Robert Wood

CISO | Servant Leader | Advisor | Lifelong Student (posts here are my own opinions and musings)

I have built, scaled, and run security programs as a CISO at 4 different organizations ranging from small tech startups to trillion dollar government organizations. The early part of my career was spent working in application security and red teaming. Cybersecurity is a passion of mine; using it to do amazing things is something that gets me fired up.

That’s why I founded Sidekick Security. To help organizations achieve security-led growth and digital transformations. In an age of trust as currency in so many industries, I believe this is the time when security truly can be an enabler. 

Beyond that, I am a lifelong learner. I love studying outside of my field and finding ways to expand the mental models I have to solve problems differently, more effectively, or to think about them in altogether new and fresh ways. 

Founder and CEO

Helping to connect SMBs and startups with exceptional security talent. A fresh, blue ocean strategy on the cyber security services market for organizations that really need it. 

RHO Inc.

At RHO, I support business development efforts by identifying new federal contract opportunities and contributing to bidding and teaming strategies. I also serve as an account manager to our clients, helping to ensure strong communication, successful contract performance, and ongoing client satisfaction throughout the contract lifecycle.

Sr. Sales Operations

• Managed onboarding and compliance for W2 and subcontractor personnel, including background checks and drug testing.
• Supported executives with contract preparation, data tracking, reporting, and 
internal communications.
• Reviewed and formatted candidate resumes to meet client-specific requirements.
• Maintained vendor and partner agreements, tracked contract renewals, and assisted with timekeeping and payroll operations.
• Facilitated marketing, internal communication, and office administration across departments.

Operations

Madison Honda

Provided prompt and professional response to online inquiries, securing 
appointments and supporting dealership sales funnel.

BDC Administrator/Internet Sales Rep

EducaUC

Taught English as a second language to students pre-k to 12th grade.

English Co-Teacher

Fisher English Institute

Taught English to adults as a second language

English Teacher

I support RHO's growth in government contracting by capturing IT Health opportunities in the Federal government space. RHO is a WOSB IT Consulting company and we partner with companies to help meet their staffing objectives to deliver excellent IT services to the Federal government. I enjoy fostering long-term strategic partnerships with our clients to support each other's growth objectives!

taplio

The Battle

Robert Wood

Trish Dolegiewitz

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