Full-Time

Sales Development Representative

Wing Assistant

Wing Assistant

1,001-5,000 employees

Subscription-based virtual assistant services for businesses

Compensation Overview

$40k - $50k/yr

Nashville, TN, USA

Remote

Fully remote role; time zone options include Pacific Time or Eastern Time.

Category
Sales & Account Management (1)

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Requirements
  • 6 months–2 years of outbound sales experience (SDR, BDR, D2D, inside sales, or similar). (Adjust up to 1–3 years for a more senior bar.)
  • Confidence on the phone and in writing you can articulate value whether it’s a 30-second cold call or a personalized email.
  • A reliable home/remote work setup and the self-discipline to run a high-volume desk without an office around you.
  • Comfort with high volume; you can run 50+ touches a day without sacrificing quality.
  • CRM discipline: clean data, updated stages, notes your AEs can actually use.
  • Strong work ethic, competitiveness with yourself, and an eagerness to learn you track your numbers, know your conversion rates, and treat every “no” as a signal about messaging, timing, or targeting.
  • Nice to have: experience selling AI, SaaS, or staffing/BPO/outsourced services.
Responsibilities
  • Prospect, educate, and qualify leads to create sales-ready opportunities and serve as the first point of contact for prospects evaluating Wing.
  • Run high-volume, multi-channel outbound (calls, email, LinkedIn, events) and make strategic outbound touches daily to build pipeline and exceed meeting and SQL targets.
  • Tailor outreach to each prospect’s goals and business model; master the Wing story and articulate our value in offloading repetitive work, scaling teams affordably, and increasing capacity and revenue.
  • Partner with Account Executives to schedule calls, meetings, and demos, and ensure smooth handoffs that convert into opportunities and closed-won deals.
  • Conduct discovery to qualify fit, pain, and timing; map stakeholders across Operations, Marketing, and Executive teams.
  • Acquire key prospect data from the initial conversation, the web, and other sources; keep clean, accurate, up-to-date records in the CRM.
  • Proactively stay current on the AI, staffing, and outsourcing landscape, and share market feedback with Sales, Marketing, and Product to sharpen messaging and cadences.
  • Achieve or exceed monthly quotas of qualified appointments, scheduled demos, and pipeline generated.
Desired Qualifications
  • 4-year degree preferred but not required

Wing Assistant provides virtual assistant services for businesses, offering dedicated virtual assistants that work remotely on a full-time or part-time basis through a subscription model. Clients hire VAs who handle administrative tasks such as invoicing, payment tracking, and expense recording, while gaining complimentary access to the Wing Task Workspace App for communication, task management, file sharing, and screen recording. The service works by assigning a dedicated VA and, if needed, a Customer Success Manager plus thorough training for assistants to ensure consistent quality. This differentiates Wing Assistant through a strong emphasis on customer support and investment in VA training, with pricing tied to service level and hours required. The company’s goal is to help businesses run more efficiently by providing reliable, scalable administrative support via licensed remote assistants.

Company Size

1,001-5,000

Company Stage

Seed

Total Funding

$2.2M

Headquarters

Irvine, California

Founded

2018

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Simplify Jobs

Simplify's Take

What believers are saying

  • Achieved $1.3M GSV in under one year post-launch, demonstrating strong market demand.
  • Founder team from UCI with pandemic-driven pivot attracted $2.1M seed from tier-one VCs.
  • Subscription model with $699–$7,999/month pricing captures diverse customer segments profitably.

What critics are saying

  • AI automation platforms eliminate invoicing and expense tracking demand within 12–24 months.
  • Agentic AI founders render human VAs obsolete as startups adopt zero-cost automation.
  • Four-year funding drought since 2022 prevents AI integration while VC-backed competitors scale.
  • BELAY and Time Etc capture vertical markets through superior domain expertise and budgets.
  • Philippine VA providers undercut pricing by 50–70%, compressing margins or losing clients.

What makes Wing Assistant unique

  • Managed marketplace model pairs VAs with dedicated CSMs and Wing Workspace App.
  • 25+ specialized plans across sales, marketing, healthcare, real estate, e-commerce.
  • Software-augmented VA service with expert-level assistants managing projects independently.

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Benefits

Performance Bonus

Job Security

Paid Training

Inclusive Culture

Upskilling Opportunities

Remote Work Options

Exceptionally Supportive Team

Opportunities for Career Growth

Company Social Events

Holiday & Overtime Pay

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
FinSMEs
Mar 31st, 2022
Wing Assistant Raises $2.1M In Seed Funding

Wing Assistant, an Irvine, Calif. – based platform enabling companies to find remote talent for recurring work, raised $2.1m in seed funding. Backers included Surface Ventures, Brookstone Venture Capitaland UC BerkeleySkyDeck as well as angel investors. Co-founded by Karan Kanwar, CEO, Martin Gomez, COO, Saideep Gupta, CTO, and Roland Polzin, CMO, Wing Assistant provides business [] The post Wing Assistant Raises $2.1M in Seed Funding appeared first on FinSMEs.

Robotics and Automation News
Nov 5th, 2020
Wing Assistant partners with Kiwibot

Wing AI is partnering with KiwiBot to develop robotic delivery services.

Robotics and Automation News
Aug 18th, 2020
Wing Assistant is developing robotic delivery services

Wing AI is partnering with KiwiBot to develop robotic delivery services.