Director, Training & Enablement

Striim, Inc.

1d • $150,000 - $160,000

About The Position

Striim, (pronounced “stream” with two i’s for integration and intelligence), is a unified data integration and streaming platform that connects clouds, data, and applications with unprecedented speed and simplicity to deliver the right data at the right time. Striim is used by enterprise companies to monitor events across any environment, build applications that drive digital transformation, and leverage true real-time analytics to provide a superior experience to their customers. At our company, we believe and expect all of our employees to operate as one with unlimited potential and dignity.
Build and operate Striim’s end-to-end training and enablement engine - from new-hire sales and technical bootcamp, through Challenger and MEDDPICC certification, through the internal and external Striim Academy, to methodology-and-process-driven, value-articulating revenue engine capable of carrying Striim to its revenue goals over the next 12 – 18 months.

Requirements

• Eight to twelve years in B2B enterprise sales enablement, with at least four years at director or head-of level.
• Personally certified to deliver Challenger Sales (Gartner / CEB certified, or equivalent train-the-trainer credential). You have rolled Challenger out across at least one full sales organization, not just been trained in it.
• Hands-on implementation of Sales Playbooks in Salesforce: you have personally designed the fields, the scoring logic, and the stage-gate enforcement. You can talk through what works and what falls apart at adoption.
• Built and operated a learning function at a company in the $25M–$150M ARR range. Ideally in infrastructure software, data, or developer-platform space (Confluent, MongoDB, HashiCorp, GitLab, Snowflake, Databricks, Couchbase, Redis, Fivetran, Qlik, Informatica, Cloudera, Redpanda, IBM are all relevant backgrounds).
• Track record of operating both internal sales enablement and an external academy. You understand why developer education is a demand-generation channel, not a cost center.
• Comfort with AI-augmented content workflows. You have used Claude, ChatGPT, Gong AI, or equivalent in production - to generate first drafts, score calls for methodology adherence, or build adaptive learning paths. You can tell the difference between AI output that ships and AI output that needs to be rewritten.
• Execution Role. You will build decks and training modules, deliver workshops and Sales Scoops, and review Gong calls, creating and delivering reports and feedback to the team. You are not looking for a role where you only manage.

Nice To Haves

• Operated inside a hyperscaler co-sell motion - GCP, Microsoft Azure, or AWS and understand MACC / ACR consumption credit as a demand-generation lever
• Built or led an external developer certification program at scale (Confluent Developer Skills Path, MongoDB University, HashiCorp Certified, GitLab Certified, Databricks Academy).
• Domain background in change data capture, app/data modernization to cloud, streaming analytics, or hyperscaler technology.
• Hands-on operator experience with the Striim stack: WorkRamp, Highspot, Gong AI, HighSpot, Reprise, GoldCast.
• Has built a value-engineering or ROI calculator that sellers actually use in deals.
• Has run a Sales Kick-Off as the primary owner, not just a presenter.

Responsibilities

• Sales Methodology: Roll out Challenger + Value Selling + MEDDPICC across AE/GAE/ SE/FE. Personally design the certification curriculum, deliver the first cohort, and run weekly Gong-based coaching with sales leadership. Build the Challenger Teaching Pitch library for each of three GTM motions: Application & Data Modernization, Event Stream Processing, Contextual Data Engine for Enterprise AI.
• New-Hire Bootcamp: Design and operate the 30/60/90 onboarding program for new AE/GAE/SE hires in 2026. Build stage-by-stage playbooks by GTM motion, Use case, industry (Financial Services, Healthcare, Retail) and persona (CIO, CDO, Enterprise Data Architect, DBA, Data Engineer). Own ramp certification gates.
• Striim Academy (internal + external): Stand up the internal Academy with courses you build in our LMS with role-based learning paths. Launch the external Striim Academy - developer, customer, and partner certifications, hands-on labs, digital badges, build community funnel. Deliver a 10-module curriculum across Striim Platform and Validata tracks.
• Learning Tech Stack: Own and operationalize the approved learning stack: WorkRamp (LMS), HighSpot, Claude Cowork (content), Gong AI (call coaching, methodology adherence scoring), Reprise (Demo platform) and knowledge surfacing in Salesforce / Slack). sunset Mediafly + redundant WorkRamp gaps.
• SKO & Operating Cadence: Co-own delivery of the July 2026 Sales Kick-Off (Challenger Boot Camp combined with Whiteboarding across the three GTM motions by personas, industries and use cases). Run the bi-weekly enablement Sales Scoops, the monthly marketing campaign support motion, and the quarterly technical and sales certification waves.
• Partner & Co-Sell Enablement: Build partner-readiness curriculum for GCP and Microsoft Azure co-sell motions (ACR / MACC alignment). Partner closely with Partner Technology and Alliances. Treat hyperscaler AEs as a second sales force we enable.

Benefits

• Competitive salary and pre-IPO stock options
• Comprehensive health care plans (medical, dental and vision), including medical and dependent FSA
• Paid Time Off (Vacation, Sick & Public Holidays)
• The chance to contribute to and shape an upbeat, fully engaged culture

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed