Head of Sales Enablement @ Guideline | Jobright.ai
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Guideline · 8 hours ago

Head of Sales Enablement

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FinanceFinancial Services

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Responsibilities

Develop and Execute Sales Enablement Strategy: Create a comprehensive enablement roadmap that supports sales teams with tools, training, and resources needed to achieve revenue targets.
Sales Training & Development: Design and deliver onboarding and continuous training programs on product and retirement domain knowledge, sales processes, and skills development to improve sales efficiency.
Content & Resources Management: Collaborate with marketing to develop and optimize sales content and ensure resources are easily accessible and align with customer journey stages.
Performance Measurement: Establish KPIs to measure the effectiveness of enablement programs, track improvements in sales productivity, and adjust strategies accordingly.
Cross-Functional Collaboration: Partner with product, customer success, and marketing teams to create sales-focused campaigns, insights, and product updates that empower the sales team.

Qualification

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Sales EnablementSales TrainingB2B SaaS SalesData AnalysisProject ManagementSales Enablement PlatformsGongLearning Management SystemsCollaboration Skills

Required

8+ years of experience in Sales Enablement, Sales Training, or a similar role within the SaaS industry.
Proven track record of designing and implementing successful enablement programs that drive revenue growth and improve sales effectiveness.
Strong understanding of B2B SaaS sales processes, methodologies, and metrics.
Exceptional communication, collaboration, and project management skills.
Ability to analyze data and present actionable insights to leadership.

Preferred

Familiarity with sales enablement platforms including Gong or basic LMSs is a plus.

Benefits

Flexible time off in addition to company holidays — We observe the NYSE Holiday Calendar
401(k) with matching contributions — We use our own platform and match 100% of the first 3% contributed, and 50% of the next 2% (for a max employer contribution of 4%)
100% employer-paid healthcare, vision, and dental insurance for employees and 70% coverage for dependents
Opt-out credit if all three plans are waived
Eligibility to participate in Health Savings Account and Flexible Spending Accounts
Disability and life insurance options
Mental health benefits, including therapy and coaching through Modern Health, for employees and their dependents
Paid parental leave for birthing and non-birthing parents
1 - month Sabbatical after 5 years of employment
Annual learning and development stipend — We reimburse approved professional development expenses, up to $750 per employee per year.

Company

Guideline

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Guideline is a retirement plan platform that offers the all-inclusive 401(k) and full-stack solution for growing businesses.

Funding

Current Stage
Late Stage
Total Funding
$339M
Key Investors
General AtlanticTiger Global ManagementFelicis
2021-06-16Series E· $200M
2020-07-29Series D· $80M
2018-12-12Series C· $35M

Leadership Team

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Kevin Busque
Founder and CEO
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Jeremy Caballero
Co-founder, Chief Product Officer
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Company data provided by crunchbase
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