Engineering Futures

The 35-Engineer Hiring Sprint

Watch now (36 mins) | How Jump's CTO Hyper-Scaled Without Dropping Standards

Sep 11 • 

William Cheng

5

36:25

Why AI Won't Kill Engineering Jobs

Watch now (36 mins) | With Mike Weaver, Former VP of Engineering at Replicant

Sep 3 • 

William Cheng

7

35:51

August 2025

Turning Model Limits Into Moats with Troy Astorino

How PicnicHealth (YC S14) Built The World's Best LLM for Medical Records

Aug 22 • 

William Cheng

6

34:49

July 2025

Why AI Mandates Fail with Adil Ajmal

Watch now (35 mins) | How Fandom's CTO Gets 80% AI Adoption Without Forcing It

Jul 25 • 

William Cheng

9

1

35:09

June 2025

Building in the Age of Abundance

Watch now (34 mins) | With Tacita Moreway, CTO of Textio

Jun 24 • 

William Cheng

6

33:44

People-First Leadership in the AI Era

Watch now (23 mins) | A conversation with Glenn Veil, SVP Engineering @ Order.co

Jun 3 • 

William Cheng

4

22:40

May 2025

Scaling Lean Startups with Raquel Rodriguez

Watch now (29 mins) | This Episode: Scaling Lean Startups with Raquel Rodriguez

May 21 • 

William Cheng

1

28:38

The Four Anxieties of Engineering Leaders

And Why Software Engineering Needs a New Measurement Paradigm

May 2 • 

Justin Cranshaw

 and 

William Cheng

9

2

September 2024

Great Leaders Don't Manage, They Conduct

What "Founder Mode" means to us and why we named our company "Maestro"

Sep 13, 2024 • 

Justin Cranshaw

3

August 2024

Building Enduring AI Products

7 Principles for Lasting Impact in the Enterprise

Aug 29, 2024 • 

Justin Cranshaw

6

September 2023

Beyond Code Generation

Exploring how AI can enhance collaboration, communication, and creativity in the software development lifecycle.

Sep 14, 2023 • 

Justin Cranshaw

6

June 2023

You should use more than just OpenAI

The case for alternative large language models

Jun 14, 2023 • 

William Cheng

4