Executive Assistant

West Boulder Capital; South Africa; Remote; ZAR 226,000 - 377,000; Full time

Benefits offered by this job

Remote work

Full-time, 40 hours/week

Daily video calls with partners

Job summary

West Boulder Capital, a U.S.-based holding group, is seeking an organized executive assistant to work remotely full-time with the two founding partners. You will join regular video calls to align priorities and drive initiatives across multiple portfolio companies.

The role spans calendars, inboxes, travel, payroll, vendors, and projects—from admin support to business operations—requiring proactivity, independence, and an AI-forward mindset. English fluency and discretion are essential.

Qualifications

• 2+ years as an executive assistant, ideally supporting more than one executive.
• Excellent written and spoken English, C1 or higher.
• Strong organizational skills and attention to detail.
• Proven experience with Google Workspace: Gmail, Calendar, Drive, Sheets.
• Discretion with confidential financial and personal information.
• Full-time role, online every weekday with consistent schedule.

Responsibilities

• Be the task master: maintain a single open-item list across both partners and the businesses and chase updates.
• Attend daily video calls with both partners to set priorities and report progress.
• Manage business operations across the portfolio: follow up with managers, vendors, and accountants.
• Coordinate calendars, calls with brokers, sellers, lenders, and vendors; prevent calendar conflicts.
• Triage inboxes: draft replies and file the rest for partner approval.
• Book and manage travel for both partners.
• Prepare and submit weekly payroll in Gusto for the portfolio companies.
• Compile and send weekly sales reports in Google Sheets.
• Monitor compliance deadlines and renewals; organize documents in Google Drive.
• Maintain deal trackers and support AI-enabled automation of routine work.

Skills

Proactive & independent

English proficiency (C1+)

Attention to detail

Organizational skills

Google Workspace

Remote work experience

Tools

Gusto

QuickBooks Online

Google Drive

Job description

West Boulder Capital is a U.S.-based firm that buys small businesses from owners who are ready to retire and runs them for the long term. We now operate several businesses across the United States, and we are looking for an organized, detail-oriented executive assistant to work remotely and full-time with our two founding partners.

You would work directly with both partners and be on video calls with them every day. One runs operations, finance, and HR across the portfolio, and the other runs deal sourcing, sales, and financing, so the work covers a wide range, from admin support like calendars, inboxes, and travel to business operations like payroll, compliance, vendors, and projects across the businesses.

More than anything, we want someone proactive and independent, a task master who knows every open item across both partners and the businesses, sees what is coming before anyone asks, and handles it without waiting to be told. Ideally you are also AI forward, the kind of person who reaches for an AI tool before doing something by hand.

Responsibilities

• Be the task master: keep one running list of every open item across both partners and the businesses, chase owners for updates, and make sure nothing slips
• Get on video calls with the partners every day to set priorities, report on progress, and work through problems together
• Handle business operations across the portfolio: follow up with managers, vendors, and our accountants, clean up processes, and own projects through to done
• Manage both partners' calendars, schedule calls with brokers, sellers, lenders, and vendors, and keep the two calendars from colliding
• Triage both inboxes: flag what needs a partner, draft routine replies for their approval, and file the rest
• Book and manage travel for both partners
• Prepare and submit weekly payroll in Gusto for the portfolio companies
• Compile and send the weekly sales reports in Google Sheets
• Track and handle recurring admin across the businesses, such as insurance renewals, permit and license filings, and other compliance deadlines
• Keep documents organized in Google Drive, and handle the paperwork for new hires and contractors
• Keep our deal tracker and other shared trackers up to date
• Use AI tools to automate and speed up routine work wherever you can

Qualifications

• Proactive and independent: you notice what needs doing and handle it without being told, and when something is stuck you come to us with a solution rather than a question
• Excellent written and spoken English, C1 or higher
• At least 2 years as an executive assistant, ideally supporting more than one executive
• Strong organizational skills with high attention to detail
• Proficient in Google Workspace: Gmail, Calendar, Drive, Sheets
• Discretion with confidential financial and personal information
• Full-time, 40 hours a week, and online every weekday from 9 am to 2 pm U.S. Central time
• On video calls with the partners every day, with a working camera and microphone
• Reliable internet connection and a dedicated work environment

Preferred

• AI forward: you already use tools like ChatGPT or Claude every day, and you look for ways to automate routine work rather than doing it by hand
• Experience in business operations, not only admin support
• Experience with Gusto and QuickBooks Online
• Prior experience supporting U.S.-based small businesses

The ideal candidate

The most important thing to us is that you are proactive and independent. If you need step-by-step instructions for every task, or you finish one thing and wait to be told what is next, this will not be a good fit. If you notice an insurance renewal coming up, a vendor who has gone quiet, or a process that keeps breaking, and you deal with it before either of us asks, it will be.

Ideally you are also AI forward. The tools are changing how this kind of work gets done, and we want someone who is excited to use them and teach us a thing or two, not someone who has to be talked into it.

Compensation

• $1,200 to $2,000 per month (USD), depending on experience and ability
• Full-time, 40 hours a week, remote
• Must be available 9 am to 2 pm U.S. Central time every weekday