Learn a unique investment strategy from Caleb that combines traditional finance expertise with Bitcoin, plus how to generate cash flow and build wealth through a covered call option strategy, and explore the intersection of sound money, time preference, and personal freedom.

0:08 Caleb on Applying Covered Call Options to Bitcoin

1:40 Utilizing Traditional Skills to Build a Bitcoin Position

6:59 Financial Engineering and Investing in Bitcoin

10:32 Replicating a Bitcoin Position Through Cash Flow

12:37 Creating Income with a Pure Bitcoin Buy and Hold

21:36 Counterparty Risk in Traditional Investments

28:51 Selling Consulting and Questioning Time

35:59 Living in a Debt-Based Society

42:37 Pricing Options and the Four-Year Cycle

51:33 Stepping into Parenthood

If you want to reach out to Caleb:

X: @CalebGregory304

Website: OptionsPremiumGroup

If you want to reach out to me:

Nostr: npub1ltz38gwwmmg740r5qlqjn96gth5thv5wmhkwlgqks9lu3485q7jsy6k4fh

Email: [email protected]

Website: https://jakewoodhouse.io/

If you want to give value-4-value:

Via Fountain: boosts and all streams are split 50% with the guest

Via Nostr: zaps always welcome

Thank you

Best,

Jake

I spoke with Mark from MapleAI to discuss Nostr, LLMs and the future. Listen in to gain a deeper understanding of the importance of privacy and security in the digital age, particularly in the context of AI and online interactions, and how tools like Maple and Nostr can help protect users' privacy and freedom of thought.

0:00 Why Is Digital Censorship Important?

2:47 Mark's Personal Experience with the Cloud

7:49 Building Technology That Empowers People

11:39 Why Use Nostr?

14:50 The Heavy Lifting of Social Media Platforms

24:04 Nostr and Digital Identity

31:33 Starting Maple: AI with Privacy

40:44 Maple’s Architecture and Privacy

47:53 Maple's API and the Second Brain Concept

57:28 Subconscious Censorship and Free Thought

If you want to reach out to Mark:

Website: trymaple.ai

If you want to reach out to me:

Nostr: npub1ltz38gwwmmg740r5qlqjn96gth5thv5wmhkwlgqks9lu3485q7jsy6k4fh

Email: [email protected]

Website: https://jakewoodhouse.io/

If you want to give value-4-value:

Via Fountain: boosts and all streams are split 50% with the guest

Via Nostr: zaps always welcome

Thank you

Best,

Jake

In this episode I spoke with Josh, who had a fascinating story. Imagine discovering Bitcoin you mined back in 2010…!!!??? Listen in to learn how an overlooked, early‑mined Bitcoin stash, can become a life‑changing financial lifeline. We cover self‑custody, inheritance planning, and Bitcoin governance; understand what it's like to dedicate your life to Bitcoin.

0:00 Introduction to Josh's Bitcoin Story

1:07 Josh's Early Days with Linux and Bitcoin

3:54 Life Changes and Rediscovering Bitcoin

7:18 Meeting Joshua Groth at the Porcupine Festival

12:14 The Emotional Impact of Recovering Bitcoin

15:13 Dedicating to Bitcoin and Going Public

16:55 Josh's Self-Hosted Bitcoin Treasury Management

18:31 Alternative Governance Model for Bitcoin

If you want to reach out to Josh:

X: https://x.com/secsovereign

If you want to reach out to me:

Nostr: npub1ltz38gwwmmg740r5qlqjn96gth5thv5wmhkwlgqks9lu3485q7jsy6k4fh

Email: [email protected]

Website: https://jakewoodhouse.io/

If you want to give value-4-value:

Via Fountain: boosts and all streams are split 50% with the guest

Via Nostr: zaps always welcome

Thank you

Best,

Jake

In this episode I spoke with Scott Dedels—author of The Dao of Bitcoin and founder of Block Rewards—who's delved deep into how Daoist thinking can smooth the roller‑coaster that is life. He recounts how a basketball coach’s gift, The Tao of the Jump Shot, sparked a lifelong study of Daoism, which later merged with his work in the corporate world, and his discovery of Bitcoin as a tool to reclaim “time” from inflationary, attention‑draining systems. By practicing the Daoist middle‑path—doing enough without over‑forcing—Scott helped to teach me how to stay calm amid price swings, avoid the trap of endless consumption, and focus on what truly matters. He also explains Block Rewards, a B2B SaaS business that he's building, and a company with huge potential.

0:17 Scott on his second Bitcoin book and Block Rewards

2:09 The origin of Daoism in Scott's life

5:42 Mapping Bitcoin as a thing of nature

7:20 Bitcoin as a life raft or source of frustration

11:08 Scott on his "fiat career" and Daoist lens

14:30 The historical context of Daoism

20:53 Universal truths and approach to conflict

24:18 Bitcoin, Daoism, and the theft of time

31:11 Solving the wealth problem with Bitcoin

41:42 Block Rewards: Making money in and around Bitcoin

If you want to reach out to Scott:

Nostr: npub1eawxwqldulz8rn80jug6n63seyn8pwelm9mmu7rdt622lfj7am9qgem0rx

BlockRewards: https://blockrewards.ca/

If you want to reach out to me:

Nostr: npub1ltz38gwwmmg740r5qlqjn96gth5thv5wmhkwlgqks9lu3485q7jsy6k4fh

Email: [email protected]

Website: https://jakewoodhouse.io/

If you want to give value-4-value:

Via Fountain: boosts and all streams are split 50% with the guest

Via Nostr: zaps always welcome

Thank you

Best,

Jake

In this conversation I spoke with Contra, and dove deep into the concept of a “thought‑criminal”, - anyone who refuses to let algorithms and institutional “thought‑police” dictate what they believe or share. Using a recent Nostr post as a springboard, we explored why the emerging Purpleverse of Nostr, combined with Bitcoin’s monetary sovereignty, offers a practical antidote to the outrage‑driven, profit‑first models of legacy social media. Keep an ear out for insights into Contra's personal evolution - from a turbulent childhood, and a stint in the military, to a family‑centered life grounded in faith - showing how each stage sharpened his awareness of systemic control, and sparked a quest for genuine freedom.

Timestamps

0:00 Introduction with Contra

0:48 Embracing the idea of being a thought criminal

5:45 The thought police and freedom of speech

8:13 Contra's military background and questioning the system

13:37 The awakening moment

15:13 Exercising free will at home

21:32 Contra's broken home and the importance of masculine figures

27:27 Free will: staying in the military vs posting on Instagram or Nostr

39:21 Bitcoin, counterparty risk and the freedom to act

47:13 Contra's spiritual journey and faith

If you want to reach out to Contra:

Nostr: npub14hq5lgadtyy9dhvtszq46dnl0s0xwdddqr7e32rdqqhma8a4xhsspxjjzu

If you want to reach out to me:

Email: [email protected]

Nostr: primal.net/jakewoodhouse

Website: https://jakewoodhouse.io/

If you want to give value-4-value:

Via Fountain: boosts and all streams are split 50% with the guest

Via Nostr: zaps always welcome

Thank you

Best,

Jake

In this episode I spoke with Jeff G, it was fascinating, and lived up to all my expectations. In a world where private messaging is still vulnerable to metadata harvesting and single‑point failures, Jeff explains how Nostr’s relay‑based architecture and true end‑to‑end encryption can finally give users control over their own conversations. He also reveals a sustainable, non‑profit model that keeps the service free from ads and corporate pressure; critical for building truly censorship‑resistant communication tools. Tune in to learn the technical breakthroughs and the roadmap that could reshape digital privacy over the next year.

Timestamps

If you want to reach out to Jeff:

If you want to reach out to me:

If you want to give value-4-value:

Thank you

Best,

Jake

To kick off the New Year in style, I have an episode of the highest quality for you, with Jesse Shrader. If you ever wonder "what is actually being built on top of Bitcoin?" then look no further. I asked Jesse:

If you want to reach out to Jesse:

If you want to reach out to me:

If you want to give value-4-value:

Thank you

Best,

Jake

This episode covered a topic I love: capital. Tune in to learn from Rev Hodl, who with a permaculture lens, runs us through how he grows, manages, and protects multiple forms of capital, all at the same time. I asked Rev:

If you want to reach out to Rev:

If you want to reach out to me:

If you want to give value-4-value:

Thank you

Best,

Jake

In today's episode I am speaking with Dan Ostermayer MD. It's a true "mind-bender" of a conversation, digging into some recent scientific research that re-ignites the age-old discussion between Germ Theory and Terrain Theory. I asked Dan:

If you want to reach out to Dan:

If you want to reach out to me:

If you want to give value-4-value:

Thank you

Best,

Jake

Today's episode is with BTC BACKPACKER. I am sure you'll enjoy this just as much as I did. A great example of Nostr doing a brilliant job at connecting people, helping them share their story, and work towards their vision of life. I asked:

If you want to reach out to BACKPACKER:

If you want to reach out to me:

If you want to give value-4-value:

Thank you

Best,

Jake