Director, Global Solutions Engineering

PointFive; Boston (MA); On-site; USD 150,000 - 180,000; Full time

Job summary

A leading tech solutions company is looking for a Director of Solutions Engineering in Boston. This role will focus on leading the SE function, enhancing technical pre-sales strategies, and collaborating with product and engineering teams. The ideal candidate will have extensive experience in DevOps, multi-cloud environments, and a proven record of driving successful sales outcomes. The company emphasizes diversity and inclusion and welcomes candidates from all backgrounds to apply.

Qualifications

• Fluency in multi-cloud environments including AWS, Azure, GCP.
• 6–12+ years in Solutions Engineering with a focus on technical success.
• Experience in building pre-sales operations and managing teams.

Responsibilities

• Lead and scale the SE organization while hiring and coaching.
• Own pre-sales execution and outcomes alongside sales leadership.
• Implement customer feedback to improve product and integration.

Skills

Domain Expertise in DevOps, FinOps, and Cloud

Team leadership in Solutions Engineering

Technical sales execution experience

Multi-cloud environment understanding

Architectural discussion leadership

Job description

PointFive was established by the founders of IntSights, which was acquired by Rapid7 in 2021. Our team includes leading tech and business experts with unmatched cloud expertise and the backing of Index Ventures, Salesforce Ventures, Entree Capital, and Sheva Capital.

Role Summary

We’re hiring a Director of Solutions Engineering to lead and scale a high-impact SE function. You’ll own technical pre-sales strategy and execution, improve conversion and time-to-value across the sales cycle, and build durable cross-functional operating rhythms with Product, Engineering, and Customer Success. This leader is equal parts player/coach, process builder, and customer-facing technical executive.

What You’ll Do

Lead and scale the SE org

• Hire, coach, and develop SEs (and player/coach as needed) while setting a high bar for discovery, solution design, demos, and executive communication.

• Define role expectations, career paths, onboarding, enablement, and performance management.

Own technical pre-sales execution and outcomes

• Partner with AEs and leadership on account strategy, technical qualification, and deal orchestration.

• Standardize PointFive’s technical evaluation motion (discovery → POC design → validation → close), including templates, success criteria, and executive readouts.

• Ensure consistent, high-quality handoffs into implementation/customer success with clear technical scope and success metrics.

Operationalize a repeatable POC + integration motion

• Drive rigor around pre-integration readiness, technical stakeholders, security/risk steps, and environment setup.

• Ensure SEs can confidently manage tenant/user setup and customer enablement workflows through internal tools (e.g., BackOffice/Retool flows).

• Standardize pre-POC analysis and “value readiness” checks (e.g., custom attribution tag analysis, customer health validation, and kickoff readiness).

• Establish best practices for structured POC kickoff, including success criteria, platform review, and check-in cadence.

Be the voice of the customer back to Product/Engineering

• Implement a feedback loop where SEs consistently capture product gaps, log actionable items, and improve the product based on real-world proof points.

• Promote crisp “technical win” narratives and POC outcome documentation that accelerates commercial close.

Operate as a technical executive in the field

• Present to technical and executive stakeholders; lead architecture discussions, security reviews, and ROI/value articulation.

• Run “exec-ready” messaging: what we learned, risks, proof, and next steps.

What Success Looks Like (First 6–12 Months)

• Higher conversion from technical validation to close; fewer stalled evaluations.

• Faster time-to-value: clearer integration readiness and smoother POCs.

• A scalable SE operating system: playbooks, scorecards, enablement, and consistent deal execution.

• Strong cross-functional trust with Product/Engineering grounded in structured customer feedback.

What We’re Looking For

Must-have experience

• Domain Expertise in DevOps, FinOps and/or Cloud: Must be fluent in multi-cloud environments (AWS, Azure, GCP), understand the Devops landscape, technologies, and workflows, have knowledge of enterprise cost management

• Ability to lead deep-dive architectural discussions, troubleshoot integration challenges (e.g., APIs, data pipelines, security configurations), and drive technical success for large-scale enterprise deployments across multi-cloud environments (AWS, Azure, GCP).

• 6–12+ years in Solutions Engineering / Sales Engineering (or equivalent), with 3–6+ years leading teams.

• Proven Track Record in Pre-Sales Execution: Expertise in building and scaling pre-sales motions (discovery, demos, POCs, security reviews) with a focus on translating technical insights into quantifiable business value and clear technical wins.

• Demonstrated Ability to Partner Tightly with Sales Leadership: Experience driving predictable outcomes, including owning and improving conversion metrics from technical validation to close.

• Extensive experience working with Enterprise customers and prospects, navigating multi-stakeholder evaluations and requirements

Nice to have

• FinOps / cloud cost optimization domain experience.

• Prior experience building enablement programs and presales analytics (win/loss, stage conversion, cycle time, etc.).

• Experience managing global teams and working with global customers

Equal Opportunity Statement

PointFive is proud to be an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We welcome candidates from all backgrounds, experiences, and perspectives to apply.