Praise for Digital Trailblazer: Essential Lessons to Jumpstart Transformation and Accelerate Your Technology Leadership

“Isaac gives digital leaders a programmatic and comprehensive approach to tackling the ever‐changing challenges in digital transformation. Digital Trailblazer is the must‐go‐to playbook for not only leadership advice, but also real‐world stories on how to handle the toughest challenges in culture, process, and technology.”

—R “Ray” Wang,
founder and CEO, Constellation Research, and two‐time best‐selling author, Disrupting Digital Business and Everybody Wants to Rule the World

“You'd be hard‐pressed to find another author with a closer knowledge of both IT management and the underlying technology that powers enterprises. Isaac Sacolick has been there and done that as a CIO, so his advice is hard‐bought—and thanks to his sharp writing skills, clear as a bell. Anyone involved in a transformational IT initiative would do well to read this book.”

—Eric Knorr,
editor‐in‐chief, IDG

“Isaac Sacolick holds a unique vantage point in the CIO world. From individual contributor to board partner, he has seen and done it all. His latest book offers a roadmap to the opportunities and challenges of being a modern Chief Information Officer. It's a world where technology is the crucial enabler of transformation, and the CIO is a business leader first. Isaac's journey is personal, important, and offers valuable lessons to the rest of us. If you are a CIO or aspiring CIO, then read this book.”

—Michael Krigsman,
publisher, CXOTalk

Digital Trailblazer should be required reading for rising technology and business leaders. The candid stories and pragmatic lessons will help you take your career to the next level and prepare you for the many challenges you're bound to face in the future.”

—Dan Roberts,
CEO, Ouellette & Associates Consulting, and Host, CIO Whisperers Podcast

“I have had the pleasure of working with Isaac for several years in his role as a leader of numerous executive‐level discussions for CIOs at the programs I run. His sessions are always the standout, must‐join piece of content at our events. His first book, Driving Digital, was a revelation, and I regularly advise my CIO clientele to treat it as a bible for digital transformation. This next installment might just be even better. Don't miss it!”

—Ross Abbott,
CEO and founder, SINC USA

“If you're involved in any aspect of product development and digital transformation, you need to absorb the wide‐ranging lessons Isaac Sacolick shares in Digital Trailblazer. Having served in many leadership roles in my career—including as CEO of a fintech company—his book gave me a new understanding and appreciation for the skills it takes to effectively lead transformations.”

—Myles Suer,
facilitator of Twitter #CIOChat, top CIO influencer, and eWeek Contributor

“Isaac's first book is an essential and pragmatic guide for technology leaders to drive tough, fast‐paced digital transformation; this second book is a personal journey through a decorated career that blends relatable, real‐world storytelling with that same exceptional practicality. It distills impactful lessons for everyone to adopt—from the individual contributor to the project manager all the way up to C‐level leadership. All too often in the world of business and technology, we forget about the human experience—Digital Trailblazer does an exceptional job of using human experience to teach while entertaining the reader with situations to which I'd venture to say every person in this field has had some relatable interaction.”

—Anthony Juliano,
general partner and CTO, Landmark Ventures

“Isaac has found a way to share relatable experiences that are entertaining and educational. They help drive home the key skills digital transformers need to make their organizations successful.”

—Philippe Johnston,
national president, CIO Association of Canada

“Isaac reveals from his own career journey the many impediments that can derail digital and data transformation initiatives, particularly within technology teams and their leaders, with the goal of offering no‐nonsense advice to drive, survive, and thrive beyond those career and project tripwires that we encounter along the way. With easy‐to‐read insights for current and future leaders, he will give you a healthy serving of advice, confidence, and lessons learned to guide your career journey to digital transformation leadership.”

—Kirk Borne,
PhD, chief science officer, DataPrime

“You have in your hand (or on your screen) the most important business book you will read all year. Half memoir and half instruction manual, Digital Trailblazer is the truth you'll need to drive innovation in your workplace. I know, because I've been fortunate to have had Isaac Sacolick guide two of my teams through the digital transformation process—both with remarkable success.”

—Larry Lieberman,
CEO, Mouse.org, and former COO, Charity Navigator

“It's rare to hear the real stories behind transformations. Rarely rosy—transformations almost always involve overcoming technology debt, disagreements about priorities, and other unexpected challenges that are largely impossible to plan for. Finally, someone is brave enough to show us what really goes on in executive meetings and boardrooms. Isaac Sacolick doesn't hold back in these personal stories and offers battle‐tested lessons that leaders will get great benefit from, now and in the future. This is a book I know I'll be recommending often.”

—Shelly Kramer,
founding partner and lead analyst, Futurum Research

“Digital transformation is a process that will make or break a company—regardless of size or scope of that transformation. It's a scary concept for any executive or product leader starting on this journey. Isaac Sacolick takes his formidable digital transformation experience and expertise and translates that for the ‘rest of us’ who need to understand what we don't know so we can successfully lead a digital transformation of our own.”

—Kathy Greenler Sexton,
CEO and publisher, Subscription Insider

“Leading digital transformations requires winning over hearts and minds. Through descriptive stories, Isaac Sacolick's Digital Trailblazer teaches emerging leaders the ins and outs of how to secure support and successfully execute new ideas—big and small. This book is a must‐read for technology and business leaders who want to encourage culture change in their organizations.”

—Jay Ferro,
EVP and chief information and technology officer, Clario

“Finally, a comprehensive, 360‐degree look at what it takes to be a hugely successful transformation technologist from someone who has observed it, taught it, and done it! Digital Trailblazer provides key lessons and real outcomes that every technology leader should know to successfully drive digital transformation—everything from how to speak to a Board of Directors, when to go deep, when to listen, and when to question.”

—Adriana Karaboutis,
global CIO and chief digital officer at National Grid

“As a CIO, I've long been passionate about building a talent pipeline for the next generation of transformational leaders. The honest stories and lessons in Digital Trailblazer will help rising technology and business leaders leapfrog many of the challenges they'll encounter in their careers. CIOs should assign this book to their teams to speed up their journeys and allow them to become tomorrow's leaders today.”

—Angelic Gibson,
CIO, AvidXchange

“Isaac Sacolick's advice is both timely and pragmatic. His insights are not theoretical or academic but based on his years of leadership within technology and are valuable for anyone starting their career in technology or seasoned leaders looking to improve and advance their careers.”

—Jason James,
CIO, Net Health

“Isaac Sacolick has a history of positive disruption. His ability to walk you through a path of breaking down barriers and driving transformation through uncompromising storytelling is as distinctive as it is informative. No matter your place on the leadership evolution, his advice through lessons and relatable content is a page turner—not just another hard‐to‐finish instructional manual—that adds actionable intelligence to anyone's toolbelt.”

—Jason T Burns Tilson,
CIO

“Practical and useful advice for transformational leaders at all levels. Isaac uses stories from his many years of experience to illustrate problems and guide the reader through a series of practical learnings to help them build and develop.”

—Martin Davis,
CIO and managing partner, DUNELM Associates

“What got you here isn't what'll get you there. Sacolick takes technical folks on his own leadership journey and elicits relevant lessons for making the leap from technical expert to digital leader.”

—Jonathan Feldman,
CIO, coach, and columnist

“Finally, a guide to career growth from techy to top dog. Isaac's story‐led approach breaks down the imposter syndrome barrier new leaders face and imparts practical knowledge in a consumable way, saving the reader from experiencing the pain of making the same mistakes.”

—Helen Wetherley Knight,
co‐founder, TechForSocialGood.ca

“Empathy is one of today's most critical leadership skills. It's a trait that can make or break any digital transformation. In Digital Trailblazer, Isaac Sacolick provides a rare, well‐rounded look into what it takes to be an empathetic leader.”

—Jo Peterson,
vice president, cloud & security services, Clarify360

“Leading transformation is one of the most challenging jobs in business and technology. Isaac's book makes the journey less daunting by providing tactical advice that will be as useful in planning innovations as it is in the C‐suite. Digital Trailblazer is the mentor professionals won't know they need until they experience a similar scenario. When they inevitably do, they can recall Isaac's entertaining stories and useful lessons to deftly navigate whatever is thrown their way.”

—Robin Yeman,
CTO, Catalyst Campus, and strategic board member, Project & Team

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