Co-Founder & Chief Revenue Officer - SaaS Platform (Equity Partnership)

Company: Drip Pilot
Location: Remote (USA-based)
Compensation: 2-5% Founding Equity + Revenue-Based Performance Bonuses

About Drip Pilot

Drip Pilot is an early-stage SaaS platform that helps businesses automate their text and email follow-up with leads. Our solution integrates seamlessly with any CRM (Salesforce, HubSpot, etc.), lead source, or funnel, enabling powerful email and SMS drip campaigns in minutes — no technical expertise required.

We serve a diverse range of industries including Real Estate, Auto Sales, Insurance, and virtually any sales vertical where leads are generated. From SaaS companies and coaching businesses to healthcare, financial services, and professional services, our AI-powered platform delivers measurable ROI through automated email and SMS lead nurturing and conversion optimization across all lead-driven industries.

Current Stage: Pre-revenue with validated product-market fit and strong early customer interest
Funding Status: Bootstrapped opportunity with plan to scale organically through revenue generation

Our Mission: Empower sales professionals to follow up faster, convert more leads, and scale their revenue predictably through integrated email and SMS automation.

Our Vision: Build the leading email and SMS marketing automation platform for underserved verticals and position for strategic acquisition by major CRM/MarTech players.

Why Join as Co-Founder?

✅ Ground Floor Opportunity - Join at pre-revenue stage with maximum equity upside potential
✅ Bootstrapped Growth Model - Scale sustainably through revenue generation without dilutive funding
✅ Proven Market Opportunity - $85/month ARPU target ($1,020 annually) with strong unit economics
✅ Broad Addressable Market - Works across virtually any sales vertical with lead generation
✅ Strategic Positioning - Built for acquisition by Salesforce, HubSpot, Twilio, or MarTech giants
✅ Advanced Technology Stack - AI-powered email and SMS platform with 50+ CRM integrations
✅ Founding Equity Upside - 2-5% ownership with significant long-term exit potential
✅ Revenue Participation - Performance bonuses tied to company growth milestones
✅ Strategic Decision Authority - Board participation and company direction influence

The Bootstrapping Opportunity

Revenue-Driven Growth Strategy

Self-Funding Model: Scale the business through customer revenue rather than external investment
Capital Efficiency: Focus on high-margin, recurring revenue with minimal upfront capital requirements
Organic Scaling: Reinvest revenue into team building, product development, and market expansion
Founder Control: Maintain maximum ownership and decision-making authority without investor dilution

Early-Stage Advantages

Maximum Equity Opportunity: Join before significant value creation and revenue scaling
Shape the Foundation: Influence core business model, go-to-market strategy, and company culture
Customer Development: Direct involvement in early customer acquisition and product-market fit validation
Strategic Positioning: Build the company from day one for optimal acquisition or exit positioning

What You'll Own & Build

Revenue Strategy & Execution

Own complete go-to-market strategy and revenue operations from pre-revenue to $50M+ ARR
Build and scale sales organization from individual contributor to multi-team enterprise
Develop strategic partnerships with CRM vendors, email/SMS platforms, and industry partners
Drive revenue diversification across target verticals (Real Estate, Auto, Insurance, B2B SaaS) with integrated email and SMS solutions

Market Expansion & Strategic Positioning

Lead market penetration strategy across target industries and geographies
Position company for strategic acquisition through revenue scaling and market dominance
Develop API monetization and white-label partnership opportunities for email and SMS automation
Build strategic relationships with potential acquirers (Salesforce, HubSpot, Twilio, Microsoft, etc.)

Organizational Building & Leadership

Recruit, hire, and develop world-class sales, marketing, and customer success teams
Establish sales processes, methodologies, and performance metrics for scalable growth
Build company culture and values around customer success and revenue excellence
Participate in board meetings, strategic planning, and long-term value creation initiatives

Product & Market Strategy

Collaborate on product roadmap and feature prioritization based on market feedback for email and SMS capabilities
Lead pricing strategy, packaging, and monetization optimization for multi-channel communication solutions
Drive customer research, competitive analysis, and market positioning in email/SMS automation space
Influence technical architecture decisions for revenue optimization and communications platform partnerships

Ideal Co-Founder Profile

Leadership & Scaling Experience

10+ years of revenue leadership experience with proven track record of scaling companies
VP/C-Suite Experience - Previous CRO, VP Sales, or CEO roles with P&L responsibility
Scaling Expertise - Experience growing companies from early stage to $25M+ ARR
Team Building - Built and managed sales organizations of 20+ people
Strategic Partnerships - Developed major channel partnerships and strategic alliances

Early-Stage & Bootstrapping Experience

Startup DNA - Previous experience at pre-revenue or early-stage companies
Bootstrapping Mindset - Comfortable building sustainable, capital-efficient growth models
Resource Optimization - Experience scaling with limited resources and creative problem-solving
Revenue Focus - Track record of driving early revenue generation and sustainable unit economics

Industry & Technical Expertise

SaaS/MarTech Experience - Deep understanding of subscription business models and customer success
Email/SMS Marketing - Experience with Salesforce, HubSpot, Mailchimp, Twilio, or adjacent email and SMS technologies
Target Vertical Knowledge - Real Estate, Insurance, Auto, or other lead-driven industries highly valued
API/Integration Experience - Understanding of technical partnerships and communications platform strategies

Entrepreneurial & Exit Experience

Founder Experience - Previous experience as entrepreneur/founder or early employee at startups
Exit Experience - Participated in successful acquisitions, IPOs, or strategic exits
Equity Mindset - Comfortable with equity-heavy compensation and long-term value creation
Risk Tolerance - Thrives in uncertain, high-growth environments with significant upside potential

Equity Structure & Compensation

Founding Equity Package

2-5% founding equity based on experience, network, and strategic value
Vesting Schedule: 4-year vest with 1-year cliff
Board Participation: Observer or voting board seat based on equity percentage
Strategic Decision Authority: Co-founder level input on company direction and major decisions

Performance-Based Bonuses

Revenue Milestone Bonuses: Cash bonuses tied to ARR growth targets (funded from company revenue)
First $1M ARR: $25,000 bonus
$5M ARR: $50,000 bonus
$10M ARR: $100,000 bonus
$25M ARR: $200,000 bonus
Exit Success Fees: Additional equity or cash bonuses upon successful acquisition/IPO
Customer Milestone Rewards: Bonuses for customer acquisition and retention goals

Exit Value Projections

Based on comparable SaaS acquisitions and market multiples:

$50M Exit (5x ARR): 2% = $1M, 3% = $1.5M, 5% = $2.5M
$100M Exit (10x ARR): 2% = $2M, 3% = $3M, 5% = $5M
$200M Exit (Strategic Premium): 2% = $4M, 3% = $6M, 5% = $10M

Ideal Candidate Backgrounds

Serial Entrepreneurs & Founders

Previous co-founders or CEOs with successful exits, especially from bootstrapped companies
Experience building companies from pre-revenue concept to acquisition
Strong network of advisors and strategic partners for business development
Proven ability to scale revenue organizations with limited initial capital

Early-Stage SaaS Revenue Leaders

CRO or VP Sales at early-stage SaaS companies with 100%+ revenue growth
Experience building revenue operations from scratch in pre-revenue or seed-stage companies
Deep understanding of SaaS metrics, customer success, and bootstrapped growth strategies
Track record of capital-efficient scaling and sustainable unit economics

Email/SMS Marketing Industry Veterans

Senior executives from email marketing, SMS platforms, or communications technology companies
Former leaders at MarTech companies (Mailchimp, Constant Contact, Twilio, SendGrid, etc.) seeking entrepreneurial opportunity
Experience with TCPA compliance, deliverability optimization, and multi-channel messaging strategies
Understanding of email/SMS automation workflows and customer journey optimization

Industry Veterans & Specialists

Senior executives from Real Estate, Insurance, or Auto industries with technology background
Former leaders at CRM/MarTech companies (Salesforce, HubSpot, etc.) seeking entrepreneurial opportunity
Consultants or advisors with deep expertise in target verticals and early-stage companies
Channel partnership leaders with strategic relationship building experience in communications or marketing technology

Partnership Philosophy & Culture

True Partnership Approach

Co-Founder Treatment: Equal voice in strategic decisions and company direction
Mutual Respect: Collaborative leadership style with shared accountability for success
Long-Term Alignment: Equity structure designed for sustainable value creation and strategic exit
Transparent Communication: Open dialogue on challenges, opportunities, and strategic pivots

Bootstrapping Mindset

Resource Efficiency: Creative problem-solving and capital-efficient growth strategies
Customer-Funded Growth: Scaling through revenue generation rather than external funding
Sustainable Development: Building for long-term value creation rather than rapid burn
Founder Control: Maintaining ownership and decision-making authority throughout growth

Growth & Exit Strategy

Revenue Scaling Roadmap

Phase 1: Achieve first $1M ARR with foundation team and processes
Phase 2: Scale to $10-15M ARR with multi-channel go-to-market strategy
Phase 3: Reach $25-50M ARR with strategic partnerships and market expansion
Exit Readiness: Position for strategic acquisition when market conditions and company scale align optimally

Strategic Exit Opportunities

CRM Giants: Salesforce, HubSpot, Microsoft acquisition for email and SMS integration capabilities
MarTech Leaders: Mailchimp, Constant Contact, Campaign Monitor for email and SMS vertical expansion
Communications Platforms: Twilio, SendGrid acquisition for enhanced multi-channel messaging capabilities
Private Equity: Roll-up opportunities with other email and SMS marketing automation platforms
Strategic Timeline: Flexible approach based on market conditions, company scale, and optimal valuation opportunities

How to Apply

We're seeking exceptional leaders who:

Thrive in pre-revenue, bootstrapped environments with high equity upside
Have scaled revenue organizations from early stage through significant growth
Bring strategic networks and industry relationships for immediate impact
Want to build and own significant company value creation over the long term
Understand the email and SMS marketing automation landscape and compliance requirements

Send us your information including:

Executive Resume highlighting early-stage experience, scaling achievements, and equity participation
Strategic Vision - 1-page outline of your approach to scaling Drip Pilot from pre-revenue to $50M+ ARR
References from previous co-founders, early-stage CEOs, or board members who can verify leadership performance
Network Overview - Description of your strategic relationships and partnership potential in email/SMS or target verticals

Subject Line: "Co-Founder Application - [Your Background] - Email/SMS Automation Equity Partnership"

Include in your message:

Previous early-stage or pre-revenue scaling achievements and exit experiences
Your approach to capital-efficient, revenue-driven growth strategies
Strategic networks and partnership opportunities you would bring
Experience with email/SMS marketing, communications platforms, or target verticals
Comfort level with bootstrapped, equity-heavy compensation structure
Long-term commitment and vision for strategic value creation

We'll respond to qualified candidates within 24 hours with next steps and detailed equity term discussions.

Drip Pilot represents a unique opportunity to build significant value from the ground up in the email and SMS marketing automation space. Join us as a co-founder and help create a bootstrapped success story positioned for strategic acquisition when the time is right.

Job Type: Full-time

Pay: $200,000.00 - $10,000,000.00 per year

Work Location: Remote

Drip Pilot

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Co-Founder & Chief Revenue Officer - SaaS Platform (Equity Partnership)