Executive Assistant to CEO – Gross CapitalAbout Gross Capital

Gross Capital (Oceangross.com) is a dynamic investment bank that operates as a private equity principal, taking equity positions in the companies we work with. We are builders, strategists, and partners who believe in transforming businesses through smart capital and operational excellence. Our approach combines the analytical rigor of investment banking with the hands-on partnership of private equity.

We are a hard-working company that believes great rewards come from great effort. We value family, integrity, and the relentless pursuit of excellence. Our team operates with the understanding that we’re not just managing money—we’re building legacies and transforming lives.

Our Core Values

Competitive Greatness Be at your best when your best is needed. Enjoyment of a hard challenge. Those who have the drive to constantly improve, with the superior intellect and long-term commitment to see incremental improvements become compounding returns.

Sincere Candor Have the self-awareness to accurately perceive and communicate hard truths that improve others and self, the courage to do so, and the humility to accept them, even when it hurts. Nothing great can be built without feedback.

Unimpeachable Character Be the type of person with whom people are always proud to associate, personally and professionally. We look for true alignment of thoughts, words, and actions towards a goal worth pursuing.

Role Overview

We’re seeking an exceptional Executive Assistant to the CEO who will serve as a strategic partner and operational backbone. This role goes beyond traditional administrative support—you’ll be the CEO’s right hand, managing complex priorities, anticipating needs, and driving execution across personal and professional domains. You’ll be the guardian of the CEO’s time and energy, ensuring maximum impact and efficiency.

This position requires someone who thrives in a high-stakes environment, possesses exceptional judgment, and can seamlessly navigate between detailed execution and strategic thinking. You’ll be entrusted with sensitive information and critical decisions that directly impact our portfolio companies and investment strategy.

Responsibilities

Executive Support & Strategic Partnership

• Serve as the primary gatekeeper and priority manager for the CEO’s time and attention
• Manage complex calendaring across multiple time zones, ensuring optimal scheduling for deal flow, portfolio management, and strategic initiatives
• Prepare comprehensive briefing materials, executive summaries, and decision frameworks for meetings and calls
• Act as a liaison between the CEO and internal teams, portfolio companies, and external stakeholders

Advanced Communication & Relationship Management

• Draft, review, and manage executive correspondence with investors, portfolio companies, and strategic partners
• Screen and prioritize communications, ensuring urgent matters receive immediate attention
• Maintain discretionary relationships with key stakeholders, understanding the nuances of each relationship
• Coordinate and manage sensitive communications requiring the highest level of confidentiality

AI-Powered Operational Excellence

• Leverage cutting-edge AI tools to streamline workflows, automate routine tasks, and enhance decision-making processes
• Implement AI solutions for email management, scheduling optimization, document creation, and data analysis
• Stay current with emerging AI technologies and proactively identify opportunities to increase efficiency
• Train and support other team members in AI tool adoption and best practices

Travel & Logistics Coordination

• Plan and execute complex international travel itineraries, considering deal schedules, time zones, and personal preferences
• Coordinate logistics for investor meetings, due diligence trips, and portfolio company visits
• Manage accommodation, transportation, and meeting arrangements with meticulous attention to detail
• Prepare comprehensive travel briefings including deal context, meeting objectives, and cultural considerations

Project Management & Initiative Leadership

• Lead cross-functional projects that support the CEO’s strategic initiatives and portfolio management activities
• Coordinate due diligence processes, investor communications, and portfolio company board meeting preparations
• Manage special projects including market research, competitive analysis, and strategic planning support
• Ensure follow-through on action items from board meetings, investment committee meetings, and strategic sessions

Personal & Lifestyle Coordination

• Manage personal scheduling and commitments, ensuring work-life integration aligns with family values
• Coordinate personal travel, family events, and important personal milestones
• Handle confidential personal matters with the utmost discretion and professionalism
• Support family-related activities and commitments while maintaining professional boundaries

Results & Key Performance Indicators

• CEO’s calendar optimization results in 25% more time allocated to high-impact activities (deal sourcing, portfolio management, strategic planning)
• 100% accuracy in meeting preparation and briefing materials, with zero missed deadlines or scheduling conflicts
• Implementation of AI-driven processes that reduce administrative overhead by 40% within the first six months
• All travel arrangements executed flawlessly with contingency planning that anticipates and mitigates potential disruptions
• Maintain confidentiality standards that protect sensitive deal information and personal matters
• Positive feedback from portfolio companies and investors regarding communication and coordination efficiency
• Proactive identification and resolution of potential issues before they impact the CEO’s focus or the business

Requirements

Essential Qualifications:

• Exceptional written and verbal communication skills in English, with the ability to interact professionally with high-net-worth individuals and institutional investors
• Advanced proficiency with AI tools including ChatGPT, Claude, Midjourney, automation platforms, and emerging productivity technologies
• Demonstrated experience with complex calendar management, international travel coordination, and multi-stakeholder project management
• High emotional intelligence and the ability to read situations, anticipate needs, and adapt communication style accordingly
• Uncompromising integrity and discretion when handling confidential information
• Strong analytical skills with the ability to synthesize complex information for executive decision-making

Preferred Qualifications:

• Experience in investment banking, private equity, venture capital, or related financial services
• Advanced degree (MBA, CFA, or relevant certification) preferred but not required
• Experience supporting executives in deal-making environments with understanding of due diligence processes
• Multilingual capabilities, particularly in languages relevant to our investment markets
• Experience with CRM systems, deal management platforms, and financial modeling tools
• Background in high-performance, results-driven environments with demonstrated ability to thrive under pressure

Personal Characteristics:

• Anticipatory mindset with the ability to think three steps ahead
• Solutions-oriented approach with resourcefulness and creative problem-solving abilities
• Professional maturity and poise when representing the CEO and company
• Adaptability and resilience in fast-paced, changing environments
• Strong work ethic aligned with our culture of excellence and family values
• Natural inclination toward continuous learning and improvement

Location & Working Arrangements

• Based in South Africa with the flexibility to accommodate international time zones as needed
• This is a remote position with occasional travel requirements for company events or strategic meetings
• Availability for urgent matters outside standard business hours when critical situations arise
• Strong internet connectivity and professional home office setup required

What We Offer

• Competitive compensation package commensurate with experience and the strategic nature of this role
• Opportunity to work directly with a successful entrepreneur and gain exposure to high-level investment and business strategy
• Professional development opportunities including conferences, training, and exposure to our portfolio companies
• Flexible working arrangements that respect work-life integration while meeting business demands
• Performance-based bonuses tied to company success and individual excellence
• Access to cutting-edge tools and technologies to maximize your effectiveness

The Opportunity

This role offers a unique opportunity to be at the center of a growing investment platform, working directly with the CEO to build something exceptional. You’ll gain invaluable experience in private equity, investment banking, and entrepreneurship while developing skills that will serve you throughout your career.

We’re looking for someone who sees this not just as a job, but as a partnership in building something meaningful. If you’re ready to bring your A-game, leverage the latest technologies, and contribute to our mission of transforming businesses through smart capital and operational excellence, we’d love to hear from you.

Job Types: Full-time, Permanent

Pay: R21 270,00 – R40 126,00 per month

Experience:

• Executive Assistant: 4 years (Preferred)

Language:

• Advanced Level English (Required)

Location:

• South Africa (Required)

Work Location: Remote