The Operator’s Perspective
Ryan Head
Vice President of Sales
The person who turns a technical practice into an executive conversation — so buyers hear what the operators will actually do, not a generic security pitch.
- Security sales strategy
- Executive conversations
- Program growth
Introduction
Ryan Head is Vice President of Sales at Open Security. He builds the motion around a practitioner firm: consultative conversations with security and business leaders, a process that can grow without becoming a theater, and post-engagement paths that turn a one-time test into a program when that is the honest next step. Invite him when you want to talk about how operator-led security is bought — and what buyers should demand before they sign.
“The sale has to match the work. If we cannot stand behind the engagement, we should not be in the room.”
Expertise
Where Ryan leads.
Sales and customer security strategy
Helps buyers map a real business problem to the right Open Security motion — a point-in-time test, a validation program, or a conversation that should wait.
Vice President of Sales; built the firm’s sales process
Talk to an operatorEnterprise risk communication
Translates exploitable risk and remediation priority into language executives can fund — without fear-mongering.
Security leadership (buyer side)
Trains the sales team to hold a consultative conversation with CISOs, operators, and business owners in the same room.
Program design
Works the path from a first assessment to recurring validation when the client’s risk actually requires it.
Continuous validationExperience & background
How the authority was earned.
As VP of Sales, Ryan owns how Open Security shows up in the market: who we talk to, what we promise, and how a deal becomes an engagement the operators are proud of.
Before and alongside this role he has worked high-growth B2B environments and complex account work. At Open Security the brief is specific — sell a practitioner firm without turning it into a commodity shop.
- Leads Open Security’s go-to-market
- VP Sales
- Healthcare, auto, finance, tech, government
- Multi-sector
Leads Open Security’s go-to-market
Healthcare, auto, finance, tech, government
Present
Vice President of Sales
Open Security
Leads sales, sales enablement, and the motion from first conversation to lasting program.
Media kit
Use the approved facts.
For event organizers, podcast hosts, journalists, and partners. Copy or download — do not invent a bio.
Short biography
Ryan Head is Vice President of Sales at Open Security. He leads the firm’s consultative go-to-market, aligning executive buyers with operator-led testing and long-term validation programs.
Extended biography
Ryan Head is Vice President of Sales at Open Security, where he leads business development, sales process, and sales-team development for a practitioner-led cybersecurity firm. He built Open Security’s sales infrastructure to match the technical practice — penetration testing, threat simulation, vulnerability programs, and continuous validation — rather than a generic security pitch. His work focuses on consultative conversations with executives and security leaders, enterprise account relationships across healthcare, automotive, financial services, technology, and government, and post-engagement paths that expand a one-time assessment into an ongoing program when that is the right move. He also mentors Open Security’s growing sales team.
Title
Vice President of Sales
Approved headshot
Download portraitMedia contact
contact@opensecurity.ioBook a conversationSuggested interview topics
- How to buy offensive security without buying a PDF
- Why sales process matters inside a practitioner firm
- Moving clients from point-in-time tests to continuous validation
- What executives should ask a pentest vendor before they sign
Suggested speaking topics
- Selling operator-led security in a noisy market
- Aligning GTM with a technical delivery culture
- From first assessment to trusted partner
Open Security
Open Security is a veteran-owned, operator-led cybersecurity firm. We run adversarial testing that uncovers exploitable risk, then hand clients the decision intelligence to act — backed by the platform our operators built.
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View profile →Bring Ryan a security problem — not a shopping list.
If you are trying to decide what to test, what to skip, and what a serious partner looks like, start with a conversation.