VP of Strategic Cybersecurity Operations, deepwatch
$265-280k
+ Bonus + Stock options
Managed cyber security solutions
Be an early applicant
Managed cyber security solutions
201-500 employees
Be an early applicant
$265-280k
+ Bonus + Stock options
201-500 employees
Company mission
To serve its customers and protect their networks, everywhere, every day.
Role
Who you are
- Have extensive experience in a mix of strategic operations, consulting, product, or business leadership roles—specifically within the MDR space
- Be a true utility player who thrives in ambiguity and can switch between strategy and execution effortlessly
- Strong grasp of delivery operations in a cybersecurity services-led business
- Be an excellent communicator who can simplify complex problems, manage stakeholders across levels, and drive clarity and momentum
- Have experience supporting or working closely with C-level or EVP-level leaders
- Be analytical, structured, and operationally-minded—with an ability to transform processes and build scalable solutions
- Be comfortable being customer-facing and supporting high-stakes conversations with sales or key accounts
- Have experience with go-to-market and product functions (e.g., sales enablement, product launch, pricing/packaging)
- Demonstrated experience building and leading Cyber Security services teams
- Experience working with operational information security disciplines (e.g. incident response, security infrastructure management, or monitoring services)
- Possess experience leading development of, and execution against, deployment and operationalization methodologies, process flows, management guides and runbooks, technical configurations, and architectures
- Have functional knowledge of technologies which are the heart of Deepwatch’s Managed Security service offerings (EDR, FW, DNS, MFA, AAA etc.)
- Possess experience leading enterprise-wide deployments of cybersecurity or IT infrastructure products, including executive communication, project planning, status reporting, change management, technical configuration, testing, troubleshooting, and transition to operations/run teams
What the job involves
- We’re looking for a versatile, senior-level operator to act as a force multiplier for our EVP of Global Cyber Operations
- This person will sit at the center of a growing MSSP/MDR provider and help lead operational execution across the business—driving strategic initiatives, strengthening cross-functional alignment, and ensuring delivery excellence
- This isn’t a traditional operations job
- It’s part strategic advisor, part program driver, and part get-things-done utility player
- You’ll help shape and scale our offerings, partner closely with Product and Sales to support GTM efforts, and own internal initiatives that improve our ability to execute at speed
- Serve as a strategic partner to the EVP of Global Cyber Operations—synthesizing priorities, driving execution, and helping scale operational capabilities
- Lead and coordinate key strategic initiatives—e.g., standing up new service offerings, building internal frameworks for delivery, or operationalizing cross-functional programs
- Build connective tissue across Product, Sales, and Delivery to ensure our services are sellable, scalable, and differentiated
- Act as a key escalation point for major customer issues—driving resolution while identifying process or systemic gaps to improve
- Identify and lead process improvement efforts across delivery operations, including KPI development, dashboarding, and workflow optimization
- Support executive-level reporting, communications, and decision-making with structured insights and recommendations
- Be a thought partner on how we grow—bringing operational, market, and customer insight to the table
- Analyze and enhance service offerings towards customer value and outcomes and business profitability goals
- Analyze service delivery value and customer outcomes and provide on-going enablement material for Sales and Marketing
- Manage and develop services operational standards and runbooks and integration into Deepwatch’s technology stack
Our take
With increased digital transformation and cloud adoption, businesses have ever-more complex systems to protect, making it harder to ensure everything remains cybersecure. Deepwatch supplies Managed Detection and Response (MDR) solutions, combining its technology and expertise to optimize protections for its clients, mitigate risk, and improve security outcomes.
Grasping the need for greater security for digital platforms, applications, and data, Deepwatch has built a cloud SecOps platform, upon which its services run. Its managed services are tailored to the requirements of each individual client, and involve a team of security experts collaborating with the business to gain an in-depth knowledge of their security requirements and specific areas of risk to target.
Competition for Deepwatch comes from companies such as Paladion, Crypsis, and ExtraHop. However, the demand for managed cybersecurity solutions is growing and - given there is a general cybersecurity skills shortage - security management companies like Deepwatch are becoming increasingly necessary. Funding raised by the company will allow it to grow to meet this demand, by accelerating innovation and development, and expanding its partner ecosystem.
Freddie
Company Specialist at Welcome to the Jungle
Insights
13% employee growth in 12 months
Company
Funding (last 2 of 3 rounds)
Feb 2023
$180m
LATE VC
Oct 2020
$53m
SERIES B
Total funding: $256m
Company benefits
- Insurance plan options, including 100% employer premium contributions and HSA contributions for certain coverage
- Employer paid Life Insurance, Short-term and Long-term Disability, and Employee Assistance Program
- Supplemental coverage options
- Holistic employee Wellness program
- Flexible Time Off
- Paid Parental Leave
- Stock Options
- 401k with company match
- $200 Monthly reimbursement for Cell/Internet
- Annual recognition awards
- Spot bonus awards
- Employee and Customer Referral Bonus Programs
- Annual credit to Deepwatch Swag Store
- Professional Development Allowance: $3,000 in your first year and $6,000 annually thereafter
- Formal Leadership Development Program
- Employee-driven, company-wide Mentoring Program
- Paid time off for volunteering and voting
- Support for company-wide initiatives, such as Stem for Her and local initiatives like Feeding Tampa Bay
- Sponsored Employee Affinity Groups, including Women of Deepwatch, BIPOC, and DW Veterans
- Annual Company Kick Off Event, Monthly All Hands calls, cross functional initiatives, social events, interactive wellness programs, and department offsite meetings
- Peer Recognition Program (Radical Performer)
Company HQ
Carver City-Lincoln Gardens, Tampa, FL
Leadership
Charlie Thomas
(Founder & Chair)A serial entrepreneur, Charlie has led and grown four different startups to market values from $25 million to over $1 Billion with four exits and an IPO.
John DiLullo
(CEO)Board Member at D-Wave and Board Advisor at Tetrate. Was previoulsy CEO at LiveVox and Lastline.
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