Senior Director, Strategy and Operations

Decagon; San Francisco (CA); On-site; USD 270,000 - 350,000; Full time

Benefits offered by this job

Take what you need vacation policy

Medical, Dental, and Vision benefits

Life Insurance and Disability Benefits

Retirement Plan

Parental Leave

Fertility and family building benefits

Daily lunches and snacks

Job summary

Decagon seeks a Senior Director of Customer Strategy & Operations to oversee and enhance post-sales execution, ensuring seamless operational infrastructure. This leadership role involves managing and empowering a high-performing team dedicated to improving customer satisfaction and delivery outcomes.

The ideal candidate will leverage over 10 years of experience in strategy and operations, demonstrating strong problem-solving skills and the ability to thrive in fast-paced environments. Compensation ranges from $270K to $350K plus equity.

Qualifications

• 10+ years of experience with director-level scope in Strategy & Operations, BizOps, or adjacent functions.
• Ability to diagnose ambiguous problems and influence senior stakeholders.
• Experience scaling a post-sales or CX organization during hypergrowth.

Responsibilities

• Own the strategy and operational infrastructure for post-sales execution at scale.
• Lead and grow a high-impact internal team focused on operational excellence.
• Drive planning and resourcing practices that support predictable execution.

Skills

Strategic thinking

Cross-functional leadership

Operational excellence

Executive communication

Problem diagnosis

Job description

About Decagon

Decagon is the leading conversational AI platform empowering every brand to deliver concierge customer experiences.

Our technology enables industry-defining enterprises like Avis Budget Group, Block’s Cash App and Square, Chime, Oura Health, and Hunter Douglas to deploy AI agents that power personalized, deeply satisfying interactions across voice, chat, email, SMS, and every other channel.

We’re building a future where customer experiences are being redefined from support tickets and hold music to faster resolutions, richer conversations, and deeper relationships. We’re proud to be backed by world‑class investors who share that vision, including a16z, Accel, Bain Capital Ventures, Coatue, and Index Ventures, along with many others.

We’re an in‑office company, driven by a shared commitment to excellence and velocity. Our values — Just Get It Done, Invent What Customers Want, Winner’s Mindset, and The Polymath Principle — shape how we work and grow as a team.

About the Team

Decagon’s Customer org turns enterprise commitments into durable customer outcomes. We own deployment execution, steady‑state operations, and the operating system that lets delivery quality and velocity scale as our customer base and deal complexity grow.

The Strategy and Operations team is responsible for the efficiency and operationalization of our Customer org. They partner closely with GTM, Product, and Engineering to bring operating rigor to how Decagon delivers.

About the Role

As Senior Director, Customer Strategy & Operations, you will own the strategy, cadence, and operational infrastructure that powers Decagon’s post‑sales execution at scale. You’ll act as the operational backbone for deployment and steady‑state delivery—standardizing how we launch complex enterprise customers, improving visibility and forecasting across teams, and partnering with Sales/GTM to ensure deals are scoped for success before they close.

This is a senior, in‑office leadership role with broad cross‑functional influence. You’ll lead and grow a high‑impact internal team, drive company‑critical initiatives spanning Product, Engineering, Sales, and Customer Success, and build repeatable systems that increase launch predictability, reduce downstream risk, and improve customer outcomes as Decagon scales rapidly.

In this role, you will

• Build and scale customer operations

  • Develop and maintain repeatable processes that improve deployment consistency and ongoing customer operations.

  • Establish operating rhythms and reporting that create visibility into delivery health, risks, and key bottlenecks.

  • Drive planning and resourcing practices that support predictable execution as the business scales.

• Strengthen cross‑functional execution

  • Partner with GTM to improve upfront alignment on customer goals, scope, and readiness.

  • Lead cross-functional initiatives with Product and Engineering to unblock execution and improve outcomes.

  • Own issue management and escalation handling to keep delivery and customer results on track.

• Lead and grow a high‑performing team

  • Manage and develop a Strategy & Operations team focused on operational excellence and scalability.

  • Hire and coach for high ownership and strong execution, emphasizing durable systems over one‑off fixes.

Your background looks something like this

• 10+ years of experience with director‑level scope in Strategy & Operations, BizOps, post‑sales operations, CX operations, delivery operations, or adjacent functions.

• Demonstrated ability to diagnose ambiguous problems, drive structured workstreams, and influence senior stakeholders.

• Experience scaling a post‑sales, CX, or delivery organization during hypergrowth—building playbooks, operating cadences, and resourcing/capacity planning systems.

• Strong executive communication and trust‑building skills; ability to align cross‑functional leaders and drive decisions with clarity and rigor.

• Comfort operating in fast‑moving, ambiguous environments where you build structure while maintaining momentum.

Even better if you have

• Direct experience partnering with Sales/GTM on deal scoping, success readiness, and pre‑close operational rigor.

• Background in B2B SaaS, enterprise software, or AI‑adjacent companies.

• Prior experience building an operations function from scratch or leading it through early scale.

Compensation

$270K – $350K + Offers Equity

Benefits

We proudly offer the following benefits for our full‑time employees:

• Take what you need vacation policy (subject to local requirements; UK employees receive 25 days of statutory leave)

• Medical, Dental, and Vision benefits for you and your family

• Life Insurance and Disability Benefits

• Retirement Plan (e.g., 401K, pension)

• Parental Leave

• Fertility and family building benefits through Carrot

• Daily lunches and snacks in the office to keep you at your best

These benefits are described in more detail in Decagon’s policies, may vary by location, and can change at any time according to applicable compensation and benefits plans.