Head of Sales & Marketing

Collegewise

15d•Remote

About The Position

Collegewise has spent 26 years building genuine trust with families during one of the most stressful seasons of their lives. The way families find and connect with companies like ours has changed—but what makes us special hasn't. As our Head of Sales & Marketing, your job is to translate that into a more modern, visible, and compelling experience, and to lead the exceptional teams already doing this work. This role owns the full revenue engine—from the moment a family first discovers us to the moment they enroll. You'll coach a team of Program Advisors while staying close enough to the work to know what families are actually experiencing in the sales process. You'll care deeply about performance and just as deeply about the people behind it. We have an excellent reputation with both high school counselors and admissions officers. We present at NACAC, local ACACs, and at high schools and community events. We partner with community-based organizations to directly support their students and increase college access. We tell the truth, we treat people right, we recycle, and we have at least five confirmed vegetarians on the team. We're biased, but really, this is a pretty great place to work.

Requirements

8–12+ years in sales and/or marketing with a track record of driving measurable, meaningful growth.
Experience managing and developing high-performing teams of 15+ people—and genuinely caring about their development.
Deep expertise in high-consideration services (education, consulting, or similar); experience in the education space is a significant plus.
Analytical instincts—you think in funnels, and you know how to break down performance to find what's actually working.
Proficiency with HubSpot and Google Analytics (or close equivalents).
Comfort with autonomy and accountability in equal measure. You take ownership of problems and outcomes without needing to be told where to start.

Nice To Haves

experience in the education space

Responsibilities

Own monthly, quarterly, and annual revenue targets and marketing's contribution to the pipeline.
Partner across teams to prioritize pipeline quality—not just volume—ensuring we're attracting well-matched, high-intent families.
Drive full-funnel improvements from lead generation through conversion, identifying and acting on bottlenecks with urgency.
Collaborate with leadership on forecasting, pricing, packaging, and new market expansion opportunities.
Evolve our sales and marketing frameworks to improve efficiency, consistency, and brand authenticity.
Leverage data—conversion rates, pacing, cohort analysis—to inform decisions across all channels and campaigns.
Shape how Collegewise shows up in the world, ensuring our story resonates with families and reflects our core values.
Lead and develop a growing team of Program Advisors and marketing professionals.
Set a high-performance bar while maintaining a strong culture of accountability, trust, and genuine care for the team.
Identify skill gaps and implement targeted coaching so every Wiser has the opportunity to do their best work.