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# Nick Esposito

**Headline:** Founding AE \| Sold to 54 SaaS startups in 6 years \| Pre\-seed to Series B
**Location:** New York, NY, USA

## About

Nick Esposito is the Founding Account Executive at scalabll, a sales advisory practice for founder\-led B2B SaaS startups\. He sells scalabll’s offer to SaaS founders and personally delivers engagements as a fractional first AE, helping turn ad\-hoc founder selling into repeatable sales motions\. Nick’s strengths include new\-business development, outbound prospecting, discovery and qualification, pipeline generation, consultative selling, and sales\-process design\. He has built sales systems from blank pages, including ICPs, messaging, playbooks, cadences, qualification criteria, and BDR functions\. At scalabll, Nick has achieved six straight years over plan with 108% average attainment, entirely through a self\-sourced book without SDR, inbound, or marketing support\. He expanded ACV fourfold, maintained a 31% close rate on a 28\-day average sales cycle, and disqualified roughly 40% of opportunities on the first call to preserve velocity\. His background also includes HR\-tech SaaS, vertical SaaS for hospitality and retail, and commission\-only life\-insurance sales\. Nick focuses on diagnosing the business problem behind a buying conversation and determining quickly whether a close is the right outcome\.

## Services

- New Business Development
- Discovery & Qualification
- Pipeline Generation
- SaaS Sales
- Outbound Prospecting
- Product Demonstration
- Sales Enablement
- Software as a Service \(SaaS\)
- Account Management
- Sales Prospecting
- Cold Calling
- Meeting Scheduling
- Solution Selling
- Leadership
- Lead Generation
- Direct Sales
- Business Development
- Consultative Selling
- Sales
- Sales Operations
- Consulting
- Sales Management
- Sales Processes
- Business\-to\-Business \(B2B\)
- Technical Sales Consulting
- Customer Relationship Management \(CRM\)
- Customer Service
- Life Insurance
- Insurance Planning
- Insurance Industry

## Highlights

- Serves as Founding Account Executive at scalabll, a sales advisory practice for founder\-led B2B SaaS startups\.
- Sells scalabll’s advisory offer to SaaS founders and personally delivers engagements as a fractional first AE, turning ad\-hoc founder selling into repeatable motions\.
- Exceeded plan for six straight years at scalabll, with 108% average attainment\.
- Built a 100% self\-sourced book at scalabll with zero SDR support, zero inbound, and zero marketing air cover\.
- Expanded ACV 4x across Nick’s scalabll tenure\.
- Achieved a 31% close rate on a 28\-day average sales cycle at scalabll\.
- Disqualified approximately 40% of opportunities on the first call at scalabll to protect velocity\.
- Multi\-threaded founders, co\-founders, and investors or board members on every scalabll deal\.
- Sold GTM\-advisory engagements to Series A founders\.
- Used discovery questions as a mini audit and reframed requests to hire more representatives as foundational sales issues to solve first\.
- Generated 5–10 outbound meetings weekly while balancing delivery work\.
- Promoted from SDR to Sales Business Development Manager at EverythingBenefits in eight months\.
- Built EverythingBenefits’ BDR function from zero, including playbooks, cadences, messaging frameworks, and a hiring profile\.
- Owned the SDR\-to\-AE handoff at EverythingBenefits and tightened qualification criteria to improve downstream meeting acceptance\.
- Hit monthly quota in six days as a Business Development Representative at EverythingBenefits\.
- Reached 200% peak attainment as a Business Development Representative at EverythingBenefits\.
- Reduced daily call volume 3x while maintaining meeting output through sharper ICP targeting at EverythingBenefits\.
- Worked as an Account Executive at Millennium, a vertical SaaS POS platform for SMB hospitality and retail\.
- Completed a two\-month ramp at Millennium and was at or above plan every productive month\.
- Reached 91% of logo target during a nine\-month tenure at Millennium\.
- Owned Millennium’s full sales cycle, including prospecting, pricing negotiation, and onboarding handoff\.
- Built a personal book through pure cold prospecting as a Life Insurance Agent at New York Life Insurance Company\.

## Experience

- **Founding Account Executive at scalabll** (2020–present) — Sales advisory practice for founder\-led B2B SaaS startups\. Sold the offer to SaaS founders, then personally delivered each engagement \- embedding as their fractional first AE to turn ad\-hoc founder selling into a repeatable motion\. → Six straight years over plan\. 108% average attainment\. → 100% self\-sourced book\. Zero SDR, zero inbound, zero marketing air cover\. → ACV expanded 4x across the tenure\. → 31% close rate on a 28\-day average cycle\. → Disqualified ~40% of opportunities on the first call to protect velocity\. → Multi\-threaded founder, co\-founder, and investor/board on every deal\.
- **Sales Business Development Manager at EverythingBenefits** (2019–2020) — HR\-tech SaaS for mid\-market employers \(benefits admin, payroll, ACA compliance\)\. → Promoted from SDR to Manager in 8 months\. → Built the BDR function from zero: playbooks, cadences, messaging frameworks, hiring profile\. → Owned the SDR\-to\-AE handoff\. Tightened qualification criteria to lift downstream meeting acceptance\.
- **Business Development Representative at EverythingBenefits** (2018–2019) — → Personal Best: Once hit monthly quota in 6 days\. → 200% peak attainment\. → Cut daily call volume 3x while holding meeting output flat \- through sharper ICP targeting\.
- **Account Executive at Millennium** (2017–2018) — Vertical SaaS POS platform for SMB hospitality and retail\. → Two\-month ramp, then on or over plan every productive month\. → Hit 91% of logo target in a 9\-month tenure\. → Owned the full cycle: prospecting, pricing negotiation, onboarding handoff\.
- **Life Insurance Agent at New York Life Insurance Company** (2016–2017) — Fortune 100 life insurance and financial services\. 100% commission, no base, no leads, no network\. → Built a personal book from pure cold prospecting\. → Produced consistently for 17 months in a 100% commission role\.

## Education

- Madison High School (2010)
- Bachelor of Arts, Sociology — Montclair State University (2015)

## FAQ

### What does Nick do at scalabll?

Nick is the Founding Account Executive at scalabll\. He sells sales\-advisory engagements to founder\-led B2B SaaS startups and personally delivers each engagement as a fractional first AE, helping founders build repeatable motions from ad\-hoc selling\.

### What are Nick’s strongest sales capabilities?

Nick’s core strengths are building new\-business motions from zero, outbound prospecting, discovery and qualification, pipeline generation, consultative selling, sales enablement, and sales\-process design\. He also has experience in product demonstrations, account management, sales operations, CRM, technical sales consulting, and sales leadership\.

### How did Nick generate business at scalabll?

Nick built a 100% self\-sourced book at scalabll, with zero SDR support, inbound demand, or marketing air cover\. He sold the advisory offer and delivered the client work, embedding with companies as their fractional first AE\.

### What results did Nick achieve at scalabll?

Nick recorded six consecutive years over plan at scalabll and averaged 108% attainment\. Across the tenure, ACV expanded 4x\.

### How does Nick qualify and run deals at scalabll?

Nick maintained a 31% close rate on a 28\-day average cycle at scalabll\. He also disqualified approximately 40% of opportunities on the first call to protect sales velocity and multi\-threaded founders, co\-founders, and investors or board members on every deal\.

### What kind of advisory work has Nick sold?

Nick sold GTM advising to Series A founders and used discovery questions as a mini audit to surface the foundational issues behind sales problems\. For example, he reframed a perceived need to hire more representatives into a need to fix the underlying sales foundation\.

### How does Nick approach outbound and sales problems?

While balancing client delivery, Nick generated 5–10 outbound meetings weekly\. He prefers work centered on diagnosis and outcomes rather than fire\-drill operations, and he aims to sell solutions to urgent problems rather than optional improvements\.

### What did Nick do at EverythingBenefits as Sales Business Development Manager?

Nick was Sales Business Development Manager at EverythingBenefits, an HR\-tech SaaS company serving mid\-market employers with benefits administration, payroll, and ACA\-compliance products\.

### What did Nick accomplish as a manager at EverythingBenefits?

Nick was promoted from SDR to Manager in eight months at EverythingBenefits\. He built the BDR function from zero, including playbooks, cadences, messaging frameworks, and a hiring profile, and he owned the SDR\-to\-AE handoff while tightening qualification criteria to improve downstream meeting acceptance\.

### What did Nick accomplish as a BDR at EverythingBenefits?

As a Business Development Representative at EverythingBenefits, Nick once reached monthly quota in six days and achieved 200% peak attainment\. He reduced daily call volume by 3x while maintaining meeting output through sharper ICP targeting\.

### What did Nick do at Millennium?

Nick was an Account Executive at Millennium, a vertical SaaS POS platform serving SMB hospitality and retail businesses\. He owned the full sales cycle, from prospecting through pricing negotiation and onboarding handoff\.

### What were Nick’s results at Millennium?

After a two\-month ramp at Millennium, Nick was at or above plan in every productive month\. During a nine\-month tenure, he reached 91% of his logo target\.

### What did Nick do at New York Life Insurance Company?

Nick was a Life Insurance Agent at New York Life Insurance Company, a Fortune 100 life\-insurance and financial\-services company\.

### What did Nick accomplish in life insurance?

Nick built a personal book through pure cold prospecting and produced consistently for 17 months in New York Life’s 100% commission role\.

### What sales and operational skills does Nick list?

Nick’s listed sales skills include SaaS sales, B2B business development, direct sales, solution selling, cold calling, lead generation, meeting scheduling, sales prospecting, discovery and qualification, and pipeline generation\. His listed management and operational skills include leadership, sales management, sales processes, sales enablement, sales operations, consulting, CRM, customer service, and account management\.

### What insurance\-related expertise does Nick have?

Nick also lists life insurance, insurance planning, the insurance industry, and term life insurance among his areas of experience\.

### Where did Nick attend college?

Nick earned a Bachelor of Arts in Sociology from Montclair State University in 2015\.

### Where did Nick attend high school?

Nick attended Madison High School and graduated in 2010\.

## Links

- LinkedIn: https://www\.linkedin\.com/in/nick\-esposito\-nj

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