Sr. Sales Enablement Associate

Kobie Marketing•Boston, MA

2d•Remote

About The Position

The Sr. Sales Enablement Associate is a hands-on role on Kobie's GTM Enablement team, supporting Business Development, Client Services, and Marketing with the tools, content, and training they need to communicate Kobie's products and compete in the loyalty and martech landscape. The role works reactively on active deals and proactively builds the enablement resources and content systems that help make selling repeatable. Business Development owns winning deals, while this position partners with them on deal materials and support. The position has no direct reports. The associate produces and maintains sales artifacts, including RFP and RFI responses, pitch content, demo support, objection-handling materials, playbooks, battlecards, training content, and competitive positioning. They maintain content and response repositories, use AI tools to support content work, and track asset usage and feedback to improve enablement resources. Success after the first year includes an organized and actively used content library, faster RFx and pitch turnaround, and playbooks and battlecards that Business Development uses regularly. Kobie is a remote-first organization headquartered in St. Petersburg, Florida. The role may require periodic travel for business objectives, team collaboration, customer engagements, training, and company events. Kobie offers flexible time off, nine company-wide holidays, and a suite of benefits supporting growth, development, and personal well-being.

Requirements

2 to 4 years of experience in sales enablement, GTM enablement, competitive intelligence, or a related content and sales-support function.
Experience building and maintaining RFP and RFI responses in Loopio, including answer library upkeep and full response assembly under deadline.
Ability to produce polished, on-brand sales and training decks in PowerPoint and translate complex solutions into clear, client-ready narratives.
Ability to create enablement and training videos in Synthesia or a comparable platform.
Ability to use Claude and other AI tools to draft, summarize, and accelerate enablement content, with sound judgment about accuracy and brand fit.
Experience maintaining sales and content data in HubSpot accurately and retrievably.
Ability to build sales playbooks, battlecards, and objection-handling guides for live selling situations.
Ability to compile and maintain competitive intelligence on loyalty and martech vendors and turn findings into actionable positioning.
Ability to organize and version-control a shared content library so teams can find the current, correct asset.
Familiarity with SaaS, CRM, and loyalty or martech concepts sufficient to position Kobie accurately in the market.
Ability to work in partnership with Business Development, which is accountable for winning deals.

Nice To Haves

Prior sales, pre-sales, or business development experience that informs how enablement works within a live deal.
Sales storytelling and narrative-building experience around product materials.
Experience using AI as a workflow enhancer rather than a substitute for judgment, ideally building repeatable AI-assisted workflows.
Ability to learn and manage new tools quickly, with strong systems thinking about how content and tools fit together.
Experience with HubSpot, Notion, HighSpot, and similar CRM or sales tools.
Familiarity with win/loss synthesis and decision-tree logic for improving future materials.
Familiarity with the loyalty marketing and martech competitive landscape, including Salesforce, Capillary, and Epsilon.

Responsibilities

Produce deal-driven sales artifacts on demand, including RFP and RFI responses in Loopio, pitch deck story sections in PowerPoint, and demo or vignette support, in partnership with Business Development.
Draft and tailor objection-handling guides, talk tracks, and decision trees for Business Development and Client Services.
Build and maintain sales playbooks, battlecards, and positioning materials for Kobie's products in the loyalty and martech landscape.
Produce sales training content and enablement videos in Synthesia.
Maintain the RFP response repository in Loopio, including current, accurate, and easy-to-retrieve answer libraries.
Use Claude and other AI tools to accelerate drafting, summarize competitive and market inputs, and improve enablement output.
Compile competitive intelligence on loyalty and martech vendors and translate it into usable positioning.
Maintain accurate enablement and content records in HubSpot.
Organize and version-control a single source of truth for sales content so teammates can find current assets.
Track usage and feedback on playbooks, materials, and tools, and improve or retire assets based on their value.
Share market and competitive insights from deal work with GTM Enablement and Product.
Turn around deal-support requests quickly and reliably.
Improve assets over time by tightening messaging, closing gaps, and improving structure.