Executive Career Coaching for Tech, Sales, and Law Careers
As a Harvard Law-educated career strategist, executive coach, and dynamic speaker, I specialize in helping early to mid-career professionals in tech, sales, and law secure top-tier roles and negotiate six-figure salaries.
Who I Help
✅ Tech, Sales, and Law Professionals looking to advance their careers
✅ High-achievers ready to stand out in a competitive job market
✅ Those wanting to negotiate higher salaries and better offers
✅ Professionals transitioning into new industries or leadership roles
What You'll Learn
💡 How to tell your career story and position yourself as a top candidate
💡 Networking strategies to connect with decision-makers and unlock hidden opportunities
💡 Salary negotiation techniques to get paid what you're worth
💡 Personal branding tips to build authority and attract offers
Why Work With Me?
🔹 Harvard Law-educated career strategist and executive coach
🔹 Proven track record of helping professionals land top roles
🔹 Expert in storytelling, networking, and salary negotiation
🔹 Author of 10 books & creator of 100+ career-focused courses
Executive Career Accelerator Program
For those who want longer engagement than just coaching, we designed a 90-day accelerator program. Whether you're struggling with job growth, professional advancement, or simply feeling unfulfilled in your career, this program delivers actionable solutions to move you forward and step into your purpose.
What You’ll Gain:
You’re not just getting a program—you’re investing in a proven system for personal and professional breakthrough. Here’s what you’ll receive:
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Breakthrough Strategy Session
A one-on-one deep dive to identify the core beliefs and barriers holding you back. -
Breakthrough Blueprint
A customized roadmap designed specifically for your growth and success, giving you actionable steps to achieve your goals. -
Personal Growth Plan
A written plan tailored to your strengths and challenges to ensure sustainable progress in your career and life. -
Careers-to-Calling Assessment
An in-depth evaluation of your skills, passions, and purpose, aligning you with meaningful, purpose-filled career paths. -
Exclusive Access to Resources
A selection of my books to deepen your learning and inspire transformation beyond the program.
Our Executive Accelerator Program Will Help You:
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Identify and eliminate subconscious blocks.
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Align your beliefs with your goals to unlock sustainable success.
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Shift your mindset to discover new opportunities.
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Create a clear plan for professional growth and fulfillment.
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about darrell
Darrell J. Bennett is a Harvard Law-educated career strategist, executive coach, and dynamic speaker dedicated to helping professionals break into competitive industries and negotiate the salaries they deserve. With a background in sales, law, and leadership development, Darrell has spent years coaching professionals in tech, sales, and law to elevate their careers through strategic networking, storytelling, and personal branding.
As a world-class executive trainer, former attorney, professor, and sales leader, he has led career development programs for top institutions, including NYC Mayor’s Office, CUNY, SUNY, and the University of Cape Town Law School. His expertise in career acceleration has helped professionals secure high-level roles, transition industries, and increase their earnings.
Darrell’s coaching approach is built on real-world experience:
✔ $5M+ in AI-powered SaaS sales
✔ 10 books written, 100+ career courses developed
✔ Trained executives and professionals across 20+ countries
✔ Featured speaker and career mentor for global organizations
Let's Roll...
Whether you're looking to land your next big opportunity, grow your professional brand, or negotiate a higher salary, Darrell provides the insights and strategies you need to succeed.
📅 Book a session today and take the next step in your career!
888-571-3989
Testimonials
"Working with Darrell J. Bennett was nothing short of life-changing. As a senior executive, I was already successful by society's standards, but I felt like I had hit a ceiling. Darrell helped me uncover the subconscious beliefs that were holding me back from reaching even greater heights. The Breakthrough Blueprint he created for me was incredibly detailed, actionable, and tailored to my unique challenges. Within three months, I landed a promotion that I had been chasing for years, and my confidence in my leadership has soared. Darrell’s insights and wisdom are invaluable—I only wish I had worked with him sooner!"
—Laura P., Chief Marketing Officer
"I’ve always been good at sales, but I was stuck in a rut and not hitting my numbers like I used to. Darrell’s program helped me completely transform my approach to selling by first addressing my mindset. He showed me how my limiting beliefs were affecting my ability to connect with clients and close deals. The Careers-to-Calling assessment helped me rediscover my passion for my work, and the Personal Growth Plan gave me the structure I needed to take action. Within 90 days, I doubled my income and became the top earner in my company. If you’re ready to unlock your full potential, Darrell is the coach you need!"
—James K., Sales Manager
"I had been drifting from job to job for years, feeling lost and unfulfilled. I knew I wanted to do something meaningful, but I had no idea where to start. Darrell’s program was a godsend. Through our sessions, he helped me uncover my unique strengths and passions and align them with a purpose-filled career. The Careers-to-Calling assessment and the Personal Growth Plan were game-changers. I’m now working in a role that lights me up every single day, and I finally feel like I’m living the life I was meant to live. Thank you, Darrell, for helping me find clarity and purpose!"
—Rachel M., Nonprofit Program Coordinator
"When I came to Darrell, I was unemployed, discouraged, and unsure of my next steps. He immediately helped me identify the negative patterns in my thinking that were keeping me stuck. His Breakthrough Strategy Session gave me the clarity I desperately needed, and the Breakthrough Blueprint gave me a step-by-step plan to move forward. Within weeks, I had a new sense of confidence, and within two months, I landed a job that not only pays well but aligns with my skills and passions. Darrell’s coaching is worth every penny—he truly has a gift for helping people turn their lives around."
—Michael T., Financial Analyst
"I had everything—money, status, and a career that others envied—but I felt empty inside. I knew I needed a change but didn’t know where to begin. Darrell’s program was exactly what I needed. He helped me explore the spiritual void I was feeling and guided me toward aligning my life with my deeper purpose. The Careers-to-Calling assessment and Personal Growth Plan helped me reframe my priorities and create a life that feels truly meaningful. For the first time in years, I wake up excited about the day ahead. Darrell has a way of making you see what’s possible, and I’m forever grateful for his guidance."
—Emily L., Investment Banker