DiscoverHuman-First AI Marketing Podcast by Avenue9The Future of Work: Distant Assistants with Jaime Jay
The Future of Work: Distant Assistants with Jaime Jay

The Future of Work: Distant Assistants with Jaime Jay

Update: 2025-11-17
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What happens when small business owners and marketing leaders stop trying to do it all themselves? In this episode of the Human First AI Marketing Podcast, host Mike Montague sits down with Jaime Jay, founder of Bottleneck Distant Assistants, to explore the power of delegation in a world transformed by AI. Together, they explore the critical distinction between task delegation and establishing a true “delegation department,” the significant impact of turnover on business costs, and how combining AI and human assistants can drive productivity, creativity, and growth.

Listeners will learn about Jaime’s concept of Delegation Intelligence, a framework for identifying what to automate, delegate, or keep on your plate. From brain-dumping ideas to documenting repetitive tasks, Jaime shares practical tools SMB owners and marketing directors can use to reclaim time and scale smarter. Whether it’s freeing yourself from email, avoiding burnout in the AI era, or empowering others to shine, this episode offers a fresh perspective on the future of work and the human edge that will keep your business thriving.

Key Takeaways

1. Every business needs a “delegation department.”
Jaime argues that delegation isn’t just an HR task; it should be treated as a core business function to reduce turnover, improve clarity, and unlock growth.

2. Turnover costs more than you think.
Hiring and replacing an employee can cost thousands in training, onboarding, and lost productivity, making smart delegation a powerful cost-saving strategy.

3. Delegation Intelligence is a new framework for leaders.
His Delegation IQ blueprint helps entrepreneurs decide what to automate, delegate, or eliminate, freeing up mental space and reducing stress.

4. Don’t try to create a “mini-me.”
Leaders often fail by delegating only the tasks they dislike; instead, they should empower assistants to complement their strengths rather than duplicate them.

5. Document tasks as if it’s the last time you’ll ever do them.
By recording processes as you perform them, you create a reusable library that assistants or AI can leverage, paving the way for scalability.

6. Hire for values, not just skills.
Jaime stresses the importance of assistants aligning with company beliefs and having the confidence to disagree, fostering stronger collaboration and trust.

7. Delegation creates ripple effects.
Empowering assistants not only benefits the business but also helps them grow personally and professionally, leading to positive global impacts

8. AI is powerful, but burnout is real.
While AI can supercharge productivity, many founders risk “CEO AI burnout” unless they learn to delegate the heavy lifting to specialists and teams.

9. The future of work is hybrid.
Jaime envisions a world where humans, AI, and distant assistants collaborate, creating leaner, more innovative companies, eve

The Human-First AI Marketing Podcast is brought to you by Avenue9. We use artificial intelligence to amplify your unique voice, empower your marketing team, and enable your scaling business to achieve big-brand success.

Explore new avenues available with AI marketing at Avenue9.com.

No matter where you’re starting from or how big your goals are, we turn modern marketing challenges into exciting opportunities. Let's get started with a discovery consultation!

Want to be a guest? Send Mike Montague a message on PodMatch here.

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The Future of Work: Distant Assistants with Jaime Jay

The Future of Work: Distant Assistants with Jaime Jay

Mike Montague