Ryan Scalera

Co-Founder

Lebanon, New Jersey, United States10 yrs 7 mos experience

Key Highlights

Generated over $100M in outbound pipeline.
Achieved highest ARR attainment in a quarter.
Passionate about human-centered business development.

Stackforce AI infers this person is a SaaS sales leader with expertise in outbound pipeline development and business growth.

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Skills

Core Skills

Sales TrainingBusiness DevelopmentSales Management

Other Skills

B2B softwareCoachingCommunicationConsultative SellingContract NegotiationCustomer ServiceDiscoveryLeadershipManagementMarketingQuota AchievementSalesSales PresentationsSales ProcessSales Prospecting

About

If you've reached this point on my profile you may realize i'm very big on showing up authentically as me. My work has centered around helping sales teams master discovery and problem-centric prospecting so they can not only hit quota but accelerate their careers. Over the past few years, I’ve helped build and lead full-cycle and business development teams that have generated more than $100M in outbound pipeline. As an early sales hire across multiple SaaS startups, I’ve been deeply involved in testing, refining, and scaling sales motions from the ground up—bridging the gap between experimentation and repeatability. After 3 years in leadership, i've decided to return to being an individual contributor and deliver the results I used to create within my teams. Most recently was asked to lead emerging markets in a medtech company after setting the company record for the highest ARR attainment in a quarter on the enterprise/MM team. Beyond the metrics, I’m passionate about reshaping how companies think about business development—moving away from transactional outreach and toward human, insight-driven conversations that actually create value. Colleagues describe me as outgoing, creative, and relentlessly driven to improve both people and process. I’m here to build community, drive meaningful change, and connect with others who see sales as both an art and a science. Let’s connect.

Experience

Oscilar

Account Executive

Nov 2025 – Present · 4 mos · New Jersey, United States · Remote

Hhaexchange

2 roles

Sales Manager | Emerging Markets

Apr 2025 – Oct 2025 · 6 mos · New York City Metropolitan Area

Senior Account Executive

Sep 2024 – Oct 2025 · 1 yr 1 mo · New York City Metropolitan Area

Flosum

Director of Sales and Business Development

Aug 2022 – Jun 2023 · 10 mos · New Jersey, United States · Remote

Led mid-market sales and business development
Rebuilt global outbound strategy
Increased outbound generated pipeline by 452% YoY in 6 months.
Grew BDR team from 3-7 and AE team from 5-8
Increased average deal size from 35k to 47k
Added 25MM in qualified pipeline
Created comprehensive enablement program for BDR to AE development

CoachingSales ManagementBusiness Development

Arkenstone gtm

Founder- Lead Consultant/ Sales Trainer

Jul 2022 – Oct 2024 · 2 yrs 3 mos · New Jersey, United States · Remote

Arkenstone GTM is a sales training and consulting firm specializing in outbound pipeline development and intuitive discovery execution. Wether you are building your outbound motion from scratch or leveling up your teams output, we may be of help. The three main issue we solve for are 1) Low outbound pipeline 2) Low conversion rates 3) Low deal sizes

CoachingSales TrainingBusiness Development

Addepar

Head Of Business Development

Jan 2022 – Sep 2022 · 8 mos · New York City Metropolitan Area

Led inbound and outbound business development achieving $70 million in sales accepted pipeline on a $60 million target in 9 months
Increased opportunity volume by 67% YoY
Grew team from 6-13 reps
Developed and promoted 3 reps to AE roles
Implemented comprehensive BDR to AE enablement program

CoachingBusiness Development