Sales Strategy & Operations Manager

Tremendous is the global platform built for businesses to send thousands of payouts to anyone, anywhere, for free. We're trusted by 20,000 organizations like Atlassian, MIT, and United Way to deliver gift cards and money to millions of recipients worldwide.

Our customers (researchers, marketers, HR teams, nonprofits, and platform businesses) rave about how fast and easy Tremendous is to use. Check out our ratings on G2.

Tremendous is profitable and growing without outside investors. We’re a fully remote, high-documentation, low-meeting culture, which means more time for what matters in both your professional and personal life. The team agrees– our employee NPS is in the high 80s.

About the role

We're looking for a Sales Strategy & Operations Manager to be the business partner behind our sales organization. The role has two sides, and you'll own both.

The first is the operating machine: commissions, quota and attainment tracking, deal desk support, sales processes, and the weekly operating cadence with sales managers. Much of this is documented and increasingly automated. Your job is to run it reliably and keep making it smaller through automation.

The second is the work that machine makes room for: strategic analysis that changes decisions. Pipeline health diagnostics, rep capacity and quota modeling, segment performance, go-to-market experiments. Every analysis here ends in a recommendation, and you'll have a seat with sales leadership to see it through. Over time, you'll take on more of our target account strategy and how we build each AE's book of business.

You'll report to the Director of Revenue Operations and work daily with sales leadership.

What you'll do

Own the sales operating cadence: commissions (SDR monthly, AE quarterly), quota and attainment tracking, deal desk support, and the weekly sales manager meeting process

Deliver analyses that end in recommendations: pipeline health, conversion trends, capacity planning, segment performance - then partner with sales leadership to implement them

Grow into ownership of target account strategy and AE book-of-business planning

Automate your own job: we run an AI-forward stack (Cursor and Claude against Snowflake, HubSpot, and our BI tools), and we expect recurring work to shrink over time

Serve as connective tissue between Sales, Marketing, Product, Legal, and CS, including supporting sales enablement and onboarding programs

Push back constructively on sales leadership when the data disagrees

You have

4-8 years in sales operations, revenue operations, strategy, or business operations at a B2B SaaS or fintech company

Strong analytical skills and a track record of turning data into recommendations that leadership acted on

Comfort with CRM systems (HubSpot a plus) and BI tools, plus genuine fluency with AI tools as part of your daily workflow

Experience running an operational process other people depend on (commissions, forecasting, deal desk, or similar)

Excellent stakeholder management across multiple functions at once

A bias toward action and an ownership mindset: you set your own direction and bring leadership along

Why work with us

You'll shape how a high-performing sales organization scales, influencing strategy, systems, and process design

You'll work directly with senior leaders across Sales, Marketing, and Product for high visibility and impact

You'll work at a company growing quickly yet sustainably. We're profitable with plenty more opportunity ahead

Competitive pay, equity and benefits. The base salary for this role is $135,000-$180,000

We're a remote company. Work from wherever you want in the Americas

Smart people and a great culture. See our company handbook