About Ditto:
Ditto is redefining how data moves at the edge. Our mission is to make it seamless for developers to build resilient, real-time applications, regardless of network conditions. Whether you're in a stadium, airplane, or remote military base, Ditto's peer-to-peer sync engine ensures devices stay connected and data stays consistent, even without internet. With more than $145 million in funding and trusted by organizations like Chick-fil-A, Delta Airlines, and the U.S. military, Ditto powers mission-critical experiences across aviation, retail, travel, hospitality, defense, and more. As a globally distributed, fast-growing startup, we’re committed to building a diverse and inclusive team that reflects the wide range of perspectives needed to solve the world’s hardest connectivity problems.
The Role
Our commercial team is building a sustainable and scalable enterprise-focused operating model towards complex deal cycles with accounts managing 250m+ revenue and up, including Fortune 500s. This high-ownership role is central to helping improve and harden that model. You will own pipeline visibility, forecast accuracy, GTM process design, and the operational cadence that connects our commercial strategy to daily execution.
You will work directly with the Head of Commercial Sales and serve as the operational backbone for a GTM organization that includes Account Executives, ADRs, Solutions Architects, and Customer Success. This is an individual contributor role with significant scope, direct access to commercial leadership, and clear ownership over outcomes — not just activities.
What You'll Own
Forecasting & PipelineDesign and lead a rigorous weekly forecast process built on real data — stage definitions that mean something, deal hygiene standards that hold, and coverage analysis that drives decisions
Build pipeline reporting that gives leadership a clear, current, and honest view of deal health across the full commercial portfolio
Proactively surface pipeline risks and opportunities early — not after the quarter is over
Identify patterns in pipeline data and accelerate variance analysis to sharpen forecast accuracy over time
Assess current GTM processes across the full sales cycle and drive targeted improvements that increase speed, consistency, and conversion
Define and operationalize stage entry/exit criteria, cross-functional handoff protocols, and deal desk processes calibrated for complex enterprise transactions
Partner with Sales, Marketing, CS, and Implementation to ensure process design reflects operational reality — and that it gets followed
Accelerate playbook development and surface process gaps that manual review would miss
Optimize reporting through AI toolsets to reduce time-to-insight and free capacity for higher-order analysis
Own the commercial reporting layer — pipeline by stage, velocity metrics, win/loss analysis, rep-level performance — and keep it grounded in accurate data
Translate analytics into clear, decision-ready insights for the Head of Commercial Sales and executive leadership
Build dashboards in HubSpot and Excel that people actually use to run the business
Own pipeline configuration, lifecycle stages, automation workflows, and data model integrity in HubSpot
Proactively identify and close tooling gaps — recommend additions to the GTM stack when the operational case is clear
What We're Looking For
5+ years in a Revenue Operations, Sales Operations, or GTM Operations role — ideally in B2B SaaS
Direct experience supporting enterprise or complex deal cycles requiring multi-stakeholder coordination and longer sales motions
A track record of taking ownership of GTM operations end-to-end
Strong HubSpot proficiency across pipeline management, workflow automation, and reporting
Fluency in AI tools, used as regular practice, not novelty, and with a clear point of view on where they create real leverage in a RevOps context
Experience with deal desk design, multi-stakeholder deal processes, or contract review workflows
Advanced Excel skills for analysis, modeling, and reporting
Operates well as a team of one — thinks strategically, executes hands-on, and holds a high bar for the work regardless of the level of oversight
Communicates directly and early — surfaces issues when they can still be acted on, not after the fact
Nice to Have
Experience in compensation plan administration or quota modeling
What to Expect
This role comes with real authority and real accountability. You will not be waiting for direction. You will be identifying what the commercial function needs next and moving toward it. That requires the confidence to make decisions, the discipline to follow them through, and the candor to say clearly when something is not working.
We hold a high bar for the quality of the work and a genuine investment in the people doing it. This is not a role for someone looking to maintain the status quo — it is for someone who finds that kind of work unsatisfying and wants to spend their time on problems that actually matter.
The Benefits of Building with UsWe offer competitive salaries and meaningful equity. We believe everyone on the team should have a stake in what we’re building. Benefits vary by region to make sure you're covered in the ways that matter most. In the US, that includes health, dental, vision, life, and disability insurance, plus a 401(k) and flexible spending accounts.
Regardless of where you live, everyone at Ditto can utilize flexible time off. And while we work remotely, our Atlanta and San Francisco offices are open if you ever want a place to work or meet up with teammates.
Apply AnywayAt Ditto, we know game-changers don’t always come wrapped in a “perfect” resume. Years of experience? Every single bullet point checked? Meh. That’s not what drives us.
What does matter?
Grit.
Curiosity.
Adaptability.
And a genuine spark for what we’re building.
So if you’re fired up about our mission but not sure you tick every box - hit that apply button anyway. Use your application to show us how you’ll make an impact here.
We’re always on the lookout for exceptional humans who want to grow, stretch, and build something meaningful with us.
Equal Opportunity EmployerDitto is proud to be an equal-opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristics. Ditto is committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you need assistance or an accommodation due to a disability, please let us know.
Skills Required
- 5+ years in Revenue Operations, Sales Operations, or GTM Operations (ideally B2B SaaS)
- Direct experience supporting enterprise or complex deal cycles requiring multi-stakeholder coordination
- Strong HubSpot proficiency across pipeline management, workflow automation, and reporting
- Fluency in AI tools used as regular practice to create leverage in a RevOps context
- Experience with deal desk design, multi-stakeholder deal processes, or contract review workflows
- Advanced Excel skills for analysis, modeling, and reporting
- Track record of taking ownership of GTM operations end-to-end and executing independently
- Communicates directly and early; surfaces issues proactively
- Experience in compensation plan administration or quota modeling
Ditto Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Ditto and has not been reviewed or approved by Ditto.
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Fair & Transparent Compensation — Postings publish explicit, location-based salary ranges for roles, and mirrored ranges plus third-party submissions indicate market-aligned compensation for U.S. tech roles. Structured compensation practices are signaled by clearly defined bands across markets.
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Healthcare Strength — Public job descriptions consistently include medical, dental, vision, and life/disability coverage for U.S. employees. This breadth of core health coverage is repeatedly referenced across recent postings.
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Leave & Time Off Breadth — Listings describe flexible or unlimited PTO within a remote-first setup. Time-off flexibility appears to be a standard part of the package.
Ditto Insights
What We Do
We are redefining the eyewear shopping experience to make it simple, personal and a little bit magical. With our industry-leading eyewear recommendation and virtual try-on technology platform, we are fundamentally changing the way eyewear is bought and sold globally for over 50 million customers each year. Computer vision and machine learning power our technology. We license this platform to eyewear retailers who embed it into their web, mobile and in-store experiences to fundamentally shift how they sell eyewear. Our technology is being used by over 10M users a month around the world by some of the world’s best forward-looking eyewear retailers. We provide a unique opportunity to work alongside a talented team of software engineers, business leaders, creatives, physicists and researchers to bring state of the art computer vision and machine learning technologies to market at scale. Come be apart of the fun at Ditto and join our team today!









