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December 10, 2025

Everyone Needs an Assistant. Here’s Why.

This podcast explores the power of delegation and how personal assistants, both human and AI, can unlock unprecedented leverage in both personal and professional life. Jonathan, a serial entrepreneur, shares his experiences and insights on building a successful company by mastering the art of delegation.

The Democratization of Assistance

  • "A couple decades ago, you had to be Mark and Dreston Urban Kosla to have a half dozen assistants and that cost you half a million dollars. Now with a company like Athena for 3,000 bucks a month, you can have your own assistant, and then with AI, it's going to become ubiquitous."
  • Executive assistance used to be exclusive to the ultra-wealthy. Now, companies like Athena are making it accessible for around $3,000 per month.
  • AI is poised to further democratize access to assistance, potentially leading to billions learning to delegate to machines.
  • Individuals can start delegating tasks for as little as $20 a month using AI tools like ChatGPT.

Human vs. AI Assistants: A Symbiotic Relationship

  • "It's like self-driving cars where it's not self-driving overnight. It's you drive the Tesla at first and then there's assisted steering and braking and then over time it becomes more autonomous. And the same thing is going to happen with assistants."
  • AI assistants will evolve incrementally, similar to self-driving cars, gradually taking on more tasks.
  • Human assistants excel at tasks requiring empathy, nuanced judgment, and a personal touch, such as providing emotional support or offering feedback.
  • The future envisions a seamless integration of human and AI assistants, combining human empathy with AI's memory and proactive capabilities. Athena is building machine models to improve, allowing the human to upgrade what they work on to more high leverage stuff.

Advanced Delegation Techniques

  • "The cardinal sin of delegation is that it will be faster or better to do it myself. And the reason it's a blocker is because it's true. It will actually be faster or better if you do it yourself that first time. And it takes more effort to delegate to teach someone how to do it, it might not be as fast or as good as you'd like it, but the only way you get leverage is by going through that work. So, you have to overcome that activation energy."
  • The "delegate by algorithm" method involves exporting one's internal preferences and processes to the assistant for consistent results.
  • Voice delegation is significantly faster than typing, enabling efficient task management on the go. The best delegators at Athena are delegating by voice all day long.
  • Overcoming the initial hurdle of delegation—where it feels faster to do it yourself—is crucial for long-term leverage.

Key Takeaways:

  • Embrace Delegation as a Foundational Skill: Whether you leverage AI or human support, mastering delegation is paramount for unlocking personal and professional potential.
  • Prioritize Time Ownership: Recognize time as your most valuable asset and design your life and calendar around your highest goals.
  • Start Small, Scale Intentionally: Begin with affordable AI tools and gradually incorporate human assistance as your budget and needs evolve, building trust and compounding leverage over time.

For further insights, watch the podcast: Link

This episode dives into the strategic imperative of delegation, revealing how AI-powered assistants are democratizing executive leverage, enabling founders to reclaim time and scale ambition in an increasingly complex world.

The Power of Delegation: An Origin Story

  • Jonathan, CEO of Athena, a company with 4,000 employees, shares his personal journey into extreme delegation, emphasizing its role in managing a demanding career, investments, and family life. His experience at the White House, observing highly effective Executive Assistants (EAs), set a high bar for what an EA-client partnership could achieve. He realized that leveraging an EA, even for basic tasks like inbox and calendar management, compounded his ambition and capacity. This insight led him to scale his personal support from one assistant to half a dozen, each specializing in different areas, demonstrating how delegation can unlock significant personal and professional growth.
  • Strategic Implication for Crypto AI: For founders and researchers in the fast-paced Crypto AI space, effective delegation is not just a convenience but a necessity to free up bandwidth for deep technical work, strategic partnerships, and navigating complex regulatory landscapes.

Democratizing Executive Leverage: AI's Role

  • Jonathan highlights a significant shift: what was once exclusive to high-net-worth individuals like Marc Andreessen or Vinod Khosla (costing half a million dollars for a team of assistants) is now accessible. Companies like Athena offer human assistants for around $3,000 a month. The advent of AI, particularly tools like ChatGPT, further democratizes this, allowing individuals to start delegating for as little as $20 a month. This "ladder of leverage" suggests that AI will make machine assistants ubiquitous, with human support layered on top as budgets increase.
  • Actionable Insight for Crypto AI: Crypto AI professionals should immediately explore AI tools like ChatGPT for basic delegation (prompt engineering is delegation). This practice builds the foundational skill of delegating, preparing them for more advanced human or hybrid AI-human assistant models, crucial for managing complex projects and research.

Human vs. AI: A Moving Target in Delegation

  • The discussion explores the evolving relationship between human and AI capabilities in delegation, likening it to the progression of self-driving cars. Initially, AI provides assisted steering and braking, gradually becoming more autonomous. Jonathan advises that if you don't have an assistant, "you are the assistant," underscoring the need to learn delegation regardless of budget. Starting with AI tools like ChatGPT for brainstorming and task management builds essential delegation skills, which are transferable to human assistants later.
  • Technical Clarity: Prompt engineering refers to the art and science of crafting effective inputs (prompts) for AI models to generate desired outputs, essentially delegating tasks to an AI.
  • Strategic Implication for Crypto AI: As AI models become more sophisticated, Crypto AI researchers can leverage them for data analysis, code generation, literature reviews, and even initial whitepaper drafts, significantly accelerating development cycles.

Beyond Basic Tasks: Unlocking Non-Obvious Leverage

  • Jonathan details how delegation extends beyond typical administrative tasks. Initially, assistants remove "pain points" like waiting on hold, filling out forms, or renewing passports, freeing up mental and emotional energy. Once these drains are eliminated, individuals can "raise their sights" to more ambitious goals: starting new businesses, scaling existing ones, or dedicating more time to family. He shares a personal example of his assistant organizing founder dinners, which led to significant networking and even meeting his wife, demonstrating the compounding effect of strategic delegation on personal life and relationships.
  • Actionable Insight for Crypto AI: Consider delegating non-core but time-consuming tasks (e.g., scheduling, travel logistics, personal finance admin) to free up mental bandwidth for critical thinking, protocol design, or exploring new AI architectures relevant to decentralized systems.

Delegation by Algorithm: Exporting Preferences

  • A key principle for effective delegation is "delegating by algorithm," rather than just by task. Instead of simply asking an assistant to "plan a dinner party," one should export their internal preferences: desired number of guests, professional stages, or capital raised. This creates a repeatable Standard Operating Procedure (SOP) that the assistant can follow, ensuring consistent and desired outcomes. Engineers, with their structured thinking, often excel at creating these algorithms.
  • Technical Clarity: SOPs (Standard Operating Procedures) are detailed, step-by-step instructions compiled by an organization to help workers carry out routine operations.
  • Strategic Implication for Crypto AI: For decentralized projects or research teams, creating clear SOPs for delegation, even for AI-driven tasks, ensures consistency, reduces errors, and allows for scalable operations, especially when onboarding new team members or integrating new AI tools.

Principles for Maximizing Assistant Leverage

  • 1. Overcoming the "Do It Myself" Blocker: The "cardinal sin" is believing it's faster or better to do it yourself. While true initially, the long-term leverage gained from teaching someone (or an AI) outweighs the upfront effort.
  • 2. Compounding for the Long Term: Consistent work with the same assistant builds deep trust and understanding, leading to exponential leverage over time. Frequent assistant changes negate this compounding effect.
  • 3. Voice Delegation: The most efficient method is delegating by voice, which is 2-3 times faster than typing and allows for delegation on the go. This prevents task accumulation and ensures timely action.
  • 4. Future of Delegation: Athena's internal demo showcases a future where AI watches a user's screen, identifies delegable tasks, and automatically adds them to an assistant's list, minimizing vocalization. This "human-machine merger" combines human touch with AI's proactive memory and analytical capabilities.
  • Strategic Implication for Crypto AI: Founders should actively invest in long-term relationships with their support staff (human or AI-powered) to build institutional knowledge. Adopting voice-based delegation and exploring AI-driven task identification tools can significantly boost productivity in rapidly evolving development environments.

Global Talent and Financial Leverage

  • Jonathan discusses the strategic advantage of leveraging global talent, particularly from countries like the Philippines, for back-office and administrative tasks. This "labor arbitrage" allows companies to reallocate resources towards innovation, technology, and product development. He emphasizes that the Philippines offers a strong affinity for American culture, a robust work ethic, and a caretaking culture, making it ideal for executive assistant roles. He also highlights how assistants can provide financial leverage by auditing subscriptions, finding refunds, managing bills, and coordinating with financial professionals, building trust over time for deeper financial involvement.
  • Strategic Implication for Crypto AI: Crypto AI projects, often globally distributed, can benefit immensely from leveraging international talent for operational support, legal coordination, or community management, freeing up core developers and researchers to focus on protocol development and AI model training.

Culture, Accountability, and Confidantes

  • Building a strong culture across distributed teams requires understanding cultural affinities and work ethics. Jonathan notes the caretaking nature of Filipino culture aligns well with the EA role, which is fundamentally about making someone else's life better. He addresses the "indulgence barrier" to hiring an assistant, reframing it as creating a valuable job for someone eager to help. Assistants also provide accountability for personal goals (fitness, meditation) and serve as trusted confidantes, offering a unique perspective and emotional support, especially during challenging times.
  • Actionable Insight for Crypto AI: Beyond task execution, consider how an assistant (human or advanced AI agent) can provide accountability for research milestones, project deadlines, or even personal well-being, which is critical in high-stress, high-stakes environments. The "confidante" role highlights the enduring value of human empathy, even as AI advances.

Time Management and Goal Setting: The LBD Framework

  • Jonathan, influenced by Clayton Christensen's "How Will You Measure Your Life?", emphasizes purposeful time management and goal setting. He and his wife conduct quarterly "Life Board of Directors" (LBD) reviews to assess their relationship, identify strengths/weaknesses, and set improvement goals. This structured approach ensures that personal priorities are not neglected. He advocates for identifying the "one thing" – the single most impactful goal for a given month or quarter – and going "all in" on it, recognizing the power law distribution of impact.
  • Technical Clarity: The Power Law describes a relationship between two quantities where one quantity varies as a power of another, often seen in distributions where a few large items dominate many small ones (e.g., a few key goals yield disproportionate results).
  • Strategic Implication for Crypto AI: Crypto AI founders and researchers should apply rigorous goal-setting frameworks (like LBD) to their projects, identifying the "one thing" that will drive the most significant progress in protocol development, AI model training, or market adoption, rather than spreading efforts too thin.

Mastering Time: Frameworks and Communication

  • Jonathan views time as the most valuable asset, more foundational than gold, Bitcoin, or Nvidia clusters. He stresses the importance of "owning and controlling" one's time by purposefully designing calendars to reflect highest goals. He conducts regular "calendar audits" to ensure alignment. Regarding communication, he aligns with Naval Ravikant's hierarchy (phone call > meeting, voice note > call, text > voice note), advocating for minimizing meetings and maximizing efficient, high-bandwidth communication. He also highlights the importance of challenging defaults and being "vicious" in saying no to non-essential commitments.
  • Strategic Implication for Crypto AI: In a field where innovation moves rapidly, optimizing communication (e.g., asynchronous updates, concise voice notes for quick decisions) and ruthlessly prioritizing time for deep work (coding, research, strategic planning) is paramount. Regular calendar audits can ensure time is allocated to high-impact activities.

Hiring Executives and Founder Psychology

  • Jonathan shares insights on executive hiring, emphasizing that senior candidates are adept at interviewing, making references and 360-degree reviews more critical than the interview itself. He suggests asking references what they don't like about a candidate to get honest feedback. For sourcing, he recommends asking respected individuals for their top recommendations. He also touches on founder psychology, describing it as "shock therapy" where one becomes "bathed in existential fear," learning to stay in the game through constant ups and downs.
  • Strategic Implication for Crypto AI: When building out core teams for Crypto AI projects, founders should prioritize rigorous reference checks and project-based assessments over interview performance, especially for senior roles. Cultivating resilience and a "stay in the game" mentality is crucial for navigating the inherent volatility and challenges of the crypto and AI landscapes.

The Future of Athena: Human-AI Merger

  • Athena's vision is a seamless "human-machine merger," combining the best of human empathy and judgment with AI's proactive memory and mechanical efficiency. The human assistant provides the "UX" and focuses on high-level project management and caretaking, while AI increasingly handles routine administrative tasks. This iterative process, similar to self-driving cars, means that every task performed by a human assistant improves the underlying AI models, allowing humans to "upgrade" to more high-leverage work over time.
  • Strategic Implication for Crypto AI: This hybrid model offers a blueprint for how AI can augment human capabilities in decentralized organizations. Crypto AI investors should watch for platforms that effectively integrate human oversight with AI automation, as these could drive significant efficiency gains in project management, community moderation, and even smart contract auditing.

Conclusion: The Imperative of Delegation

  • Delegation, whether to AI or human assistants, is a strategic imperative for maximizing leverage and reclaiming time. Starting with AI tools like ChatGPT builds foundational skills, while hybrid human-AI models offer scalable, high-impact support. Crypto AI investors and researchers must embrace these tools to accelerate innovation and navigate the complex demands of their rapidly evolving field.

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