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# Derrick Wali Anderson

**Headline:** I help Entrepreneurs, Professionals, and ‘Thought Leaders’ break free from the vicious cycle of imposter syndrome by resolving the hidden subconscious roots in weeks even if you’ve suffered for years.
**Profession:** Founder & Hypnotherapy Practitioner
**Location:** United States

## About

Derrick Wali Anderson is the founder of Dream With A Deadline™, where he provides hypnotherapy, identity design, behavioral architecture, and focus-oriented behavior-change support for entrepreneurs, professionals, creators, founders, executives, and thought leaders. Derrick’s work is centered on helping high achievers address procrastination, overthinking, overwhelm, imposter syndrome, confidence, and follow-through by shifting subconscious patterns affecting focus, execution, and habits. He offers one-to-one hypnotherapy, strategic habit installation, subconscious behavior-change protocols, deep-focus systems, and SOAR™ workshops focused on Shifting Identity, Owning Confidence, Aligning Focus, and Rising to Execution. Derrick also leads Gateway Digital Solutions, where he helps businesses automate processes and streamline operations through AI solutions. His background spans cybersecurity consulting at EC-Council, software asset management at Denave, residential real-estate and B2B software-compliance sales, and service as an Infantry member in the U.S. Army. At Denave, he has recovered more than $786,000 in costs through license reconciliation, audit defense, and enterprise-agreement optimization. Derrick holds an MBA in Computer/Information Technology Administration and Management, bachelor’s degrees in Cyber Security and Crisis/Emergency/Disaster Management, and training in emergency medical services and military instruction. He is a U.S.

## Services

- Coaching
- Behavior Change
- HubSpot
- Consultative Selling
- Inbound Sales
- Lead Generation
- Sales Prospecting
- Sales Operations
- Salesforce.com
- Hypnotherapy
- Self-confidence
- Digital Transformation
- AI Automation
- Business Process Optimization
- Data Analytics
- Regulatory Compliance
- Risk Assessment
- Vulnerability Assessment
- Data Aggregation
- Attention to Detail
- Audit Reports
- Auditing
- Security Information and Event Management \(SIEM\)
- AWS CloudFormation
- Digital Technology
- English
- Microsoft Azure
- Business-to-Business \(B2B\)
- Software Asset Management
- IT Asset Management

## Highlights

- Founded Dream With A Deadline™, offering hypnotherapy, identity design, behavioral architecture, strategic habit installation, subconscious behavior-change protocols, accountability systems, clarity protocols, and deep-focus systems.
- Provides one-to-one hypnotherapy sessions focused on identity rewiring, stress relief, focus, confidence, and performance.
- Created SOAR™ workshops: Shifting Identity, Owning Confidence, Aligning Focus, and Rising to Execution.
- Authored Never Wait for Monday.
- Hosts The Subconscious Shift.
- Founded Gateway Digital Solutions, which provides AI automation consulting, workflow optimization, and data-driven decision support.
- Automated workflows for multiple Gateway Digital Solutions clients, reducing costs by 30%.
- Developed tailored AI strategies that improved client decision-making capabilities.
- Implemented data-driven processes that increased operational efficiency by up to 50%.
- Recovered more than $786,000 in costs at Denave through license reconciliation, audit defense, and enterprise-agreement optimization.
- Served as a Cyber Security Consultant at EC-Council, using market research to identify untapped segments for new training products and supporting cybersecurity knowledge and revenue growth.
- Served as Infantry in the U.S. Army.
- Handled high-volume outbound sales activity of more than 1,000 calls per day.
- Built experience in residential real-estate sales and B2B software-compliance sales.
- Managed SMB deals and complex sales involving multiple decision-makers, with early stakeholder alignment.
- Earned an MBA in Computer/Information Technology Administration and Management from Western Governors University.
- Earned a BS in Cyber Security and a BA in Crisis/Emergency/Disaster Management from American Military University.
- Completed NREMT/State of Maryland Emergency Medical Technician training.
- Completed the Army Basic Instructor Course for instructing and training large groups or individuals.
- Completed Damage Controlman Basic Engineering Common Core training.

## Experience

- **Founder & Hypnotherapy Practitioner at Dream With A Deadline** (2025-10-01–2026-08-01) — At Dream With a Deadline™, I help high performers rewire their minds to finish what matters—no motivation required. • This work fuses neuroscience, hypnosis, and identity design to help professionals move past procrastination, overthinking, and imposter syndrome—so they can execute with calm confidence and follow-through under pressure. • What I Do: • Hypnotherapy sessions for stress relief, focus, and confidence • Subconscious rewiring to replace limiting habits with high-performance patterns • Accountability systems that make discipline automatic • Clarity protocols that sharpen focus and eliminate overwhelm • Results: • Clients experience breakthroughs within weeks—stronger focus, steady execution, and a calmer, more confident mindset. • Why It Works: • Because it’s not motivation—it’s behavioral architecture, built from the inside out. • 🎯 Private Session: • Book a 1-hour Google Meet session below: • 👉 https://dreamwithadeadline.com/workwithme • 📘 Author of “Never Wait for Monda
- **Software Asset Manager at Denave** (2022-12-01–2024-05-01) — Driving software asset management program success through license reconciliation, audit defense, and enterprise agreement optimization in my current position at Denave. Recovered over $786k in cost recoveries to date.
- **Cyber Security Consultant at EC-Council** (2021-12-01–2022-11-01) — Cybersecurity evangelist fostering knowledge and revenue growth. I leverage market research to unlock untapped segments for new training products at EC Council. My passion extends to empowering clients with expert advice, enriching both customer and internal teams' cybersecurity expertise.
- **Founder at Gateway Digital Solutions** (2020-10-01–2026-08-01) — As the Founder of Gateway Digital Solutions, I lead a team that specializes in helping businesses automate processes and streamline operations through innovative AI solutions. Key Achievements: Automated workflows for multiple clients, reducing costs by 30% Developed tailored AI strategies that improved client decision-making capabilities Implemented data-driven processes that increased operational efficiency by up to 50% Services Provided: AI Automation Consulting Workflow Optimization Data-Driven Decision Support Ready to take your business to the next level? Let’s connect and explore how we can help.
- **Infantry at US Army** (2011-01-01–2015-12-01)

## Education

- Bachelor of Science - BS, Cyber Security — American Military University (2018-06-01–2022-06-01)
- NREMT/ State of Maryland — Emergency Medical Technician (2016-01-01–2019-01-01)
- Bachelor of Arts - BA, Crisis/Emergency/Disaster Management — American Military University (2013-01-01–2017-01-01)
- Master of Business Administration - MBA, Computer/Information Technology Administration and Management — Western Governors University (2023-08-01)
- Army Basic Instructor Certification, Instructing and Training Large Groups or Individuals — Army Basic Instructor Course \(ABIC\) (2014-01-01)
- Damage Controlman — Basic Engineering Common Core \(BECC\) (2003-01-01)

## FAQ

### What does Derrick do?

Derrick is the founder of Dream With A Deadline™, where he helps high performers work through procrastination, overthinking, overwhelm, imposter syndrome, confidence challenges, and inconsistent execution. His stated approach combines hypnotherapy, identity design, behavioral architecture, neuroscience-informed methods, and subconscious behavior-change protocols.

### What services does Derrick offer through Dream With A Deadline™?

Derrick offers one-to-one hypnotherapy sessions focused on identity rewiring, stress relief, focus, confidence, and performance. He also provides strategic habit installation, accountability systems, clarity protocols, deep-focus systems, and subconscious rewiring intended to replace limiting habits with high-performance patterns.

### What are Derrick’s SOAR™ workshops?

SOAR™ stands for Shifting Identity, Owning Confidence, Aligning Focus, and Rising to Execution. Derrick presents SOAR™ as a group workshop for building rapid momentum through identity, confidence, focus, and execution work.

### What results does Derrick say clients report?

Derrick describes his work as helping clients build calm, directed focus reduce mental friction and overwhelm strengthen confidence under pressure establish habits that support consistency and complete high-value work with less internal resistance. He states that clients experience breakthroughs within weeks, including stronger focus, steadier execution, and a calmer, more confident mindset.

### What books, media, and brands is Derrick associated with?

Derrick is the author of Never Wait for Monday and the host of The Subconscious Shift. He is also the founder of Dream With A Deadline™.

### What does Derrick do at Gateway Digital Solutions?

Derrick leads Gateway Digital Solutions, a business that helps clients automate processes and streamline operations through AI solutions. Its services include AI automation consulting, workflow optimization, and data-driven decision support.

### What has Derrick accomplished at Gateway Digital Solutions?

At Gateway Digital Solutions, Derrick reports automating workflows for multiple clients and reducing costs by 30%. He also developed tailored AI strategies to improve client decision-making and implemented data-driven processes that increased operational efficiency by up to 50%.

### What did Derrick do at EC-Council?

As a Cyber Security Consultant at EC-Council, Derrick served as a cybersecurity evangelist focused on knowledge and revenue growth. He used market research to identify untapped segments for new training products and advised clients while supporting cybersecurity expertise for customers and internal teams.

### What does Derrick do at Denave?

At Denave, Derrick drives software asset management program success through license reconciliation, audit defense, and enterprise-agreement optimization. He reports recovering more than $786,000 in costs to date.

### What is Derrick’s military background?

Derrick served as Infantry in the U.S. Army. He also completed the Army Basic Instructor Course, which covers instructing and training large groups or individuals, and he has training in Damage Controlman Basic Engineering Common Core.

### What is Derrick’s sales experience?

Derrick has sales experience in residential real estate and B2B software compliance. He has managed SMB-sized deals, complex sales involving multiple decision-makers, and alignment among stakeholders early in the sales process. He has also performed high-volume outbound calling, including more than 1,000 calls per day, which he identifies as a source of mental toughness. He prefers slower, relationship-based sales with meaningful conversations when possible, while remaining flexible.

### What is Derrick’s education?

Derrick earned a Master of Business Administration in Computer/Information Technology Administration and Management from Western Governors University. He also earned a Bachelor of Science in Cyber Security and a Bachelor of Arts in Crisis/Emergency/Disaster Management from American Military University.

### What professional and military training does Derrick have?

Derrick holds NREMT/State of Maryland Emergency Medical Technician training. He also completed the Army Basic Instructor Course and Damage Controlman Basic Engineering Common Core training.

### What business, coaching, and sales skills does Derrick have?

Derrick’s capabilities include coaching, behavior change, hypnotherapy, self-confidence development, consultative selling, inbound sales, lead generation, sales prospecting, sales operations, HubSpot, Salesforce.com, CRM, B2B sales, customer service, and communication. His business and delivery skills include business strategy, strategic planning, program management, project management, project leadership, leadership, management, team building, change management, Agile methodologies, problem solving, analytical skills, presentation skills, public speaking, teamwork, interpersonal communication, Microsoft Excel, Microsoft Office, and Microsoft PowerPoint.

### What technology, automation, and cybersecurity skills does Derrick have?

Derrick’s technology, automation, and security capabilities include digital transformation, AI automation, business process optimization, data analytics, data aggregation, digital technology, information technology, cybersecurity, information security, information-security awareness, regulatory compliance, risk assessment, vulnerability assessment, threat and vulnerability management, security management, governance, risk management and compliance, Payment Card Industry Data Security Standard, Security Information and Event Management, auditing, audit reports, software asset management, IT asset management, AWS CloudFormation, Amazon Web Services, Microsoft Azure, solution architecture, identity and access management, Python, and attention to detail.

### What language does Derrick list?

Derrick lists English among his professional skills.

## Links

- LinkedIn: https://www.linkedin.com/in/ACoAACKS9pwBxkJhX2To-iO0Dh-7QoiEoMLMysY

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