Director of Pre-Sales

🕒 August 8

🇺🇸 United States – Remote

⏰ Full Time

🔴 Lead

🔍 Pre-sales Engineer

👻 Ghost score 45%

What it means: the chance that no one is really hiring for this job.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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CompassMSP

WebsiteLinkedInAll Job Openings

201 - 500 employees

🔒 Cybersecurity

🤝 B2B

💼 Consulting

Cybersecurity • B2B • Consulting

CompassMSP is a U. S. -based managed services provider that delivers managed IT, cloud & infrastructure, and cybersecurity services to business and regulated-industry clients. Their offerings include fully managed and co-managed IT, Microsoft 365 support, cloud strategy and migration (Azure & AWS), 24/7 service desk, data backup and disaster recovery, unified communications/UCaaS, vCISO and security advisory, incident response and ransomware protection, and compliance-readiness services for frameworks such as HIPAA, HITRUST and CMMC. The company also supports AI modernization and secure AI initiatives and maintains a national footprint with multiple regional offices.

📋 Description

• Develop and maintain a structured discovery methodology for new sales opportunities • Lead or support discovery conversations with business leaders, executives, IT stakeholders, operations teams, and procurement • Identify business objectives, challenges, operational pain points, growth plans, cybersecurity and compliance concerns, service expectations, budget considerations, decision criteria, key stakeholders, and desired outcomes • Coach the sales organization on effective discovery questioning and uncovering client needs • Translate discovery findings into opportunity strategies and client value propositions • Document discovery information accurately and consistently in the CRM • Develop sales narratives connecting CompassMSP’s managed IT, cybersecurity, cloud, compliance, strategic advisory, and professional services to client priorities • Coordinate with technical, operational, security, and service-delivery subject-matter experts • Lead or support executive presentations, discovery workshops, proposal reviews, demonstrations, and finalist meetings • Prepare sellers and subject-matter experts for client interactions • Oversee proposals, executive summaries, sales-support materials, RFPs, RFIs, security questionnaires, and due-diligence responses • Coordinate pricing with Sales, Finance, Operations, and service-line leaders • Review discounts, concessions, assumptions, and nonstandard terms; escalate financial, operational, or contractual risks • Conduct deal reviews and develop account strategies, stakeholder plans, competitive positioning, meeting plans, and close strategies • Support objection handling, commercial negotiations, executive alignment, mutual action plans, and next steps • Improve pipeline quality, forecast confidence, and sales-stage discipline • Develop sales training, playbooks, discovery guides, presentation templates, proposal tools, battlecards, case studies, and messaging frameworks • Support sales onboarding and ongoing development • Partner with Marketing on campaigns, webinars, events, client stories, and sales collateral • Establish consistent sales-to-delivery handoffs and facilitate transition meetings for complex or strategic clients • Develop and maintain the end-to-end pre-sales process, dashboards, reporting, win-loss reviews, and performance improvements

🎯 Requirements

• Five or more years of experience in business-to-business sales, managed services, technology services, cybersecurity services, consulting, or a related industry • Three or more years of experience in pre-sales, solution consulting, sales consulting, sales enablement, or complex deal support • Experience supporting complex, multi-stakeholder sales cycles • Strong understanding of consultative and value-based selling methodologies • Experience leading discovery sessions, presentations, proposal reviews, demonstrations, and executive conversations • Experience coordinating proposals, RFP responses, pricing, and internal approvals • Strong commercial judgment and understanding of recurring-revenue sales • Ability to translate technology and service concepts into clear business value • Strong executive presence and verbal, written, and presentation skills • Ability to coach sellers and improve sales performance • Experience working with Sales, Marketing, Finance, Operations, Legal, and Service Delivery • Strong organizational skills and ability to manage multiple opportunities and competing deadlines • Comfort working in a growing, geographically distributed, and evolving organization • Ability to travel approximately 20%–30% • Preferred: Experience building or transforming a pre-sales function within an MSP • Preferred: Experience supporting new-client acquisition and existing-client expansion • Preferred: Experience selling fully managed and co-managed IT services • Preferred: Experience supporting cybersecurity, cloud, compliance, advisory, or professional services sales • Preferred: Experience selling into regulated industries • Preferred: Familiarity with CRM, proposal-management, sales-enablement, and CPQ platforms • Preferred: Experience developing sales playbooks, proposal libraries, qualification frameworks, and sales-training programs • Preferred: Experience supporting channel partners, referral partners, or strategic alliances • Preferred: Bachelor’s degree in business, marketing, communications, information technology, or a related field, or equivalent professional experience

🏖️ Benefits

• Competitive pay • Quarterly Bonuses • Progressive PTO • Medical/Dental/Vision/Life/Disability available • Tax deferred retirement plan with company match • Career Development and Coaching • Fun work environment!

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