[Remote] Liberate Innovations – GTM Sales Leader (North America) at Literati

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Not SpecifiedCompensation

Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

Insurance, Insurtech, Financial ServicesIndustries

Requirements

5–10+ years of enterprise sales leadership in insurtech, financial services, enterprise AI, or SaaS
Proven track record of closing complex multi-year enterprise deals
Deep familiarity with insurance or analogous regulated industries
Experience selling to executive-level stakeholders
Operational rigor with strong metrics orientation
Excellent communication and negotiation skills
Ability to travel as needed
Preferred Qualifications
Prior experience selling AI / automation / workflow platforms
Experience in insurance distribution, claims, underwriting, or core system vendors
Early-stage SaaS / scale-up experience
Existing relationships in the insurance ecosystem
Ability to communicate with technical and executive audiences

Responsibilities

Define and execute a scalable enterprise sales model for North America
Source, qualify, and close large deals (6- to 9-figure ARR) in insurance / financial services
Build and manage a team of sales professionals (Account Executives, Solution Consultants, Engineers)
Develop playbooks, qualification frameworks, and enforce pipeline discipline
Collaborate cross-functionally with product, marketing, and partnerships
Engage C-suite stakeholders (CIO, COO, CUO, etc.)
Represent Liberate at industry events and conferences

Skills

Key technologies and capabilities for this role

Enterprise SalesSales LeadershipPipeline GenerationRevenue ForecastingDeal ClosingTeam BuildingInsurtechSaaS SalesAI PlatformsC-Suite EngagementNegotiationMetrics OrientationInsurance IndustryFinancial ServicesPlaybooks Development

Questions & Answers

Common questions about this position

What compensation and benefits are offered for this role?

The position offers a competitive base salary plus uncapped commission/bonus plan, equity/stock options, comprehensive health, dental, and vision benefits, 401(k) or retirement plan, and a budget for personal development and training.

Is this a remote or hybrid role, and what's the location policy?

The role features a flexible hybrid work model.

What are the key required skills and qualifications for this position?

Candidates need 5–10+ years of enterprise sales leadership in insurtech, financial services, enterprise AI, or SaaS; a proven track record of closing complex multi-year enterprise deals; deep familiarity with insurance or regulated industries; experience selling to executive-level stakeholders; operational rigor with metrics orientation; excellent communication and negotiation skills; and ability to travel as needed.

What will I be building or managing in terms of team structure?

You will build and manage a team of sales professionals including Account Executives, Solution Consultants, and Engineers.

What makes a strong candidate for this GTM Sales Leader role?

Strong candidates have 5–10+ years in enterprise sales leadership within insurtech, financial services, AI, or SaaS, proven deal-closing experience in insurance or regulated industries, C-suite selling skills, and preferred experience with AI platforms or early-stage scale-ups.

Literati

Curated book subscription service for all ages

About Literati

Literati offers a subscription service for curated book selections aimed at both adults and children. Each month, subscribers receive a new hardcover book chosen by influential figures, known as Luminaries, from various fields such as business, sports, and the arts. This approach provides readers with enriching and inspiring content. For children, Literati features a 'try before you buy' option, allowing parents to receive a selection of expertly reviewed books to ensure quality and age-appropriateness. The company differentiates itself by combining celebrity involvement with expert curation, appealing to those seeking intellectual and inspirational reading experiences. Literati's goal is to foster a love for reading through high-quality literature while generating revenue through subscription fees and book sales.

Austin, TexasHeadquarters

2017Year Founded

$89.5MTotal Funding

SERIES_BCompany Stage

Education, Consumer GoodsIndustries

201-500Employees

Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Retirement Plan

401(k) Company Match

Short-term Disability Insurance

Parental Leave

Flexible Work Hours

Unlimited Paid Time Off

Company Equity

Risks

Increased competition from companies like Book of the Month challenges Literati's market share.

Celebrity involvement risks brand reputation if associated figures face controversies.

Integration challenges from Follett Book Fairs acquisition may disrupt Literati's operations.

Differentiation

Literati offers curated book selections with celebrity involvement, enhancing its unique market position.

The 'try before you buy' model for children's books sets Literati apart from competitors.

Literati's platform includes exclusive content and discussions, enriching the reader's experience.

Upsides

Rising interest in personalized content boosts demand for Literati's curated book services.

AI-driven personalization can enhance Literati's book selection process, improving customer satisfaction.

Celebrity and influencer marketing trends align with Literati's Luminary-curated adult book offerings.

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