Ryan Caldarone

Marketing is where art meets business.

Find the deeper story. Shape it into something powerful, and make sure it lands.

About Me.

Ryan has over a decade of B2B experience, with a focus on brand and content. Often bridging the gap between product-led SaaS and high-performing go-to-market narratives, Ryan finds curiosity to be a key accelerator to successful marketing teams.

Field Notes from a Business Humanist

(a blog)

Observations, strategy notes, and musings written by a marketer who still believes story, taste, and intent matter more than algorithms.

Project: PocketWriter

Spending a decade as a one-person marketing consultancy, I partnered directly with founders, artists, communicators, and business leaders across a similarly diverse range of verticals, audiences, and business models.

Solving real business problems under real constraints, each project moved me further from being a creative vendor to an operator, developing strategies, achieving outcomes, and making an impact without the safety net of large budgets or big teams.

A profitable experiment in applied business thinking, it shaped who I am today, refined my passion for building momentum when things get stuck, and gave me the perspective of every seat at the table.


1000+ Projects | 50+ Countries | 98% CSAT | 60% Engagement Rate

Let’s Get In Touch