is frequent, direct, and focused on outcomes. The ideal candidate is comfortable in a straightforward work culture and can adapt to different communication styles, including neurodivergent work environments.
As our assistant, you will support day-to-day operations, help protect our CEO's time so he can stay focused on high-value work, and translate direction into clear priorities, next steps, and follow-through while helping keep operations moving smoothly.
The right person will align with the company's Core Values and be able to bring clarity, structure, and follow-through to a dynamic environment.
Core Values
- Ownership
- Excellence Without Apology
- Clarity Over Cleverness
- Stewardship
- Growth as a Practice
Some of your responsibilities will include:
- Email triage, inbox management, and routing client communications
- Calendar management, including scheduling and calendar confirmations
- Managing incoming requests and setting appointments
- Meeting prep and follow-up, including recaps and action items
- Reviewing daily priorities and helping keep the day on track
- Social media scheduling, posting, and direct message management
- Supporting coaching and consulting calls through preparation and follow-up
- Document creation and formatting
- Research and data compilation
- Project and task coordination
- Travel and logistics coordination
- Assisting with occasional evening and weekend virtual events
- General operations and administrative support
In addition to the above, the ideal candidate must be/have:
- Proactive, anticipates needs, and stays one step ahead
- Accountable, takes ownership of outcomes, not just tasks, and presents solutions and recommendations
- Works independently and handles tasks end-to-end with minimal oversight
- Tracks details through completion and reliably closes loops
- Captures direction quickly, learns fast, and executes without repeated instruction
- Detail-oriented, highly organized, and creates structure
- Calm under pressure, flexible, and adaptable to change
- Comfortable in a fast-paced environment with frequent, direct communication and shifting priorities
- Emotionally mature and steady in a direct work environment
- Assertive, direct, and clear in communication
- Comfortable asking questions or pushing back when needed
- Takes verbal direction and translates it into clear priorities, action, and follow-through
- Understands priorities and protects the bigger picture
- Comfortable supporting a visionary entrepreneur
- AI-fluent and highly comfortable using AI tools in day-to-day work
- Tech savvy and quick to pick up new tools and software
- Professional, polished, personable, and trustworthy
- Growth-oriented, curious, and open to learning new things
- Neurodivergent-aware and respectful of diverse cognitive and communication styles
Experience with the following tools is a plus!
- Google Workspace
- Microsoft Office
- Gmail, Substack, and Kit.com
- Slack
- Motion
- GoHighLevel
- Social media platforms (LinkedIn, Instagram, Facebook, YouTube, TikTok, X, and Pinterest)
- AI tools, with Claude experience as a plus
Position Details
- This is a Remote W2 position
- The position will be 40 hours per week
- Hours are flexible and based on workload and deliverables
- Benefits include:
- Medical, dental, and vision
- 3 weeks PTO, Birthday off, and unlimited sick time
- 15 paid holidays
- Employer-paid life insurance, AD&D, Short-term and Long-term disability
- $150/month wellness stipend
- $1,500/year learning stipend through Fringe
- Availability required for virtual event moderation:
- Twice monthly on Thursday evenings, and occasionally Wednesdays, from 7:00 pm to 9:00 pm EST
- One Saturday per month from 11:00 am to 2:00 pm EST
- The pay rate is $35/hr. USD
- You must be able to pass a background check
- We are looking for someone to become a long-term (3+ years) team member
**Please do not contact J. Massey or Cashflow Diary directly; doing so will disqualify your application***
