Head of GTM, Sales Planning

CaptivateIQ is transforming the way companies plan, manage, and optimize sales performance. We started by revolutionizing incentive compensation management, and now we're expanding our platform to solve broader sales planning challenges. Recognized by industry analysts like Forrester and G2 and backed by top-tier investors, including Sequoia, ICONIQ, Accel, and Sapphire Ventures, we empower high-growth companies like Netflix, Figma, and Stripe with the flexibility and insights needed to drive revenue performance.

Join a talented, fast-growing team committed to solving some of the most complex and impactful problems in sales performance management.

About the Role

CaptivateIQ is broadening its portfolio beyond incentive compensation into sales planning, and we are searching for a Head of GTM, Sales Planning to spearhead this expansion. Your primary focus will center on Sales Planning, our purpose-built territory, quota, and capacity planning solution. Additionally, Catalyst—our AI-powered analytics engine—will serve as a secondary focus as we refine its market fit and core use cases.

In this full-ownership mandate, you will architect how these offerings are positioned, sold, deployed, and scaled, collaborating directly with enterprise accounts from early evaluations through long-term adoption. Reporting directly to the President, you will partner closely with Product, Engineering, Customer Experience, and Go-to-Market teams.

This position balances pre-sales strategy with post-sales execution, requiring you to guide the full client lifecycle from initial deal close through account expansion.

Responsibilities

Own the full GTM lifecycle for Sales Planning — from market positioning through customer go-live and expansion. Catalyst will also fall under this role as a smaller, secondary objective

Define go-to-market strategy, including positioning, packaging, and the use cases that deliver the most value for revenue and finance leaders

Develop and operationalize the sales and implementation motion, and bring Product, CX, and GTM along on the strategy

Evaluate the effectiveness of our current Sales Planning GTM motion and be open to evolving the approach — including testing dedicated or overlay selling models — based on market feedback and customer outcomes

Partner with EPD leadership to influence product decisions that impact GTM success — use case prioritization, positioning, and implementation requirements — while respecting that EPD owns final decisions on product development and platform architecture

Work closely with Product to translate market feedback into a roadmap that builds toward durable, scalable revenue

Drive product-market fit validation across the highest-signal use cases by engaging directly with customers and analyzing customer data

Form and test hypotheses on how to accelerate awareness, conversion, and adoption across the full funnel from lead to renewal

Serve as the escalation point for customer issues — not to manage every escalation directly, but to identify thematic patterns and drive systematic process fixes

Partner with cross-functional leaders across Product, Engineering, CX, and GTM to align on strategy, build the enablement needed to sell and support both products at scale, and hold the organization accountable to execution

Surface customer and market insights to leadership to inform product direction, company strategy, and where we invest next

Today, Sales Planning GTM resources are allocated across implementation, CX, and GTM functions — you’ll coordinate their work through dotted-line relationships. As the product scales, you’ll build a dedicated team reporting to you

Requirements

10+ years of experience in sales performance management, revenue operations, or enterprise SaaS

Deep expertise in Sales Planning — territory design, quota methodology, capacity modeling. Ideally, you’ve worked at a Sales Planning vendor (Anaplan, Varicent, Xactly) or services firm implementing SPM, or you’ve led a Sales Planning rollout in-house at an enterprise company. A combination of domain expertise and go-live experience is ideal

Demonstrated experience building or scaling an enterprise SaaS product’s go-to-market and implementation motion

Strong presence with enterprise buyers — comfortable owning the commercial and technical conversation with senior revenue and finance leaders

Proven ability to drive alignment across Product, Engineering, CX, and GTM teams without relying on positional authority

Comfortable operating in a product that is still finding its footing in enterprise — able to make scope calls, set expectations, and move forward without perfect information

Familiarity with incentive compensation management and how it connects to sales planning is a strong plus

Experience with partner-led or SI-driven implementation motions is a plus

Exposure to AI-powered product capabilities or agentic workflows is a plus

Benefits

Comprehensive Healthcare: 100% coverage for medical, dental, and vision for all FTEs, with roughly 75% coverage for dependents.

Flexible Time Off: Flexible vacation days plus quarterly mental health days to ensure you have the space to recharge.

Annual Stipends: Dedicated funds for your professional development and caretaking needs.

Work Anniversary Bonuses: Annual bonuses to celebrate your milestones and contributions to the CaptivateIQ team that grow as your tenure does.

Retirement Savings (US-Only): A 401(k) plan to help you invest in and secure your future.

Premium Tools: The latest Apple hardware to empower you to do your best work.

Inclusive Community: Active Employee Resource Groups (ERGs) that celebrate shared identities and support our DEI goals by fostering an environment where diverse talent thrives.

Notice for Prospective Candidates

Only emails from @captivateiq.com should be trusted.

We are aware of active recruitment scams using the CaptivateIQ name, in which individuals pose as our recruiters and post fake remote job openings and make fake job offers on the Internet. Please note, we will never do the following:

Attempt to correspond with a candidate using a free web-based account, such as an email address that ends in @gmail.com, @yahoo.com, @hotmail.com, etc.

Make an offer of employment without conducting multiple rounds of interviews face-to-face using secure video-conferencing technology.

Ask candidates to cash checks to buy equipment on behalf of CaptivateIQ.

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Make early requests for candidates' personal information such as date of birth, passport details, credit card numbers, bank details and social security number, etc.

Please note that we’ll only ask for more sensitive personal information in connection with background checks after an offer is made.

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