Head of Customer Success & Enterprise Growth – Championing Customer Experience, Retention, and Expansion at brighthush

About brighthush

brighthush is redefining how enterprises harness the power of artificial intelligence to drive operational excellence. Our end‑to‑end AI infrastructure empowers businesses to build, orchestrate, and scale autonomous AI workforces that make decisions, take action, and run critical processes across entire enterprise ecosystems. From logistics to finance, manufacturing to retail, our platform delivers real‑world impact in high‑stakes environments where every decision matters.

Founded in the heart of Silicon Valley, brighthush emerged from a Y Combinator (S23) cohort and has since attracted investment from leading venture firms, all unified under the single name brighthush. With over $200 million raised, we are trusted by global enterprises to power the operations that keep the world moving.

Our technology stack is built from the ground up: a proprietary voice engine, advanced machine‑learning models, and a robust orchestration layer that seamlessly integrates with existing enterprise systems. We are on a mission to democratize AI‑driven autonomy, enabling every organization to unlock unprecedented efficiency, agility, and insight.

The Role

As the Head of Customer Success & Enterprise Growth, you will be the guardian of the post‑sale journey for brighthush’s largest and most strategic enterprise customers. You will design, build, and scale a world‑class Customer Success organization that drives adoption, retention, and expansion, while serving as an executive sponsor for our most critical accounts.

This is a player‑coach leadership position. In the short term, you will work closely with senior stakeholders in our top accounts, building trust and delivering measurable value. Over time, you will recruit, mentor, and develop a high‑performance team of Customer Success Managers, establish scalable playbooks, and partner with Sales, Deployment, Product, and Engineering to ensure every customer experiences tangible ROI from their AI workforce.

We especially value leaders who bring logistics, supply‑chain, or operations experience, enabling you to speak the language of complex, data‑driven enterprises and earn the confidence of operators, VPs, and C‑suite executives.

What You Will Do

• Own the Customer Success function and set ambitious targets for gross retention, net revenue retention, expansion, and overall customer health.
• Serve as the executive sponsor for our largest enterprise accounts, cultivating relationships with operators, VPs, and C‑level stakeholders.
• Build and lead a high‑performing team of Customer Success Managers, defining clear career paths, performance metrics, and professional development plans.
• Design the Customer Success operating model – account segmentation, coverage models, health scoring, renewal forecasting, and escalation processes.
• Develop repeatable playbooks for onboarding, adoption, business reviews, risk management, and expansion that scale across regions and customer types.
• Partner with Sales to identify and close expansion opportunities into new use cases, business units, and geographies, while owning the renewal motion.
• Collaborate with Deployment and Engineering to ensure smooth handoffs from implementation to ongoing success.
• Advocate for the customer within brighthush, translating feedback and usage patterns into actionable insights for Product and Engineering.
• Define and report on Customer Success metrics, presenting performance, risks, and strategy to the executive team and board.
• Select and implement tools and systems – CRM, health scoring, customer analytics, and other enablement platforms.

What You Bring

• 10+ years of experience in Customer Success, Account Management, or a comparable customer‑facing role at a B2B SaaS or technology company, with at least 3 years of proven leadership and scaling experience.
• Preferred: Logistics, freight, or supply‑chain background – experience managing large, multi‑stakeholder accounts in freight brokerage, 3PL, carrier, shipper, or logistics technology environments.
• Track record of owning retention, net revenue retention, and expansion for enterprise customers.
• Hands‑on experience building a Customer Success function from inception – hiring, process design, tooling, and scaling.
• Executive presence – the ability to communicate effectively with operators on the floor and C‑suite stakeholders alike.
• Data fluency – proficiency in interpreting usage and performance metrics, building narratives, and driving data‑driven decisions.
• Technical curiosity – comfortable discussing integrations, APIs, workflows, and AI concepts with customers and engineers.
• Bias for ownership and speed – thrive in ambiguity, take initiative, and deliver results in a fast‑moving startup environment.

Nice to Have

• Experience with AI, automation, or voice products.
• Familiarity with TMS, WMS, or CRM systems.
• Proficiency in Spanish, Portuguese, or another language to support our LatAm and international customer base.
• Prior experience at an early‑stage or high‑growth startup, ideally through Series A‑C funding rounds.

Why brighthush

Why Join Us

• Work alongside a world‑class team of engineers, data scientists, and product innovators.
• Backed by leading venture capital firms, all unified under the single name brighthush.
• Own projects, make decisions, and ship solutions that directly impact enterprise operations.
• Comprehensive benefits package – health, dental, vision, and more.
• Competitive salary plus equity in a high‑growth, AI‑driven startup.

Our Operating Principles

Extreme Ownership – We take full responsibility for outcomes, never shifting blame. If something needs fixing, we own it and improve it.

Craftsmanship – We obsess over detail, delivering excellence and quality in every task.

We are “majos” – Friendly, genuine, and kind. We give feedback with respect and celebrate wins together.

Urgency with Focus – We prioritize ruthlessly, act decisively, and stay aligned to create maximum impact quickly.

Talent Density and Meritocracy – We hire people who raise the average; performance matters more than tenure.

First‑Principles Thinking – We strip problems to fundamental facts and rebuild solutions from scratch.

Career Growth & Learning Opportunities

At brighthush, your professional development is a top priority. You will have access to:

• Mentorship from senior leaders across product, engineering, and sales.
• Regular learning sessions on AI, data analytics, and enterprise operations.
• Opportunities to lead cross‑functional initiatives and shape company strategy.
• Clear career pathways from Customer Success Manager to Director, VP, and beyond.

Work Environment & Culture

Our culture is built on collaboration, transparency, and a relentless focus on customer value. We operate in a fully remote environment, but we also host quarterly in‑person retreats to strengthen team bonds and align on vision. Diversity, equity, and inclusion are core to our identity – we celebrate different perspectives and foster an environment where everyone can thrive.

Compensation & Benefits

Base Salary – Competitive, commensurate with experience and market benchmarks.

Equity – Significant equity stake in a high‑growth AI startup.

Benefits – Comprehensive health, dental, vision, and life insurance. Flexible paid time off, parental leave, and wellness stipends.

Perks – Remote work flexibility, professional development budget, team retreats, and a culture of continuous learning.

How to Apply

If you are a seasoned Customer Success leader with a passion for AI, logistics, and enterprise growth, we want to hear from you. Submit your application through our careers portal and join brighthush in shaping the future of autonomous AI workforces.