Enterprise Account Executive

YCHARTS INC•Chicago, IL

2d•$100,000 - $130,000•Hybrid

About The Position

We’re seeking a high-performing Enterprise Account Executive with a hunter mentality—someone who thrives on building relationships from the ground up, is energized by outbound prospecting, and wants to close game-changing deals. This role isn’t about riding pipeline momentum; it’s for the proactive, strategic seller who loves getting in the field, mapping buying committees, and building trust with decision makers. You’ll own a territory of high-potential firms, including large RIAs, Hybrids, OSJs, and broker-dealers, and work closely with an Enterprise SDR and the VP of Enterprise Sales to hit aggressive targets. Many of these accounts have early YCharts users or strategic overlap—your job is to turn warm sparks into enterprise fire. This is a net new and upsell role focused on meaningful relationship development, in-person networking, and enterprise strategy—not just converting inbound interest.

Requirements

3–5+ years of demonstrated success in enterprise SaaS or fintech sales; experience in WealthTech or financial services strongly preferred
Proven track record as a self-starter who generates pipeline through outbound prospecting
Skilled in managing complex, multi-threaded sales cycles involving multiple stakeholders and decision-makers
Proven ability to build strong relationships with exceptional executive presence; able to confidently engage across all levels of an organization
Utilizes a strategic and consultative approach to selling, with the ability to craft tailored business cases that align product value to client goals
Highly curious, energetic, and collaborative—driven by results and motivated by team success

Nice To Haves

Understanding of investment workflows, portfolio construction, and RIA tech stacks is a plus.

Responsibilities

Own a strategic territory of enterprise accounts: current clients with expansion potential and key targets with no prior relationship.
Collaborate with an Enterprise SDR to run coordinated outbound campaigns
Proactively travel to deepen relationships, attend industry events, and get in the room with stakeholders.
Maintain accurate pipeline forecasts and report regularly to the VP of Enterprise Sales.
Drive the full enterprise sales cycle:
Build and execute a multi-threaded engagement strategy across roles (users, influencers, decision makers, executives)
Secure executive-level engagement and navigate complex org structures.
Tailor messaging and demos to diverse personas—CIOs, advisors, operations leaders, etc.
Lead deals across internal buying committees including IT, compliance, and legal
Craft and deliver custom ROI-based proposals aligned with strategic priorities.
Manage longer, multi-stage sales cycles involving pilots, proof-of-concept phases, and procurement steps.
Anticipate and address common enterprise objections (integration, cost, procurement).

Benefits

100% employer-paid health, dental, and vision insurance.
401(k) match to support your financial future.
Opportunities for internal mobility and cross-functional collaboration.
Flexible time off, vacation days, sick days, and a celebration day.
Paid parental leave to support work-life balance.
Professional development stipend to help you grow in your career.
Hybrid work schedule with flexibility to work both in-office and remotely.
Summer hours so you can enjoy more sunshine.
A generous holiday schedule with company paid holidays that give you planned and meaningful rest throughout the year.
Recognition programs to celebrate contributions and milestones.
Modern, centrally located offices are stocked with premium snacks, coffee, beverages and weekly lunch credits to fuel your day.
Regular team events, celebrations, and company-wide gatherings that keep our culture connected and collaborative.