Founding Customer Success at Pear VC

New York, New York, United States

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Not SpecifiedCompensation

Junior (1 to 2 years), Mid-level (3 to 4 years)Experience Level

Full TimeJob Type

UnknownVisa

SaaS, AI, TechnologyIndustries

Requirements

Technically fluent with 2-5 years in customer success or account management
HubSpot/Salesforce power user who builds Zapier automations and troubleshoots API integrations without engineering support
Revenue-driven with a track record of hitting expansion quotas and identifying upsell opportunities
Player-coach who can lead without formal authority while maintaining excellence across your own book of business
Proactive problem-solver who catches issues early, documents clearly, and knows when to escalate vs. fix independently
Process builder excited to create scalable systems and train teams, not just manage accounts
Nice to Have
Data analysis chops (Excel/Sheets wizardry) for usage pattern analysis and health scoring
Conversion rate optimization to guide customers on how our tool can get them more customers
Light scripting ability (JavaScript, Python, SQL) for custom automation
High-growth B2B SaaS experience (bonus points for Zapier, DoorDash, or similar)

Responsibilities

Retain & expand for 100+ mid-market/strategic accounts ($15K-$25K+ ACV), driving 95%+ retention and identifying expansion opportunities across voice, chat, and lead capture products
Configure complex, no-code technical setups including Zapier automations, CRM integrations (HubSpot, Salesforce), and multi-channel AI environments—reducing time-to-value from weeks to days
Monitor and optimize call logs, chat transcripts, and usage metrics daily to catch issues before customers notice and uncover expansion plays
Lead global team performance through weekly coaching sessions with Philippines CSMs, building scalable playbooks and driving toward 2x conversion rates and 95%+ CRM accuracy
Shape product direction by synthesizing customer insights and reporting directly to leadership on strategic opportunities
Build the CS playbook from the ground up—document processes, establish KPIs, and create the foundation for scaling to a team of US CSMs

Skills

Key technologies and capabilities for this role

ZapierHubSpotSalesforceCRMNo-codeCustomer SuccessAccount ManagementRetentionExpansionAnalyticsAI IntegrationsUsage MetricsTeam Leadership

Questions & Answers

Common questions about this position

Is this role remote or in-office?

The role requires 5 days in-office in New York City.

What technical skills are required for this position?

Candidates need to be technically fluent with HubSpot/Salesforce expertise, ability to build Zapier automations, and troubleshoot API integrations without engineering support.

What experience level is needed for this Founding Customer Success Manager role?

The position requires 2-5 years of experience in customer success or account management.

What compensation details are provided?

Expansion commission is available as part of sourced revenue; no base salary information is specified.

What makes a strong candidate for this role?

A strong candidate is a revenue-driven player-coach with 2-5 years in CS/account management, technical fluency in HubSpot/Salesforce/Zapier, proactive problem-solving, and process-building skills to lead without formal authority.

Pear VC

Venture capital firm for early-stage startups

About Pear VC

Pear VC specializes in providing venture capital for pre-seed and seed stage investments. The firm collaborates with founders to transform innovative ideas into successful companies across various sectors, including AI, healthcare, fintech, and more. Their investment strategy focuses on early-stage startups, offering not just financial support but also expertise and a strong network to help these businesses grow. Pear VC distinguishes itself from competitors through its hands-on approach, providing strategic advice and operational assistance to ensure startups remain agile and focused on their customers. The goal of Pear VC is to guide startups through their early development phases, helping them achieve significant growth and success.

San Francisco, CaliforniaHeadquarters

2013Year Founded

$2,738.4MTotal Funding

UNKNOWNCompany Stage

Venture Capital, Fintech, AI & Machine LearningIndustries

51-200Employees

Risks

Increased competition from other VC firms in AI and biotech sectors.

Potential overvaluation of startups could lead to investment losses.

Regulatory challenges in biotech and healthcare may impact growth strategies.

Differentiation

Pear VC specializes in pre-seed and seed investments across diverse sectors.

The firm offers hands-on strategic advice and operational support to startups.

Pear VC focuses on innovation in AI, fintech, SaaS, healthcare, and deep tech.

Upsides

Growing interest in AI-driven healthcare solutions presents new investment opportunities.

Rising demand for cell engineering platforms suggests lucrative biotech investments.

Fitness tech startups focusing on community building are gaining traction.

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