Director of Sales Enablement

Ycharts • Chicago, IL

7d • Hybrid

About The Position

YCharts is hiring a Director of Sales Enablement to build and run its sales enablement program hands-on, initially as a player-coach rather than through a team. The role requires senior-level credibility with VP-level sales leaders across Institutional/Asset Management and Wealth Enterprise, ownership of the enablement platform, and representation of enablement in company-level planning. As the function grows, the role may evolve to include building and leading a team and shaping broader enablement programs and strategy.

The position will turn YCharts’ brand and product story into value-focused sales materials, replacing the current sales resource center with a governed, trackable enablement library and program intended to shorten sales cycles and improve win rates at priority accounts. It will initially serve Institutional/Asset Management and Wealth Enterprise sales teams, then extend to Key Accounts and Independent/SMB as the program matures. The role will partner with Product Marketing, Sales, Demand Generation, and Marketing Operations to create field-ready resources, support sales adoption and coaching, and establish metrics linking content usage to sales outcomes.

The role is hybrid. Total cash compensation is $150,000–$185,000 USD, inclusive of bonuses and variable compensation; starting salary depends on skills and experience.

Requirements

• 8+ years of sales enablement, revenue enablement, or product marketing experience in a high-growth B2B SaaS environment; fintech, wealth management, or financial services software experience is ideal.
• Ability to build and run the program hands-on as a player-coach.
• Executive presence and cross-functional credibility to collaborate with and influence VP-level sales leaders across segments.
• Hands-on expertise with sales enablement platforms such as Highspot, Seismic, Showpad, or Dock, including evaluation, implementation, content taxonomy tagging, governance, and vendor management.
• Demonstrated success crafting value-selling narratives and field-ready assets, including segment-specific sales decks, battlecards, objection-handling scripts, and buying-committee enablement materials.
• Experience driving sales adoption and coaching strategies, including hands-on learning, engagement or incentive tactics, and actionable manager coaching toolkits that support team accountability.
• Data-oriented approach to enablement metrics, including establishing baselines and tracking content utilization, engaged selling time, and content-influenced deal outcomes.
• Strong cross-functional alignment skills and a proven history of partnering with Product Marketing, Demand Generation, Marketing Operations, and Sales Leadership.
• Bachelor’s degree in Marketing, Business Administration, Finance, Communications, or equivalent practical experience.

Nice To Haves

• Experience in fintech, wealth management, or financial services software.

Responsibilities

• Own the sales enablement content library and platform; lead evaluation and implementation of a tracked, tiered content system to replace the current sales resource center, organizing content by segment and deal stage.
• Translate YCharts’ brand promise and positioning into segment- and persona-specific value-selling narratives and materials, initially for Institutional/Asset Management and Wealth Enterprise and later for Key Accounts and Independent/SMB.
• Partner with Product Marketing on positioning, competitive intelligence, and launch messaging, and turn those inputs into field-ready assets such as sales decks, battlecards, objection handling materials, and value/ROI tools.
• Build and maintain buying-committee content for complex Institutional and Enterprise deals, working with sales leadership to identify relevant roles and objections.
• Define and roll out a value-selling enablement and certification approach for segment sales teams, aligned with the unified brand promise.
• Support ICP-tightening documentation with Product Marketing, Sales, and Demand Generation so enablement content and targeting criteria share a definition of a good-fit account.
• Partner with Marketing Operations and Demand Generation to define and track content usage and impact metrics, including engaged selling time and content’s influence on closed deals.
• Manage the sales enablement platform vendor relationship, implementation, and budget, including the platform investment business case and ongoing content governance model.
• Develop and execute a sales adoption strategy focused on high-impact initiatives; create hands-on learning experiences, use tracking and competition to drive engagement, and equip sales managers with coaching tools to support accountability.
• Launch a centralized, tagged sales enablement library or interim hub with content organized by segment and stage by the end of the first two quarters.
• Ship value-selling narratives and materials for Institutional/Asset Management and Wealth Enterprise tied to the unified brand promise, with adoption visible through platform usage data.
• Establish a baseline connecting enablement content usage to sales outcomes, including engaged selling time and content-influenced win rate.
• Hold or improve conversion and win rates in the initial target segments and improve marketing content development efficiency, consistent with the 2027 plan’s assigned metrics.

Benefits

• 100% employer-paid health, dental, and vision insurance.
• 401(k) match.
• Opportunities for internal mobility and cross-functional collaboration.
• Flexible time off, vacation days, sick days, and a celebration day.
• Paid parental leave.
• Professional development stipend.
• Hybrid work schedule with flexibility to work in-office and remotely.
• Summer hours.
• Recognition programs.
• Modern, centrally located offices with premium snacks, coffee, beverages, and weekly lunch credits.
• Regular team events, celebrations, and company-wide gatherings.

What This Job Offers

• Job Type: Full-time
• Career Level: Director