Director, Strategic Accounts

Siena is the Agent of Record for CX built for consumer brands like Spanx FIGS Brooklinen and Grüns.

It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell support listen handle social and voice across the entire customer journey turning every conversation into signal you can act on.

We are a small fully distributed global team. We have built leverage into how we work which is what lets a team this size move at the speed we do.

We hire athletes. Everyone here owns real outcomes defaults to writing over meetings communicates with directness and acts the moment they see something worth acting on. Low ego high standards fast clock.

If you want to set the bar rather than follow one keep reading.

Our strategic accounts are the foundation of Sienas growth. This is the forward-deployed motion: deep multi-year relationships where the work is less check-in and more co-build. Youll own a portfolio of our highest-value customers lead relationships from the executive level and drive the cross-functional expansion that turns a single CX deployment into connective tissue across a customers entire business.

This is a permanent senior operator role reporting to our CEO/Co-Founder working closely with AEs on commercial expansion and PMs on roadmap influence.

• Own a portfolio of strategic accounts (those paying us $100K ARR) driving retention expansion and executive relationships

• Build stakeholder maps: who matters where decisions get made where Siena can expand next

• Lead multi-team expansion beyond the CX buying center into Marketing Returns E-commerce Operations

• Run executive-level strategic conversations that move contracts and direction this is about commercial outcomes not calendar touch-points

• Partner with AEs on multi-team commercial expansion; partner with PMs to translate account needs into roadmap influence

• Win back at-risk accounts and defeat competitive threats through value-led conversations

• Build the playbook for how Siena operates in strategic accounts from first-principles not from importing what you did elsewhere

The Bar: if youre missing any of these this isnt the role for you:

• Commercial track record: quota carried or measurable revenue owned upsells cross-sells expansions renewals hard numbers

• C-level presence: youve run conversations with C-suite/VP stakeholders that moved contracts not just maintained the relationship

• Enterprise account complexity: multi-stakeholder orgs relationships that compound over years

Strong Signal: not dealbreakers but what separates a good hire from a great one:

• Shark mindset: commercially driven first-principles operator not someone running an inherited playbook

• Account win-back: youve pulled accounts back from the edge and beaten competitors head to head

• Player-coach: in the room on the calls building the playbook from what you do

• AI-native not AI-curious: youre actively building with tools like Claude Code and can show real projects

Nice to Have: bonus not required:

• Experience in e-commerce or consumer brands specifically not just B2B SaaS

• Youve built a strategic accounts function from zero rather than inherited one already running

• Existing relationships among CX or ops leaders at consumer brands

• You want a playbook handed to you rather than building one

• Youre better at maintaining relationships than driving hard commercial conversations

• You need daily oversight or a defined process before you act

Real ownership. You will own problems not tasks with the autonomy to solve them your way and the trust to do it without a manager in your inbox.

Work that ships and matters. What you build reaches real consumer brands fast.

A category we are creating. The Agent of Record is new ground with unsolved problems and cutting-edge models not a crowded field to compete in.

A team that respects your judgment. Globally distributed async-first low bureaucracy. We hire adults and treat you like one.

Great salary plus equity or stock grants. Own a piece of what you build.

Learning budget. If you are growing so are we.

AI-fluency by default. Few places will push your work with production AI further or faster.

The people who thrive here are curious customer-obsessed and take ownership without being asked. They fix problems first and explain later. Theyre direct about feedback - both giving and receiving it - because they care more about getting things right than being polite.

They maintain high standards while moving at startup speed and they build real relationships with teammates because they know thats how great work gets done. When things get tough they adapt and keep pushing forward.

The people who thrive here treat AI like a natural extension of themselves. Theyve built their own ecosystem of agents - some for research others for debugging writing analysis or writing code. They know which AI works best for what problem.

Everyone gets premium accounts (ChatGPT Claude Perplexity Pro Cursor Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each others AI workflows.

At Siena were not just looking for people who can do a job. Were looking for people who want to break boundaries create the future and reshape industries. If thats you we look forward to your application.

We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at .

Siena provides equal employment opportunities to all employees and applicants for employment without regard to race color religion sex national origin age disability genetics sexual orientation gender identity or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds experiences perspectives and abilities.

Required Experience:

Director