GuidePoint Security provides trusted cybersecurity expertise, solutions and services that help organizations make better decisions and minimize risk. By taking a three-tiered, holistic approach for evaluating security posture and ecosystems, GuidePoint enables some of the nation’s top organizations, such as Fortune 500 companies and U.S. government agencies, to identify threats, optimize resources and integrate best-fit solutions that mitigate risk.
Bbout the Role
We are seeking a visionary and execution-oriented Practice Director of AI & Agentic Enablement to lead the development and delivery of AI and agentic strategy across our Northeast region. This is a high-impact leadership role that sits at the intersection of innovation, client engagement, and operational excellence. The Practice Director will be responsible for both transforming how we work internally and building a portfolio of AI-powered offerings that deliver measurable value to our customers.
Key Responsibilities:
AI & Agentic Strategy
- Define and own the regional AI and agentic strategy, aligning it with broader organizational goals and market trends
- Establish a roadmap for AI adoption across internal functions and customer-facing offerings
- Stay current with the rapidly evolving AI and agentic ecosystem, identifying emerging technologies, platforms, and use cases with strategic relevance
Internal Enablement
- Lead the identification, design, and deployment of AI and agentic systems to improve efficiency and effectiveness across service delivery, presales, operations, and sales
- Partner with functional leaders to assess current workflows and identify high-value opportunities for AI and agentic automation
- Champion a culture of AI literacy and innovation across the Northeast region, driving training, enablement, and change management initiatives
Customer Offerings & Practice Development
- Develop and bring to market a portfolio of AI and agentic offerings, including custom-built agentic workflows, productized agentic solutions, and managed services
- Lead the design and delivery of custom agentic systems for customers, tailoring solutions to specific business challenges and industry contexts
- Build repeatable, scalable delivery frameworks for agentic solutions that can be deployed across the customer base
- Collaborate with sales and presales teams to position AI and agentic capabilities, support opportunity development, and engage in strategic customer conversations
Leadership & Team Building
- Build and lead a high-performing team of AI practitioners, solution architects, and delivery professionals
- Define roles, hiring plans, and career development pathways within the AI practice
- Serve as a thought leader and subject matter expert, representing the organization at industry events, customer briefings, and executive engagements
Qualifications:
Required
- 10+ years of experience in technology consulting, professional services, or enterprise technology leadership
- 3+ years of hands-on experience with AI/ML technologies, including large language models (LLMs), generative AI, and agentic frameworks
- Demonstrated experience designing and delivering AI-powered solutions in a client-facing or product context
- Strong understanding of agentic architectures, multi-agent systems, and workflow automation
- Proven ability to develop and execute go-to-market strategies for technology practices or offerings
- Exceptional communication and executive presence, with the ability to engage C-suite stakeholders and technical teams alike
- Experience leading and growing high-performing teams in a matrixed environment
- Experience in managed services or product development within a technology services firm
- Familiarity with cloud AI platforms and enterprise AI tooling
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Why GuidePoint?
GuidePoint Security is a rapidly growing, profitable, privately-held value added reseller that focuses exclusively on Information Security. Since its inception in 2011, GuidePoint has grown to over 1,200 employees, established strategic partnerships with leading security vendors, and serves as a trusted advisor to more than 6,200 customers.
Firmly-defined core values drive all aspects of the business, which have been paramount to the company’s success and establishment of an enjoyable workplace atmosphere. At GuidePoint, your colleagues are knowledgeable, skilled, and experienced and will seek to collaborate and provide mentorship and guidance at every opportunity.
This is a unique and rare opportunity to grow your career along with one of the fastest growing companies in the nation.
Some added perks….
- Remote workforce primarily (U.S. based only, some travel may be required for certain positions, working on-site may be required for Federal positions)
- Group Medical Insurance options: Zero Deductible PPO Plan (GuidePoint pays 90% of the premium for employees and 70% for family plans (spouse/children/family) or High Deductible Health Plan with HSA (GuidePoint pays 100% of the employees premiums and 75% for family plans (spouse/children/family). If you choose the High Deductible / HSA plan, GPS will contribute in 4 equal quarterly installments: ($850 per EE annually / $1750 per family annually (includes spouse/children/family options)
- Group Dental Insurance: GuidePoint pays 100% of the premium for employees and 75% of family plans
- 12 corporate holidays and a Flexible Time Off (FTO) program
- Healthy mobile phone and home internet allowance
- Eligibility for retirement plan after 2 months at open enrollment
- Pet Benefit Option
GuidePoint Security Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about GuidePoint Security and has not been reviewed or approved by GuidePoint Security.
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Healthcare Strength — Company materials highlight fully covered employee premiums on a base medical plan, options including PPO and HSA, employer HSA contributions, and access to an EAP. These elements materially enhance the overall value of compensation for individuals.
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Flexible Benefits — A remote‑first model with telework/flex‑time and monthly phone/home‑internet stipends is emphasized. This flexibility and stipending increase the attractiveness of the total rewards across many roles.
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Leave & Time Off Breadth — Flexible Time Off, company holidays, and parental and other protected leaves are outlined in ESG materials and job postings. Such breadth supports work‑life balance and complements cash compensation.
GuidePoint Security Insights
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What We Do
GuidePoint Security is an elite team of highly trained, top certified experts who cut through cyber chaos and confusion to put control back in your hands. We help you make the smartest, most informed decisions, choose and integrate products and services that are the best fit, and build the most effective cybersecurity posture. We provide organizations with holistic perspective on their cyber ecosystem to minimize gaps, vulnerabilities, and optimize resources, including: 1. Understanding the changing threat landscape, vulnerabilities, and gaps 2. New insights of how product decisions align with resource capacity 3. Insightful product comparisons and integration to save time, money, and mistakes
