Wing Assistant

Wing Assistant

3 open positions available

2 locations
1 employment type
Actively hiring
Full-time

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Showing 3 most recent jobs
Wing Assistant

Sales Development Representative

Wing AssistantChicago, IllinoisFull-time
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Compensation$55K - 70K a year

Prospect and qualify leads through high-volume outbound efforts to create sales-ready opportunities and support pipeline growth. | 6 months to 2 years outbound sales experience, strong communication, self-discipline for remote work, and CRM discipline required. | At Wing, we give growing businesses access to the top tier of global remote talent supercharged by AI so they can scale without scaling headcount. From sales and support to operations and admin, Wing turns the recurring work that bogs teams down into reliable, AI-powered capacity that drives real output. Trusted by 1000’s businesses and powered by a global talent pool and our proprietary Wing AI platform, we help startups, SMBs, and enterprises move faster and do more with less. Our growth is fueled by hiring exceptional people, holding them to high standards, and giving them room to make an impact. If you’re hungry for growth and ready to get to work, you won’t find a better place to learn and accelerate your career. \n Responsibilities What You’ll Do 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. Requirements What You’ll Bring 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. \n $40,000 - $50,000 a year Benefits Salary 40k to 50k/year + On-Target Earnings (~20k to uncapped) Health Insurance Flexible PTO plus holidays Fully remote work Company-wide virtual and/or in-person off-sites All core tools and software provided \n Logistics Fully remote. Pacific Time/ Eastern Time 4-year degree preferred but not required. Why You’ll Love Working Here Wing is one of the best places to: Join the leaders in AI-powered remote work Unlock career-defining growth on a fast-scaling team Build alongside world-class talent, fully remote Make a real, measurable impact on the businesses we serve

Outbound Sales
Lead Qualification
Cold Calling
CRM Management
Pipeline Generation
Direct Apply
Posted about 2 months ago
Wing Assistant

Head of Field Marketing & Events

Wing AssistantAnywhereFull-time
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Compensation$100K - 115K a year

Lead and execute in-person event strategy and operations to build pipeline and customer relationships. | 5+ years in field marketing or events with strong event execution, pipeline sourcing, and budget management skills. | Head of Field Marketing & Events About the Role We're hiring our first events and field marketing leader to build Wing’s in person motion from the ground up. You'll own the strategy, the calendar, the budget, and the pipeline that comes out of it. We have products, customers, and a sales team ready to close. What we don't have yet is the in person motion that gets us into the right rooms. That's what you're here to build. You'll run the full playbook: conference presence at major industry events, founder-led dinners, executive roundtables, customer events, brand activations, and the scrappy mid size gatherings where real relationships get built and deals start. A big part of this is creative growth hacking. Not just showing up at conferences, but pulling the right 8 people out of a 5,000 person event for a wine dinner across the street. Renting a suite at a Vegas hotel during a major industry week, stocking the bar, and getting the right buyers in the room. Hosting an intimate chef driven dinner with three target customers and one of our founders. You'll also run bigger productions when it makes sense. 30 to 50 person thought leadership nights, topical salons, curated industry gatherings, marquee booths at the conferences that matter. This is a hands-on operator role to start. We want to see you run a handful of events first, prove the motion, and show the pipeline. From there, we'll invest behind you, adding event coordinators and field marketers so you can shift into a player coach role and scale what's working. You'll have research, content, and ops support from day one. The job is a lot of work, and we know it. The support is real, but the bar is that you own the outcome. Wing is an AI SaaS company, and your job is to turn rooms into customers. Compensation This role is structured with a 50/50 base and variable split. We pay you like a pipeline owner because that's what you are. • Base salary: $100,000 to $115,000 • Target variable: $100,000 to $110,000, tied to pipeline sourced from events and meetings generated • OTE: $200,000 to $225,000 • Stock Options The variable is uncapped. Over perform and your total comp goes well above OTE. We'll set targets together after the first 90 days, once you have a baseline. The Arc of the Role Phase 1 (first 2 to 4 months): You personally run 6 to 10 high signal events. Conference activations, founder dinners, intimate roundtables, off program experiences at major industry events. Prove the motion and the math. Phase 2: With clear results, we hire underneath you. Likely 2 to 3 people over time. You move into managing and scaling. You're still in the field, but with leverage. Throughout: You have research, content, and ops support from the broader team. You're not doing this alone, but you are the owner. What You're Optimizing For • Building real relationships and meaningful conversations with high fit buyers • Networking our founders and execs into the right rooms • Pushing the brand into the conversations that matter in our space • Discovering customer needs through direct, unfiltered conversation • Launching new relationships that become pipeline • Connecting in person, then moving the relationship online and into a sales motion What You'll Do • Plan and execute a calendar of in person experiences: conference presence at 3 to 4 major industry events per quarter, founder dinners, executive roundtables, thought leadership salons, suite takeovers, and customer events • Own end to end conference execution: registrations, booth design and build, logistics, merchandise, travel, on site activations, and the day of run of show • Design creative off program experiences around major conferences that pull high value prospects out of the noise and into a real conversation • Run larger productions when the moment calls for it. 30 to 50 person thought leadership dinners, topical salons, curated industry nights • Identify the right events, venues, and audiences to put our founders and execs in front of high fit buyers • Own end to end logistics: venue sourcing, vendor management, contract negotiation, on site execution, follow up • Curate small, sharp guest lists. The goal is the right 6 to 10 people in the room, not 200 badges scanned • Support leadership and Sales during speaking engagements, meetings, and VIP moments • Partner with Sales and Marketing to convert event attendees into qualified pipeline and closed customers, with a clean lead capture to meeting process • Own event branding and messaging to elevate Wing's presence and position us as an industry leader • Build repeatable playbooks for each event type so the motion compounds and becomes hand offable as the team grows • Deploy budget thoughtfully. You'll have real capital to spend, and we'll expect a clear case for ROI • Deliver post event recaps and report on pipeline sourced, CAC per event, and revenue influenced Creative Examples of What This Could Look Like The point is to be inventive. A few directions worth exploring: • A private dinner the night before a major AI conference, with 8 enterprise AI leaders and one of our founders, hosted at a chef driven restaurant • A hotel suite takeover during a big industry week, turned into the unofficial hangout for a specific buyer persona • A marquee booth at a major industry event that becomes the most talked about activation on the floor. Not because of swag, but because of the experience • A topical salon, 20 people, one provocative question, one moderator, off the record • A curated wine tasting or tasting menu dinner with a vertical focus (e.g., "AI leaders in financial services") • A founder hosted breakfast or coffee at a conference for 10 hand picked attendees • A small group experience tied to something the audience actually wants to do. Golf, a Michelin tasting, a private museum tour, a Formula 1 viewing, a guided whiskey or wine tasting, a cooking class with a known chef • A "first time in the city" tour for out of town conference attendees, hosted by us • A 50 person evening event with a marquee speaker, a real topic, and curated networking. The kind of night people text their friends about the next day • An AI demo night where target customers see real product in action over drinks, no slides • A roundtable series in 3 to 4 target cities with the same format and rotating local guests, building a community over time The format is flexible. What matters is that the right people show up, real conversations happen, and pipeline comes out the other side. What We're Looking For • 5+ years in field marketing, events, experiential marketing, or in person enterprise sales. Bonus for B2B SaaS or AI • A track record of sourcing real pipeline and revenue from events, not just attendance numbers • End to end conference execution experience: you've owned registrations, booth builds, logistics, vendor contracts, and day of troubleshooting • Creative event instincts: you know how to make a room feel exclusive, design experiences people actually want to come to, and turn a hotel suite into the most interesting place at a conference • Strong relationships with venues, vendors, restaurants, and conference organizers in major tech hubs (SF, NYC, Vegas, Austin, Florida) • Comfort working directly with founders and execs to design thought leadership content • Operator mindset: you can book the suite, write the invite, work the room, pour the drinks, and close the loop without needing a team to do it for you • Comfortable with both strategy and hands on logistics. Shipping boxes, setting up booths, sorting electrical, building the run of show in a spreadsheet • Budget management experience: invoices, tracking spend, negotiating contracts • Proficient with CRM tools (HubSpot) • Comfortable with a 50/50 base and variable comp structure tied to pipeline outcomes. You back yourself and you want the upside • Willingness to travel 30 to 50% and work nights when events demand it • Self directed and resourceful: you'll have research and ops support, but you don't wait for headcount or perfect conditions. You figure out how to make it work • Player coach mindset: excited to do the work yourself now, and excited to build and lead a team once the motion is proven Who You Are • You're the person who notices the booth banner is crooked before anyone else does, and you've already fixed it • You care about what happens after the event. Leads captured, meetings booked, lessons logged. Not just whether it looked good • You like building the playbook as you go, so the next event runs smoother than the last • You're as comfortable curating an invite list for an intimate dinner as you are managing a five vendor conference activation • You lead from the front Nice to Have • Experience marketing to both technical and non technical buyers (CTOs, heads of AI/data, engineering leaders, as well as business and operations leaders), specifically selling SaaS, AI, or to small enterprise • Existing network in the AI or enterprise SaaS ecosystem • Background launching a field motion from zero at an earlier stage company • Hospitality, concierge, or high end events background. You know what makes an experience feel special

event coordination
stakeholder relationship management
operations management
Verified Source
Posted 2 months ago
Wing Assistant

Product & UX Tester - Gen AI

Wing AssistantAnywhereFull-time
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Compensation$18K - 24K a year

Own and evolve the test automation ecosystem, design and execute test plans, and ensure high-quality releases for AI products. | Experience in automation, testing, and AI behavior analysis, with a preference for high-velocity environments and automation skills. | About Us Wing is seeking elite talent to join M32 AI (a subsidiary of Wing, backed by top-tier Silicon Valley VCs), dedicated to building agentic AI for traditional service businesses. Think of it like a startup within a corporate: fast moving and agile, with the stability of a corporate, and zero bureaucracy. If you’re driven by challenge and eager to make a significant impact in a high-caliber role, this is the opportunity you’ve been waiting for. Your mission: own and evolve the test automation ecosystem that keeps us shipping delightful, bug-free experiences every week. This role combines deep manual and UX testing with structured exploratory testing and targeted automation to create a robust quality foundation for our products. You Will Own • Own the full QA lifecycle for Agentic AI products: strategy, design, execution, reporting, and release sign-off. • Design and run test plans covering functional, regression, smoke, exploratory, and usability testing for AI behavior and decision chains. • Validate multi-step decision flows and reasoning to catch logic gaps, guardrail failures, or requirement mismatches. • Perform structured exploratory testing to uncover unexpected behaviors, edge cases, and cascading AI failures. • Build synthetic test scripts for UI elements, APIs, and end-to-end flows to verify functionality. • Test across platforms (web, mobile, integrations) for consistency and performance. • Maintain dashboards tracking test coverage, failures, and quality KPIs for all stakeholders. • Improve test reliability: fix flakiness, optimize parallel runs, and cut execution time. • Partner with Product, Design, and Engineering to refine requirements and set clear go/no-go criteria. • Monitor pre- and post-release quality; use data to enhance AI evaluation and guardrails. What Great Looks Like • Automated Coverage: Achieve and sustain 90% critical path test coverage within 21 days • Fast Feedback: Keep full regression test execution under 10 minutes to enable near‑instant feedback for engineers • Bug-Free Releases: Ship weekly without major production bugs Preferred Skills & Experience • Experience testing GenAI or LLM‑driven products, including common failure modes such as hallucinations, unsafe responses, bias, and brittle decision paths. • Exposure to performance and load testing tools and practices for web applications and APIs. • Familiarity with structured exploratory testing approaches and test charters, especially for AI behavior and agent decision‑making. • Prior experience in high‑velocity environments (e.g., startups) where QA acts as an owner of quality rather than a purely executional function. • Prefer automation over repetition, while recognizing the value of focused exploratory testing Our Hiring Process • Introductory Call (20 min) - Discuss our culture, expectations, and working style • Asynchronous Task - Build and document a small automated test flow for a sample application, using either a testing framework or a no-code automation tool • Final Interview (45 min) - A live session with our CPO and CTO That’s all! After this, we will be extending the offer to you. We run a short, fast cycle that can be complete in as short as 7 days Compensation • $1500-$2000 USD per month What You Get • Competitive salary • Performance‑based bonuses tied to release quality • Software for Upskilling & Productivity • Remote-first culture • Work from anywhere • Paid Time Off • High autonomy, low bureaucracy • Fast-track to leadership for high performers • US HQ Opportunities • Direct access to founding team • High visibility, autonomy and ownership • Optional in‑person hack‑weeks in Hong Kong, India, or London • A clear growth path into Head of QA as the team scales • Access to best‑in‑class tooling We hire for output instead of pedigree. If your systems never miss a bug, we want you on the team. We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

TypeScript
React
Node.js
API development
Cloud platforms (AWS)
Verified Source
Posted 8 months ago

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