VP of Sales and Marketing

Options for Youth · Pasadena · $5,769–$6,250/month (stated in the posting)

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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 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 COO 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 COO 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 COO 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 COO 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 COO/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.

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