Executive Assistant To The Cfo & Coo

Kaelo; Gauteng; On-site; ZAR 500,000 - 900,000; Full time

Job summary

Kaelo seeks a highly strategic Executive Assistant to support our CFO & COO in a fast-paced, regulated medical insurance environment. The role acts as gatekeeper, strategic partner, and operations enabler, balancing financial oversight with day-to-day execution.

You will manage dual-hat calendars, prep briefing packs, triage inboxes, coordinate board and investor materials, and safeguard confidential information with discretion and professional poise.

Qualifications

• 5–7+ years as an Executive Assistant supporting C-suite.
• Experience in medical insurance or healthcare logistics preferred.
• Discretion with confidential board-level financial data and personnel info.
• Ability to manage dual CFO/COO responsibilities in a regulated setting.

Responsibilities

• Architect dual-hat calendars (CFO blocks, COO blocks) to minimize fatigue.
• Prepare briefing packs; ensure data and context are ready for meetings.
• Gatekeeping and inbox triage to route routine items to owners.
• Coordinate board/investor materials and financial forecast support.

Skills

Calendar management

Slack/Teams

Project tracking

Excel/Sheets

Discretion

Tools

Outlook/Google Workspace

Asana

Monday.com

Excel/Sheets

Job description

Job Description

We are seeking a highly strategic, operationally sound, and financially literate Executive Assistant (EA) to support our dual-role CFO & COO. In this critical position, you will act as the ultimate gatekeeper, air-traffic controller, and strategic partner to a leader managing the entire financial health and operational execution of our medical insurance business.

Because this executive wears two high-stakes hats, you will be responsible for managing intense context-switching, safeguarding their cognitive load, and ensuring neither long-term financial strategy nor day-to-day operational excellence is compromised. The ideal candidate has deep experience in highly regulated environments, understands insurance fundamentals, and thrives in a fast-paced corporate setting.

Key Responsibilities

Calendar, Energy & Context Management

• Dual-Hat Calendar Optimization: Strategically architect the executive’s calendar by grouping tasks and meetings into distinct "CFO blocks" (audits, actuarial reviews, solvency) and "COO blocks" (claims operations, IT infrastructure, provider networks) to minimize decision fatigue.
• Meeting Pre-Briefing & Readiness: Ensure the executive is fully prepared for every meeting. You will curate briefing packs, clarify the context (Financial vs. Operational), define the required outcomes, and ensure relevant data is reviewed beforehand.
• Gatekeeping & Inbox Triaging: Act as a diplomatic but firm shield against "operational noise." Route routine claims, customer service, or vendor escalations to department heads, ensuring only critical systemic issues reach the executive.

Financial & Regulatory Administration (CFO Support)

• Regulatory Calendar Tracking: Take absolute ownership of strict, non-negotiable statutory filing windows, regulatory audit cycles, and annual product/plan restructuring deadlines.
• High-Stakes Deliverable Coordination: Assist in compiling and formatting board decks, investor relations materials, reinsurer briefs, and financial forecast models.
• Financial Literacy Execution: Comfortably handle sensitive financial documents (P&L statements, solvency margins, expense reports) with absolute discretion.

Operational Oversight & Governance (COO Support)

• Cross-Functional Tracking: Monitor progress on major operational milestones (e.g., system migrations, provider network negotiations, claims turnaround time targets) using project management tools.
• Stakeholder Bridge: Serve as a seamless professional conduit between the executive and diverse stakeholders, including actuarial consultants, corporate clients, hospital networks, and regulatory bodies.
• Process Optimization: Identify and implement ways to streamline the executive's office operations, internal communications, and sign-off workflows (e.g., DocuSign queues).

Qualifications

• Experience: Minimum of 5–7+ years of experience as an Executive Assistant supporting C-suite executives. Experience in medical insurance, medical schemes, financial services, or healthcare logistics is highly preferred.
• Industry Knowledge: Familiarity with or an ability to rapidly learn medical insurance metrics and concepts (e.g., Claims/Loss Ratios, IBNR reserves, provider networks, statutory solvency).
• Technical Skills: Advanced mastery of calendar management tools (Outlook/Google Workspace), communication channels (Slack/Teams), and project tracking tools (Asana, Monday.com, or similar). High comfort level with Excel/Google Sheets is a plus.
• Discretion: A flawless track record of handling highly confidential board-level financial data and sensitive personnel information.
• Attributes: Exceptional emotional intelligence, a calm demeanor under high-pressure deadlines, strong assertive communication skills, and an innate ability to predict an executive's needs three steps ahead.

Working Conditions

• This role is typically office-based. Occasional extended hours may be required to support executive schedules.

Behavioural Competencies

• High integrity and confidentiality
• Proactive and solutions-driven
• Resilient and adaptable
• Professional and dependable
• Strong ownership and accountability
• Independent yet collaborative
• Professionally presented