Leads pre-sales strategy for managed IT, cybersecurity, cloud, compliance, and advisory services. Develops discovery methodologies, supports complex sales cycles, leads presentations and demonstrations, coordinates proposals, RFPs, pricing, and approvals, and ensures effective sales-to-delivery handoffs. Coaches sellers, manages sales enablement, improves deal execution, translates technical solutions into business value, and collaborates with technical, operational, legal, finance, and service-delivery teams.
CompassMSP helps organizations simplify, power, and protect their businesses through managed IT, cybersecurity, cloud, compliance, and strategic technology services.
We serve enterprise and mid-market organizations through a security-first approach that combines national capabilities, regional expertise, proactive support, and practical business guidance.
Our teams work closely with clients to reduce risk, improve productivity, modernize their technology environments, and align technology investments with their broader business objectives.
Role Requirements
Role Responsibilities
Benefits
We serve enterprise and mid-market organizations through a security-first approach that combines national capabilities, regional expertise, proactive support, and practical business guidance.
Our teams work closely with clients to reduce risk, improve productivity, modernize their technology environments, and align technology investments with their broader business objectives.
Role Requirements
- 5+ years of experience in business-to-business (B2B) corporate sales.
- 3+ years of experience in pre-sales, solution consulting, sales consulting, sales enablement, or complex deal support.
- 3+ years of experience working within an MSP, MSSP, IT-services, cybersecurity-services, telecom, or any IT-related industry
- Demonstrated success 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-level 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 adds.
- Strong professional presence and strong verbal, written, and presentation skills.
- Demonstrated ability to coach sellers and improve sales performance.
- Experience working with Sales, Marketing, Finance, Operations, Legal, and Service Delivery.
- Strong organizational skills and the ability to manage multiple opportunities and competing deadlines.
- Comfort working in a growing, geographically distributed, and evolving organization.
- Ability to travel approximately 30%.
- Experience building or transforming a pre-sales function within an MSP.
- Experience supporting both new-client acquisition and existing-client expansion.
- Experience selling fully managed and co-managed IT services.
- Experience supporting cybersecurity, cloud, compliance, advisory, or professional-services sales.
- Experience selling into regulated industries such as healthcare, financial services, legal, manufacturing, construction, or government contracting.
- Familiarity with CRM software, proposal-management, sales-enablement, and CPQ platforms.
- Experience developing sales playbooks, proposal libraries, qualification frameworks, and sales-training programs.
- Experience supporting channel partners, referral partners, or strategic alliances.
- Bachelor’s degree in business, marketing, communications, information technology, ora related field, or equivalent professional experience.
Role Responsibilities
- 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.
- Coach the sales organization on asking effective discovery questions and uncovering client needs beyond the initial request.
- Translate discovery findings into a clear opportunity strategy and client value proposition.
- Ensure that discovery information is documented accurately and consistently in the CRM.
- Help sellers position managed IT, cybersecurity, cloud, compliance, strategic advisory, and professional services in clear business terms.
- Coordinate with internal technical, operational, security, and service-delivery subject-matter experts when specialized input is required.
- Translate internal recommendations into client-friendly language focused on value, outcomes, risk reduction, productivity, resilience, and scalability.
- Ensure that proposed services are aligned with CompassMSP’s current capabilities and approved offerings.
- Vet and prevent sales commitments that are unclear, unsupported, or inconsistent with CompassMSP’s delivery model.
- Sales Presentations and Demonstrations (subject matter expert for all high-value sales opportunities
- Proposal and RFP Management (develop, coordinate, and lead)
- Pricing and Commercial Coordination
- Deal Strategy and Sales Execution (identifying patterns, covering objections, competitive positioning, and navigation complex buying groups.)
- Sales Enablement oversight, creation, implementation, and execution
- Sales-to-Delivery Handoff
- Process and Performance Management
Benefits
- Competitive annual base salary
- Quarterly Bonuses
- Flexible, unlimited PTO
- Medical/Dental/Vision/Life/Disability coverage available
- 401k with company match
- Career Development & Coaching
- Fun work environment!
Similar Jobs
Digital Media • Gaming • Information Technology • Software • Sports • Esports • Big Data Analytics
Administer and enhance Salesforce for VIP teams by configuring flows, reports, dashboards, access, and data management. Gather stakeholder requirements, troubleshoot user issues, support adoption, and collaborate with development, analytics, and data engineering teams on integrations and technical solutions. Query and validate data using SQL and Snowflake, test system enhancements, and identify process improvements while maintaining Salesforce data accuracy and integrity.
Top Skills:
ApexExcelGoogle SheetsSalesforceSalesforce Flow BuilderSnowflakeSQL
Digital Media • Gaming • Information Technology • Software • Sports • Esports • Big Data Analytics
Administer and enhance Salesforce for VIP and Player Development teams by configuring flows, reports, dashboards, access, and data processes. Gather stakeholder requirements, troubleshoot user issues, validate data with SQL and Snowflake, and collaborate with development, analytics, and data engineering teams on integrations. Test and launch improvements while supporting user adoption, data integrity, and continuous process enhancement.
Top Skills:
ApexGoogle SheetsExcelSalesforceSalesforce Flow BuilderSnowflakeSQL
Fintech • Real Estate • Sales • Financial Services
Originates mortgage loans, develops referral networks, markets the Rocket Mortgage brand, and manages a book of business. Advises clients on loan products, home buying, refinancing, and mortgage management. Evaluates credit, employment, income, assets, property, and other financial documents to determine eligibility. Guides clients from application through closing, resolves concerns, maintains referral relationships, and stays current on mortgage products and qualification requirements.
Top Skills:
Nmls
What you need to know about the Boston Tech Scene
Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories
