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Head of Customer Success

One Way Ventures
Full Timedirector
Boston, Massachusetts, USPosted Yesterday

Role Overview

One Way Ventures is hiring a director-level Head of Customer Success. This is a full-time role in Boston. Part of One Way Ventures's Lifecycle hiring, posted yesterday. Full responsibilities, required qualifications, and the apply link are listed in the description below.

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Job description

Tabs is the leading AI-native revenue platform for modern finance and accounting teams. Tabs agents automate the entire contract-to-cash lifecycle, including billing, collections, revenue recognition, and reporting, to help teams eliminate manual work and accelerate cash flow.

High-growth companies like Cursor and Statsig rely on Tabs to generate invoices directly from contracts, reconcile payments in real time, and automate ASC 606 compliance.

Founded in 2023, Tabs has raised over $91 million from Lightspeed Venture Partners, General Catalyst, and Primary. The team is headquartered in New York and brings deep expertise in finance and AI.

About The Role

Tabs is hiring a Head of Customer Success to lead our CS function as we scale. You’ll run the team, own how retention and expansion actually get delivered across the book of business, and partner closely with leadership across Client Services.

This is a senior, hands-on role for someone who makes things happen. You’ll bring the operational horsepower to turn goals into results, keep the team executing at a high bar, and stay close enough to our most important accounts to step into the room with executive stakeholders when it counts.

You’ll partner closely with Implementation on smooth handoffs and go-lives, and with Sales, Product Delivery, Support, Product, and Engineering so customers don’t just adopt Tabs — they see measurable ROI and grow with us.

What You’ll Do

  • Drive retention and expansion: Own how the numbers get hit — the motions, the renewal forecast, the risk management, and the day-to-day execution that protects and grows the base.
  • Hire, develop, and retain the team: Lead and grow the CS team — managing both individual contributors and a manager. Define career paths, performance standards, and coaching rhythms, and hold a high bar without micromanaging.
  • Be the senior escalation point: Step in decisively with customers when an account needs it — to reset expectations, unblock the team, and drive to resolution.
  • Run the operating model: Design and refine escalation paths, staffing plans, workload distribution, success plans, QBR cadences, and renewal and expansion motions — keeping what works and fixing what doesn’t.
  • Instrument the function: Build the reporting and tooling that give leadership clear visibility into account health, risk, and expansion opportunities — and prove the impact of the function.
  • Own the team’s knowledge base: Keep best practices, tooling and product enablement, configuration preferences, and playbooks current and useful.
  • Deliver measurable outcomes: Help customers reduce DSO, deepen automation adoption, and realize clear ROI — and connect team performance to the value Tabs delivers.
  • Carry the voice of the customer: Bring sharp, specific feedback to Product and Engineering on why an accounting nuance matters, and help shape what gets built.
  • Partner across the company: Own the interface between CS and Implementation, Sales, Support, Product, and Engineering on handoffs, renewals, expansion, and escalations spanning ERPs, CRMs, payments, and tax systems.

Who You Are

You’re an operator at heart — energized by systematizing what works and iterating relentlessly, not just solving the problem in front of you. You’re comfortable balancing IC work with team leadership: running a team while staying hands-on with key accounts yourself, and setting the people around you up to do their best work. You can take a direction and run with it, and you hold a high bar for the customer experience without micromanaging the path there. One hour you’re unblocking your team; the next you’re walking a controller through an ASC 606 workflow.

You bring deep fluency in finance and accounting workflows, you thrive in a fast, high-ambiguity environment, and you earn credibility with every audience — CFOs, controllers, AR teams, engineers, and your own team alike. You distill complexity into clarity, and you let data, not anecdotes, drive your decisions.

Experience

  • 8–12+ years in customer success or post-sale roles, with 5+ years leading and managing teams.
  • A track record of building or leading CS teams in high-growth B2B SaaS or fintech, and consistently delivering against retention and expansion targets.
  • Proven ability to hire well, coach directly, and hold a high bar without micromanaging.
  • A process-builder by nature: you design systems that scale, not just one-off fixes.
  • Strong accounting and technical fluency — bonus points if you have knowledge of ASC 606 revenue recognition, order-to-cash workflows, and ERP integrations (NetSuite, QuickBooks, Sage) and CRMs (Salesforce, HubSpot).
  • Comfortable operating cross-functionally with Sales, Product Delivery, Support, Implementation, Product, and Engineering, and balancing IC work with team leadership.
  • An excellent communicator who distills complexity into clarity for any audience, with high customer EQ.
  • Background in accounting or finance software is a strong plus; CPA or Big Four experience welcome.
  • Based in New York City, available to work 5 days per week in office at our Soho HQ.

Perks And Benefits (Full-time Employees)

  • Competitive compensation and equity
  • Unlimited PTO
  • Up to 100% employer covered monthly healthcare premium (medical, dental, vision)
  • Lunch provided via Sharebite, plus dinner for any later in office days.
  • Parental leave up to 12 weeks
  • Tax free commuter and parking benefits
  • Voluntary insurances (Life, Hospital, Critical Illness, Accident)
  • Employee Assistance Program (Rightway)
  • Free One Medical Membership
  • 401k

Tabs is an equal opportunity employer. We welcome teammates of all identities and do not discriminate on the basis of race, ethnicity, religion, gender identity, sexual orientation, age, disability, veteran status, or any other protected characteristic. We’re committed to creating an environment where everyone can grow, contribute, and feel comfortable being themselves.

About One Way Ventures

One Way Ventures logo

One Way Ventures

onewayvc.com

LifecycleOn-site

Frequently Asked Questions

How do I apply for the Head of Customer Success position at One Way Ventures?

Use the Apply button above to submit your application directly to One Way Ventures. Most applications take less than 5 minutes if your resume and contact details are ready, and you'll be routed to the employer's official application system to finish.

Where is the Head of Customer Success position at One Way Ventures located?

This position is based in Boston. One Way Ventures has not indicated remote or hybrid options for this role, so candidates should plan for on-site work.

What does a Head of Customer Success at One Way Ventures earn?

One Way Ventures has not disclosed a salary range in this posting. Many employers share specifics later in the interview process; you can also ask during a recruiter screen if compensation transparency is important to you.

When was the Head of Customer Success role at One Way Ventures posted?

This role was posted on July 9, 2026 (yesterday). It's still listed as actively hiring; we re-confirm openings against the source system multiple times per day and remove closed roles.

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