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Jeff Lesser at Zeal

Head of Marketing at Zeal

Professional Summary

Jeff Lesser is the Head of Marketing at Zeal with over 13 years of experience in startup marketing, specializing in product, growth, and brand marketing for technical B2B software companies. His career progression includes senior marketing roles at major tech companies like Twitter (Senior Product Marketing Manager) and fintech firms like Unit (Director of Product Marketing), along with entrepreneurial experience as CEO of Align Investing. Lesser's core expertise spans digital marketing, product marketing, conversion optimization, SEM/SEO, and go-to-market strategy, with demonstrated success in simplifying complex technical products for market adoption. He has consistently focused on helping startups and growth-stage companies in the software, fintech, and infrastructure sectors scale their marketing efforts and achieve sustainable growth.

LinkedIn Presence

Jeff Lesser's LinkedIn presence reflects a seasoned B2B marketing professional who balances strategic thinking with refreshing authenticity, consistently demonstrating his expertise in fintech and staffing industry challenges while maintaining an approachable, human voice. Lesser's posts reveal a pattern of thoughtful industry commentary mixed with genuine personal moments, from celebrating "my first billboard"as a B2B marketer to candidly sharing career transitions with phrases like "LFG!"His communication style tends to be direct and conversational, often using casual language and emojis to make complex fintech concepts more accessible, while still maintaining professional credibility through detailed product announcements and strategic insights. Lesser's professional brand positions him as a marketing leader who understands the technical complexities of payroll and compliance but can translate them into compelling narratives, evident in his ability to articulate Zeal's "modern payroll"vision and his track record of supporting colleagues through thoughtful recommendations and job referrals.

Education and Miscellaneous

Jeff Lesser holds a Bachelor's degree in Economics from the University of Colorado Boulder, graduating in 2008. His educational background in economics has provided a strong analytical foundation that complements his extensive career in marketing and product strategy across the technology sector.
And here's AI-generated research on Zeal

Zeal

Automated fintech platform streamlining payroll and compliance for staffing companies

Company Summary

Zeal is a San Francisco-based financial technology company that specializes in delivering automated, flexible solutions exclusively for the staffing industry. Zeal targets staffing companies struggling with manual, complex, and time-consuming administrative tasks in worker onboarding, payroll, payments, taxes, compliance, invoicing, and cash flow management. Zeal's comprehensive platform provides a custom-branded mobile app for workers and an administrative dashboard that automates critical workflows including electronic signatures, I-9 verification, payroll processing, instant payments, and compliance management across federal, state, and local regulations. Zeal differentiates itself from generalist staffing platforms through its industry-specific focus, no-code fully managed platform that enables rapid upgrades without developer intervention, and proprietary compliance engine that continuously adapts to regulatory changes. Zeal demonstrates strong market momentum with recent product updates in 2025, successful partnerships with recognized staffing companies like Wonolo, Lawtrades, Qwick, and WorkGenius, and the publication of industry resources like "The Ultimate Guide to Earned Wage Access."

Tech Stack

Zeal operates on Webflow for their website platform and appears to have implemented a comprehensive B2B sales infrastructure with both HubSpot and Salesforce integrated, suggesting a sophisticated dual-CRM approach likely designed to manage complex enterprise sales cycles typical in fintech. Their paid acquisition strategy appears focused on professional channels with LinkedIn Ads and LinkedIn Insights, complemented by Facebook Pixel for broader retargeting, which aligns well with targeting staffing company decision-makers who may engage across both professional and social platforms. The presence of Intercom for customer communication, combined with Mixpanel for advanced product analytics and Google Analytics 4, indicates a product-led growth approach with detailed user behavior tracking essential for a specialized fintech platform. Their use of Apollo IO for sales intelligence and Zendesk for customer support suggests a well-rounded GTM stack designed to handle the complex, compliance-heavy sales process required when selling financial technology solutions to staffing companies.

Target Personas

Zeal's primary ICPs are CEOs and Operations Leaders at mid-sized staffing firms and workforce platforms, as evidenced by successful implementations with Wonolo and Lead & Gain, where C-suite executives directly championed the technology adoption. The secondary persona includes Financial Controllers and Payroll Directors at global staffing agencies seeking to modernize their US operations, demonstrated by Lead & Gain's use case of transforming manual CSV processes into automated API workflows. A third key persona targets Compliance Officers and HR Leaders at tech-forward staffing companies, reflected in the company overview's emphasis on regulatory compliance and worker onboarding automation.

This research took our AI 5 minutes.

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Most Current Outreach Strategies Have 3 Major Flaws

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Manual research is hard to scale

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How It Works

Mix equal parts GTM, AI, data, and automation and swirl it around.

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Scale outreach without hiring more SDRs

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Stand out from competitors using generic templates
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We launch LinkedIn outreach

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Know which prospects are most interested before they respond
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What You'll Get

An end-to-end service from strategy to reporting.

Strategy & Setup

ICP identification workshop - so you target prospects who actually convert, not just anyone with a pulse
Messaging strategy session - so your outreach resonates with real pain points, not generic value props
AI & enrichment strategy - so your prompts generate consistent, high-quality insights every time without manual tweaking
Webflow template creation - so every page matches your brand perfectly without redesigning from scratch

Execution & Delivery

Hundreds of personalized pages included - so you can treat your entire high-value prospect list with a personal touch
AI research & content generation - so every prospect feels individually understood, not part of a mass campaign
LinkedIn outreach campaign launch - so leads start flowing immediately without training your team on new tools
Design collaboration (work with your team or ours) - so you maintain brand consistency without bottlenecking your designers

Analytics & Handoff

Real-time visit notifications - so you know exactly when to follow up while you're top of mind
Session replay recordings - so you understand what messaging resonates most with your best prospects
30-day analytics reporting - so you can prove ROI and optimize future campaigns with data
Qualified leads handed to your sales team - so your closers focus on closing, not qualifying cold traffic

Limited Availability

We're only taking on 10 companies this quarter to ensure quality.

How does a free 30-minute strategy session sound?

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