About Meadow

Meadow is the first modern fintech platform transforming the $600 billion U.S. higher education payments industry by solving the dual complexities of the tuition payment process for students and accounts receivables for universities.

A strong outbound motion and top of the funnel engine are the lifeblood of Meadow’s revenue growth. We’re at an exciting inflection point: our enterprise sales motion is working, demand is growing quickly, and we’re ready to scale the top-of-funnel engine that will power our next chapter. Today, our team is a talented group of ~10 SDRs—currently managed by our COO—who have proven what’s possible, and are ready for dedicated leadership, structure, and a high-performance cadence. The team is already successful and has the potential to do so much more.

We’re looking for a Director of Sales Development who can take an established motion and level it up: coaching and developing SDR talent, increasing productivity across the team, leveraging tooling and partnering with Marketing to build the systems and processes that will consistently generate qualified pipeline for our sales reps.

Meadow is ready for its first dedicated sales development leader. If you’re energized by building a world-class sales development and pipeline engine and creating a high-output culture that directly fuels revenue growth, we’d love to meet you.

About the Role

Overview

The Director of Sales Development will play a fundamental role in shaping Meadow's top of the funnel pipeline engine and sales development strategy, driving the top of the sales funnel, and building and leading a high-velocity outbound team within a traditionally slow-moving industry.

You will own SDR effectiveness end-to-end: hiring, onboarding, coaching, tooling and enablement. You will partner closely with Meadow’s marketing, CX, and senior leadership to accelerate our growth with colleges and universities.

You will bring a strong, data-driven point of view on how to maximize growth through outbound and what world-class outbound pipeline generation looks like in 2026–and the confidence to advocate for it.

What You'll Do

Team Leadership & Coaching

• Lead and scale our outbound team (~10 SDRs).

• Deliver significant hands-on coaching: daily call reviews, 1:1s, role plays, objection handling, and meeting quantity + qualification strategy.

• Build a high-performance culture with clear expectations, accountability, and career pathways.

Strategy, Process & Execution

• Own outbound playbooks: segmentation, ICP targeting, outreach strategy, talk tracks, qualification, handoffs, and follow-up loops.

• Establish operating rhythms (weekly campaign reviews, QA, enablement sessions, conversion rate learnings).

• Own the -sourced pipelines and partner with Marketing to translate campaigns into meetings, and with AEs/founders to ensure tight conversion and feedback loops.

Data, Tooling & Continuous Improvement

• Define and manage KPI systems end-to-end: activity → conversations → meetings → qualified pipeline → closed-won contribution

• Build dashboards and reporting in HubSpot; identify bottlenecks and drive targeted improvements

• Forecast pipeline generation and capacity needs, including territory/segment planning and quota modeling

• Drive adoption of modern sales tech and GTM tooling and workflows (sequencing, call intelligence, enrichment, scoring, QA)

• Pilot AI-enabled strategies (intelligent lead scoring, personalization at scale, call coaching workflows, workflow automation)

• Continuously test and iterate on messaging, channels, sequences, and enablement content—then standardize what works

What Success Looks Like

• A repeatable, predictable pipeline engine that consistently exceeds meeting, pipeline, and revenue targets.

• SDRs who improve week over week through hands-on coaching, call reviews, and clear development plans.

• A clean, measurable funnel with strong conversion, clear ownership, and fast iteration when metrics slip.

• Documented, tested, and continuously improving playbooks, messaging, and outbound motions across segments.

• High adoption of modern tools and AI workflows that boost productivity, improve lead quality, and eliminate low-value work.

• A high-performance culture with clear expectations, consistent coaching, and strong development and retention of top talent.

About You

Must-Haves

• You're a builder who has scaled outbound teams in a fast-moving environment and thrives in ambiguity.

• You're a leader who is known for hands-on coaching and improving SDR performance through consistent, high-quality feedback.

• You're a coach who is deeply data-driven: you love funnels, diagnose conversion issues, and run structured experiments to improve results.

• You're a team member who is excited about AI and sales technology—not as hype, but as practical leverage for rep productivity and quality.

• You're a strong cross-functional partner who can align marketing, sales, and CX around shared targets and tight execution.

Nice-to-Haves

• You have experience in B2B/Enterprise SaaS selling into higher education or similarly complex, relationship-driven markets.

• You have experience scaling sales teams from early-stage to repeatable growth (hiring, management layers, enablement systems).

• You have familiarity with HubSpot and modern SDR tooling (sequencers, dialers, conversation intelligence, enrichment).

Compensation and Benefits

This is a full-time position reporting to the COO. Meadow wants all employees to be supported in their personal and professional development, so we take a comprehensive approach to compensation and benefits.

The OTE for this position is expected to range from $175,000-$250,000. This range represents the low and high end for a position based in San Francisco, CA. Actual compensation will depend on numerous factors such as: experience, knowledge and skills, qualifications, and other job-related factors.

In addition to the chance to positively impact the world while building a company around a $600B opportunity, you'll receive:

• Competitive Salary

• Competitive Equity

• 401(k) Retirement Savings Plan

• Subsidized Medical, Dental, and Vision Insurance (with HSA & FSA Plans Available)

• Flexible Paid Time Off

• Paid Company Holidays

• Paid Parental Leave

• 1-2 Onsites Per Year

• Membership in an Ambitious, Kind, No-Drama Team

Meadow is proud to be an equal opportunity employer. We celebrate diversity in all its forms, and we encourage our employees to participate as their authentic selves in our work environment. We strive to build better for all, towards a more open, inclusive space. Come as you are.