Director of Enablement, Delivery

6 days ago


San Francisco, United States SoftTech VC Full time

**Director of Enablement, Delivery** at **Human Interest** Human Interest is on a mission to ensure that people in all lines of work have access to retirement benefits.

Social security, our nations retirement safety net, is projected to be insolvent as soon as 2035, making employer-sponsored 401(k) plans the primary retirement savings vehicle in the U.S. Nearly half of all working Americans are not saving enough for their future because they are employed by a company that doesnt offer a retirement plan. Human Interest is changing that by making it affordable and accessible for small and medium sized businesses to offer employees a path to financial independence through retirement savings.

Our values are the guiding principles we use to build solutions for plan administrators and participants. They reflect our point of view on whats important and whats right:

In it for customers, autonomous & accountable, outcomes driven, inclusive collaboration, and decisive.

Our Sales Enablement Team is seeking an individual who has previously led and managed a sales training or enablement team within the B2B, SaaS, or fintech industries. This senior role will have the opportunity to build out a team of 11 sales trainers specializing in educating SDRs, AEs, Partnership Account Managers, and Implementation Managers. This role reports to the VP of Enablement. This individual thrives on a high-energy environment, relentless change, and building scalable teams.

What you get to do everyday

* Own the delivery of training for the entire Revenue vertical.

* Own the implementation of learning reinforcement initiatives and continuing education within the entire Revenue vertical.

* Collaborate and strategize with Revenue Enablement team members, internal business partners, and Revenue Leadership to deliver high-quality sales content.

* Manage specialized trainers who facilitate a multi-week onboarding program, virtually coach a team of account executives and implementation managers, and conduct in-person ride alongs with partner account managers.

* Assure trainers are monitoring sales objectives and performance results and providing suggestions for improvement.

* Collect feedback and communicate to the Director of Enablement, Curriculum about training courses, seller obstacles, competition, industry landscape, and objections.

* Partner with the Director of Enablement Curriculum to confirm content relevance and a variety of blended learning delivery methods including in-person, virtual instructor-led training, eLearning, on-demand, testing, and virtual coaching.

* Partner with the Head of Performance Management to determine what trainer should deliver exact content to specific sellers in need of that knowledge.

* Partner with the Enablement Project Manager to monitor trainers open capacity and scheduling of web-based and on-site facilitation.

* Identify top sellers who use specific tactics to close sales and build relationships; partner with Enablement Curriculum to produce Sales Success videos.

* Continually improve the trainers facilitation delivery, coaching strategies, seller buy-in, and motivation tactics.

* Fill in as an onboarding or continuing education web-based session facilitator if needed.

* Facilitate breakout sessions and speak on the main stage during major training events and seller advisory board meetings.

* Conduct quarterly in-market ride alongs with sellers to continually understand sellers' needs and challenges.

* Strive to continually innovate the learning experience, always engineering content and coaching delivery based on feedback and changes in hiring practices and/or market conditions.

* 50-75% travel within the U.S., typically departing Monday and returning Thursday during the first two or three weeks of most months.

What you will accomplish

* Develop and execute short- and long-term training strategies.

* Double the size of the training team in your first 4 months.

* Assemble a dynamic group of Revenue Enablement Managers who can educate, inspire, and motivate sellers in-person and virtual-based.

* Evolve the trainers (current and future) from traditional content delivery to data-driven coaches and classroom facilitators.

* Become the trusted advisor of the VP of Revenue Enablement, CRO, VP of Implementation, and Regional VPs.

* Build an interview script for trainers to assess sales skills of Revenue Team candidates.

* Alter the Enablement Teams current training scheduling method of reactionary requests to proactive assignment based on Performance Managements seller Health Card database.

* Build a team that can deliver a content library that concentrates on the product, sales, and retention methodologies, implementation, competition, industry, productivity tools, and policy/procedures.

* Perfect the delivery techniques of content that is utilized in virtual onboarding, virtual and in-person continuing education, and virtual coaching.

* Collaborate with Enablement Curriculum to release a library of bite-sized, just-in-time learning videos.

* Launch and assure that all sellers follow standard discovery and objection handling question trees with the assistance of sales leadership and Revenue Enablement Managers.

* Launch the execution of and continual use of a virtual sales playbook.

* Evolve internal talent and performance processes for scale and sustainability.

What you bring to the role

* BA degree or equivalent years of experience required.

* Minimum eight years of sales training or sales enablement leadership experience (managing direct reports) within fintech, SaaS, B2B, or Fintech industries.

* Minimum five years shadowing sellers or relationship managers on in-person or virtual sales calls.

* Minimum three years in a sales or relationship manager role with a territory and sales quota.

* Led a team in a fast-paced, high-growth environment.

* Delivers content by emphasizing the guide-on-the-side rather than the sage-on-the-stage method.

* Confident, yet delivers content in a humble and inquisitive manner.

* Experience working in an agile methodology environment.

* Polished and enthusiastic facilitator, both live and virtual.

* Expert in multiple standardized sales processes and methodologies.

* Experience with building seller mentor and manager ride-along programs.

* Proficient in Salesforce with an emphasis on utilizing dashboards and reports.

* Well-versed in problem identification, needs and learner analysis, educational strategies, curriculum strategies and requirements scoping, adult learning theory, implementation strategies, and effective evaluation and feedback methods and analysis.

* Strong understanding and application of role-based learning development plans, rostering and assignment, and tracking/analysis of completions and learner engagement.

* Organizational, coordination, planning, and project management skills.

* Proven track record of meeting and exceeding team objectives.

* Ability to develop working relationships at all levels of management, both inside and outside a training/enablement department.

* Possess top-notch organizational and analytical skills, including the ability to use data to inform business decisions and achieve goals.

* Expert in the use of Google Suite and MS Office suite applications (Word, PPT, Excel).

* Expert in utilizing advanced web-based tools (GoTo, WebEx, or Zoom).

* Experience working with a Learning Management System (LMS).

* Demonstrated ability in the use of technology (PCs and Macs) and quickly learning new software.

* Will be asked to demonstrate your training delivery style via a web-based session.

Nice to have

* Experience utilizing sales-centric content for productivity tools including Outreach, Highspot, Salesforce Maps, Slack, LinkedIn Sales Navigator, and Ambition.

* Experience utilizing learning design tools such as WalkMe, Captivate, Gong, Rehearsal, and Articulate.

* Deep understanding of financi

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