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.
We're looking for an experienced Senior Contracts Specialist to join an exceptional contracts team that sits at the center of GuidePoint's commercial engine. This role reports to the Vice President of Contracts. You'll be a core member of a high-performing team responsible for the full lifecycle of commercial contracts — from initial review and negotiation through execution and ongoing management. You'll work directly with our sales team to move deals forward efficiently and with sound judgment, while serving as a trusted expert on contractual risk across the organization.
Roles and Responsibilities:
- Independently review, redline, and negotiate complex commercial agreements, including customer agreements, reseller and channel agreements, vendor contracts, subcontractor agreements, and federal/SLED contracts
- Serve as the primary point of contact for internal and external stakeholders on all contractual matters
- Interpret contractual rights, obligations, and interpretation of terms and conditions
- Work with the Professional Services organization to track and fulfill specific client contractual obligations
- Develop solutions to complex contractual problems and provide practical guidance to internal stakeholders
Required Experience:
- Business-oriented mindset — you translate legal complexity into clear, actionable guidance. This is the most important requirement for a reason.
- Bachelor's Degree in Business, Management, or related field OR Paralegal Certificate OR equivalent work experience
- 5–10 years of experience independently negotiating complex commercial contracts, including Fortune 200/500 customers
- Familiarity with CLM platforms (Ironclad strongly preferred) and Salesforce
- Demonstrates a willingness to learn and use AI-enabled tools
- Proven negotiation, time management, and organizational skills
- Excellent written and verbal communication — concise, direct, and professional
- Customer service-driven with exceptional attention to detail
- Comfortable operating remotely and asynchronously
- Collaborative, team-first mindset
Travel Requirements:
- Up to 10%
Physical Requirements:
- Sedentary work
- Substantial movement of the wrists, hands, and/or fingers for a minimum of 8 hours a day
- Required to have close visual acuity to view computer terminal and/or extensive reading for a minimum of 8 hours a day
We use Greenhouse Software as our applicant tracking system and Zoom Scheduler for HR screen request scheduling. At times, your email may block our communication with you. Please be sure to check your SPAM folder so that you don't miss updates on your application.
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
Skills Required
- Business-oriented mindset; translate legal complexity into clear, actionable guidance
- Bachelor's Degree in Business, Management, or related field OR Paralegal Certificate OR equivalent work experience
- 5-10 years negotiating complex commercial contracts, including Fortune 200/500 customers
- Familiarity with CLM platforms
- Experience with Ironclad (strongly preferred)
- Experience with Salesforce
- Willingness to learn and use AI-enabled tools
- Proven negotiation, time management, and organizational skills
- Excellent written and verbal communication; concise and professional
- Customer service-driven with exceptional attention to detail
- Comfortable operating remotely and asynchronously (U.S.-based)
- Collaborative, team-first mindset
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
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
