VP of Sales and Marketing

Starting Pay Range

Depending on experience

Job Description:

With an emphasis serving schools with diverse and low-socioeconomic student populations and non-traditional learning environments, Skyrocket leadership has over a century’s worth of combined experience leading schools and operational support teams. Skyrocket’s niche expertise is in the intersection between academic and administrative performance. 

The VP of Sales & Marketing will be an integral part of the foundational plans to build the best and most service driven sales and marketing team to provide educational and operational services solutions across multiple states. They will have a base salary with a bonus structure.

This role will have a remote office with 20+ days in person in Pasadena, CA for company events and professional development activities. The VP will also travel for client meetings and conferences when required. What you will do:

Sales Leadership

• Build a go-to-market strategy across both legacy service catalogs, translating market positioning into territory, account, and campaign plans.
• Manage and coach the two Account Executives team against consolidated pipeline, activity, and revenue targets; report attainment to the Chief of Staff on a monthly/quarterly cadence.
• Own the sales process end-to-end; prospecting through close, renewal, and expansion.
• Use CRM and sales analytics to optimize territory design, capacity, and conversion rates as the team grows, rather than scaling headcount without a data basis for it.
• Execute cross-sell and bundled-pricing motions for engagements spanning multiple service lines.
• Maintain team coverage and continuity through staffing transitions, including planned leaves, using documented coverage plans.
• Recalibrate quotas, activity targets, and comp/incentive structures as real performance data accumulates.

Marketing Execution

• Run day-to-day marketing execution including campaigns, content, and sales-enablement collateral.
• Partner with the Chief of Staff on website and PR-adjacent priorities, since digital presence supports both sales and public-facing goals.

Team Building & Scaling

• Build the sales and marketing team for growth; recommend and hire additional Sales Directors, Account Executives, and marketing roles as pipeline and revenue targets require, in partnership with the Chief of Staff on timing and budget.
• Recruit, retain, and develop top-tier sales and marketing talent, building a culture of accountability and continuous coaching rather than relying solely on individual hires' prior track records.
• Implement the sales operations, revenue operations, and reporting governance the team needs as it scales.
• Own new hires' ramp and performance against plan, applying the same discipline used for the existing team's 30-60-90 day ramp process.

Systems & Reporting

• Support consolidation of CRM and pipeline-reporting infrastructure across both companies, in partnership with the Operations function.
• Own the sales pipeline and forecast, reporting regularly to the Chief of Staff on progress against Year One and quarterly targets.
• Track and report core marketing metrics (qualified leads, campaign performance, site engagement).

Required Qualifications

• Bachelor's degree preferred; equivalent progressive experience considered.
• 5–8+ years in sales leadership, with direct people-management experience over a multi-person sales team.
• Marketing fluency; able to direct campaigns and content even without being the hands-on creator.
• Experience selling into complex, long-cycle institutional buyers (K-12, higher ed, HR/back-office services, or government) strongly preferred, given buyer base.
• Track record managing a team through integration or organizational change without losing pipeline momentum.
• Comfortable operating with a Chief of Staff executive layer above, translating strategy into execution rather than setting strategy independently.

Working Conditions

• Primarily remote with regular travel to client and prospect sites and industry conferences. Some evening/weekend availability required around major proposal deadlines.