FutureWork | Stuck

Personality by Design: Why Voice AI Teammates Need Character

As AI agents move from being tools to teammates, one thing becomes clear: a good AI partner needs more than skills – it needs a personality.

Apr 10 • 

Rob Curtis

8

March 2025

Daily stand-ups are a waste of time.

The baggage of bad agile is finally being replaced by asynchronous stand-ups. It's about time.

Mar 29 • 

Rob Curtis

6

1

Part 3: The Future of SaaS UX is the Agent.

Who owns the agent that interacts across your systems will eventually own the customer and siphon away large pieces of value creation from SaaS…

Mar 12 • 

Rob Curtis

6

Part 2: The SaaS Playbook is Changing. Here's what the big players are doing.

We look at the strategies used by Salesforce, Adobe, ServiceNow, Twilio and Microsoft to avoid becoming legacy players.

Mar 1 • 

Rob Curtis

3

February 2025

Part 1: The Threat to SaaS – Why CFOs Should Be Worried

The more we look into the future of work, the more often we encounter industries and business models ripe for disruption. It looks like the golden era…

Feb 28 • 

Rob Curtis

7

AI is Disrupting Jobs - Here’s How to Stay Ahead with Fractional Work

The future of work isn’t full-time—it’s fractional. Karyn Scott, Fractional CMO and founding advisor for Fiat Advisors teaches us how to make the shift…

Feb 27 • 

Rob Curtis

6

AI Won’t Replace You. But a Smaller, Smarter Team Might

The Player-Coach model is the future of leadership. The question is - have you spent so much time managing that you've forgotten how to work?

Feb 20 • 

Rob Curtis

7

4

STUCK | Building Purpose-Driven Tech: Leadership Lessons from Jan D'Alessandro

Insights spanning the early internet era until today - feat. Mark Benioff, Lady Gaga, Kamala Harris & business partner, Jimmy Chamberlain of the…

Feb 13 • 

Rob Curtis

 and 

Jan D'Alessandro

8

34:32

What the latest Anthropic data says about software engineering jobs.

Finally a clearer picture about the role of AI in software engineering.

Feb 12 • 

Rob Curtis

8

1

STUCK | How to Talk to Your Family About Money

With expert guidance from financial therapist Aja Evans, we discuss setting boundaries, managing expectations, and dealing with the emotional baggage…

Feb 6 • 

Rob Curtis

 and 

Aja Evans

7

2

51:31

Who Really Pays for Tariffs? AI Might Finally Convince You

Future Work | A new study shows AI is better at changing minds than facts alone. Could it fix political misinformation?

Feb 4 • 

Rob Curtis

5

January 2025

Taking risks in uncertain times - Lessons from a behavioral finance expert

In episode three of Stuck we get vulnerable about money. And there's a (free) bonus offer inside if you're ready to get vulnerable too.

Jan 30 • 

Rob Curtis

4

28:26