Mid-Market Account Manager

Insightful•New York, NY

2d•$150,000 - $170,000

About The Position

Insightful is transforming how companies understand, optimize, and automate work. Our platform gives organizations visibility into how work actually happens across their teams helping leaders uncover inefficiencies, improve productivity, redesign workflows, and identify where AI and automation can have the greatest impact. As we expand from workforce analytics into Work Intelligence, we're building a new category at the intersection of workforce data, operational intelligence, and AI. We're growing quickly, and we're looking for a Mid-Market Account Manager to help us deepen and expand relationships with our customers.

Requirements

5+ years of experience in B2B SaaS, including Account Management, Customer Success with commercial ownership, or a similar customer-facing revenue role
Demonstrated experience managing and growing Mid-Market customer relationships.
A track record of driving renewals, expansion, upsells, or cross-sells
Strong discovery skills—you know how to ask good questions, follow the thread, and uncover the business problem underneath the initial request
Commercial judgment and comfort navigating pricing, contracts, negotiations, and procurement
Executive presence and the ability to communicate effectively with both senior leaders and day-to-day users
Strong business acumen and genuine curiosity about how companies operate
Ability to manage multiple opportunities and priorities without losing attention to detail
Comfort operating in a fast-moving environment where the product, playbook, and organization are still evolving

Nice To Haves

Experience with workforce technology, analytics, AI, HR technology, productivity software, or enterprise SaaS is a plus - but not required

Responsibilities

Own the commercial relationship for a portfolio of Mid-Market customers
Partner with Customer Success Managers on executing account plans that identify stakeholders, business priorities, risks, whitespace, and expansion opportunities
Drive renewals while proactively identifying opportunities to grow MRR
Expand Insightful across new teams, departments, geographies, products, and use cases
Build and maintain a healthy expansion pipeline within your book of business
Forecast renewals and expansion opportunities accurately
Develop a deep understanding of each customer's business, operating model, priorities, and challenges and therefore relationships with senior leaders across Operations, IT, Finance, HR, Transformation, and other functions
Lead meaningful discovery conversations rather than simply responding to customer requests
Partner with Customer Success managers to conduct executive business reviews focused on outcomes, ROI, priorities, and what's next
Connect Insightful's capabilities to measurable business outcomes, including productivity, operational efficiency, workforce optimization, AI transformation, and automation
Communicate complex ideas simply, confidently, and commercially; help customers build the internal business case for expanding their partnership with Insightful
Help customers understand how workforce data can move beyond reporting and answer bigger questions: Where is work inefficient? Which processes should be redesigned? Where can AI or automation create leverage? How can leaders measure whether those changes actually worked?
Partner closely with our product and technical teams to bring these capabilities into your accounts and help shape how we take them to market.