CTO Coaching

Behind-the-scenes support for your CTO or technical lead to enhance their skills, drive effective change, and grow their teams confidently.

16 posts
The AI Agile Manifesto

The AI Agile Manifesto

Agile was supposed to free us from bureaucracy. Many teams just rebuilt it with better branding. Now, AI-driven development is forcing the uncomfortable question: Were we ever truly agile, or just managing slow feedback loops?

Jump Start Competition: And the winner is…

Jump Start Competition: And the winner is…

The first Jump Start Competition has a winner. Three promising teams, one jury decision, and a strong start to hands-on collaboration with madewithlove. Here are the winners!

Communicate or be micromanaged - the CTO edition

Communicate or be micromanaged - the CTO edition

CTOs often come from engineering backgrounds and, particularly when newly promoted, tend to focus on what they know best, the technology. While this is understandable given their previous success, technology is rarely the hardest part of the CTO role.

The CTO's guide to AI adoption strategy

The CTO's guide to AI adoption strategy

AI adoption fails when treated as a tool rollout. This guide covers the decision framework, team dynamics, economics, and mistakes from 150+ technical audits.

When don't you need a fractional CTO

When don't you need a fractional CTO

Does every startup need an interim CTO? Fractional CTOs can accelerate growth and solve complex challenges—when brought in at the right time. Learn when it’s too early, too risky, or simply not the right fit for your business.

When to hire senior developers vs. juniors - the perfect team composition

When to hire senior developers vs. juniors - the perfect team composition

Senior developers bring expertise, long-term vision, and stability to complex SaaS projects, while juniors—when guided effectively—offer cost-efficiency and faster execution for well-defined tasks.

Six signs your team needs to scale

Six signs your team needs to scale

Learn when your startup is ready to scale: signs include increased workloads, strained leadership, skill gaps, and declining quality. Discover the role of CTO coaching and external guidance from madewithlove for successful growth and innovation.

CTO sounding board: our new leadership mentoring service for SaaS CTOs and tech leaders

CTO sounding board: our new leadership mentoring service for SaaS CTOs and tech leaders

We often see competent technical leaders struggling to balance responsibilities in growing software teams. To help them, we now offer coaching and mentoring for SaaS CTOs with our new CTO Sounding Board service.

Supercharge your startup with staff engineers

Supercharge your startup with staff engineers

Staff engineers, senior technical leaders, guide and balance SaaS teams, possessing deep expertise. They excel as mentors, advocating for the team, providing feedback, and bridging business and technical goals. This guide explains if your business needs staff engineers and what they do.

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