#1047 - Jonathan Swanson - The Obvious Strategy to Take Back Your Time

#1047 - Jonathan Swanson - The Obvious Strategy to Take Back Your Time

January 17, 2026 1 hr 12 min
🎧 Listen Now

🤖 AI Summary

Overview

This episode explores the transformative power of delegation, emphasizing how leveraging assistants and AI can help reclaim time, enhance productivity, and focus on meaningful pursuits. Jonathan Swanson shares his journey from working at the White House to building a life of time abundance through strategic delegation, offering practical advice for anyone looking to optimize their time.

Notable Quotes

- The real goal is to control your time. It’s the only non-renewable asset.Jonathan Swanson, on why time is the ultimate currency.

- History doesn’t award style points for doing it all yourself. History awards points for getting it done.Jonathan Swanson, on the importance of teamwork and delegation.

- Delegation is your way of gifting to someone else. You’re giving them a job, income, and meaning.Jonathan Swanson, reframing delegation as an act of generosity.

🕒 The Value of Time as a Resource

- Time is described as the ultimate currency, more valuable than money or power, as it’s non-renewable.

- Swanson emphasizes that controlling your time leads to a more meaningful life, whether it’s for family, health, or personal growth.

- Delegation is framed as a tool to achieve time abundance, allowing individuals to focus on high-value activities.

🛠️ Practical Steps to Start Delegating

- Level 0: Begin by delegating to friends or family for free (e.g., babysitting swaps).

- Level 1: Use affordable tools like ChatGPT ($20/month) for basic tasks like reminders or coaching.

- Level 2: Hire virtual assistants through platforms like Upwork or specialized services like Athena.

- Start small by offloading monotonous, low-cognitive tasks (e.g., scheduling, bill payments) before moving to higher-order goals.

- Swanson outlines a progression from task-based delegation to process-based, goal-based, and finally clairvoyant delegation, where assistants anticipate needs.

🧠 Overcoming Barriers to Delegation

- Pride: The belief that it’s faster or better to do tasks yourself. Swanson argues that while this may be true initially, long-term delegation pays off.

- Guilt: Feeling bad about handing off tasks. Swanson reframes delegation as providing meaningful work for others.

- Control: Building trust with assistants takes time. Start with small tasks and gradually increase access as trust grows.

- Commitment: Effective delegation requires long-term investment and consistent feedback to build a strong partnership.

🤖 The Role of AI in Delegation

- AI tools like ChatGPT can act as entry-level assistants, helping with tasks like reminders, coaching, and data organization.

- Swanson envisions a future where AI works alongside human assistants, automating repetitive tasks while humans focus on creative and strategic work.

- Athena is developing systems where AI observes workflows and proactively suggests tasks to delegate, further enhancing productivity.

📜 Historical and Modern Perspectives on Delegation

- Delegation has been a key strategy for historical figures like Cicero, Darwin, and Edison, who relied on assistants to achieve extraordinary feats.

- Swanson highlights that even the most capable individuals, like Steve Jobs or the Wright brothers, relied on teams to accomplish their goals.

- Delegation is not a modern luxury but a timeless strategy for maximizing impact and achieving greatness.

AI-generated content may not be accurate or complete and should not be relied upon as a sole source of truth.

📋 Episode Description

Jonathan Swanson is an entrepreneur and co-founder of Thumbtack.


What if instead of using extra money to buy things, you used it to buy time? Delegation has never been easier, and with AI, you can 10× your productivity without working more. So what does smart delegation actually look like, and which tools make it possible?


Expect to learn why buying hours is more important than buying things, why delegating your tasks is so important and the Cardinal sins of delegation, what Jonathan's top themes of being good at delegation are, what it would take to build your best life using assistants and much more…


Sponsors:


See discounts for all the products I use and recommend: ⁠https://chriswillx.com/deals⁠




Extra Stuff:


Get my free reading list of 100 books to read before you die: ⁠https://chriswillx.com/books⁠


Try my productivity energy drink Neutonic: ⁠https://neutonic.com/modernwisdom⁠


Episodes You Might Enjoy:


#577 - David Goggins - This Is How To Master Your Life: ⁠https://tinyurl.com/43hv6y59⁠


#712 - Dr Jordan Peterson - How To Destroy Your Negative Beliefs: ⁠https://tinyurl.com/2rtz7avf⁠


#700 - Dr Andrew Huberman - The Secret Tools To Hack Your Brain: ⁠https://tinyurl.com/3ccn5vkp⁠


-


Get In Touch:


Instagram: ⁠https://www.instagram.com/chriswillx⁠


Twitter: ⁠https://www.twitter.com/chriswillx⁠


YouTube: ⁠https://www.youtube.com/modernwisdompodcast⁠


Email: ⁠https://chriswillx.com/contact⁠


-

Learn more about your ad choices. Visit megaphone.fm/adchoices