Sales Director, Mid-Market
Company shown to members 🔒 · Remote · US only
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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.
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The 20-second read
- Experience
- Senior
- Where you can live
- US only
- Skills and tools
- slack, forecasting, onboarding, quota, prospecting, crm
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Job details
- Where you can work
- United States
- Employment type
- Not stated by the employer
- Advertised pay
- $50K–200K/yr
- Experience
- Senior
- Employer publication date
- 10 September 2026
- First recorded by Psst
- 12 October 2026
- Last checked at the source
- 10 November 2026
About the job
The company is disrupting performance marketing, delivering millions of new customers to brands every month. We’re actively looking for a Sales Director, Mid-Market to lead our Mid-Market team. The Mid Market team is focused on acquiring new Mid-Market (MM) eCommerce and Direct-to-Consumer (DTC) brands / advertisers. As we continue to scale our revenue, this leader will play a critical role in expanding our footprint, building our team, and driving core growth.
In this role, you will manage, coach, and scale our team of Mid-Market Account Executives. You will drive a builder/player/coach model—hunting and managing your own accounts while equipping your team of AEs to prospect, pitch, close, and scale brands with the capacity to spend $50k–$200k (can be more) per month with the company. You will train your team to effectively compete for performance marketing budgets against other paid social and digital performance marketing channels.
Our Mission
The company’s mission is to reshape how people discover and try new brands by introducing them to new products and services through thoughtful "thank-you" gifts. Our customer-first approach ensures businesses acquire new customers efficiently while making customers feel valued and rewarded. We are a data-driven, cash-flow-positive company that has experienced 731% growth over the last three years. Now, we’re scaling to become one of the largest sources for new customer acquisition worldwide.
Backed by Spark Capital & Foundry who also invested in Slack, Snap, SeatGeek, Fitbit, Warby Parker, Wayfair and Twitter, we are poised for exponential growth and ready to demonstrate impact on a global scale. Read more about our growth here .
What you will do
- Hire, onboard, build and lead a high-performing team of Mid-Market Account Executives. Set clear metrics, run pipeline reviews, and coach AEs through every phase of the sales cycle
- Coach up each AE and assist them with prospecting, discovery, pitches, and closing strategic and high-priority Mid-Market accounts, maintaining an active pipeline ensuring each team member achieves their revenue quota team targets
- Lead negotiations, including pricing and contract terms, to secure mutually beneficial agreements that align with the customer’s goals and the company’s growth objectives
- Coach your AE team to articulate the company’s value proposition to performance marketing leaders, successfully competing against paid social, display, and other digital performance marketing channels for DTC acquisition budgets
- Maintain accurate sales forecasts, manage team pipeline health, and report directly on acquisition metrics and revenue performance toward our target
- Work closely with teams in marketing, client success, data science, and operations to ensure smooth onboarding, pilot launch, and ongoing success
- Become a category and platform expert for the company. Stay current with industry trends, competitive landscape, and market shifts to continuously refine sales strategies. Attend conferences and trade shows. Travel to prospective and existing clients.
What you need
- 8+ years of total B2B sales experience, with at least 2+ years as a builder/player/coach, team lead, or frontline “hands on” sales leader role for a performance marketing or paid social platform or solution provider
- Demonstrated experience mentoring and leading Account Executives “hunters” running full-cycle motions (prospecting, qualification, closing, and onboarding)
- Proven track record selling solutions into performance marketing decision-makers (Heads of Acquisition, CMOs, Growth Leads) at DTC brands with monthly spend potential of $50k–$200k
- Experience working in an outbound driven, fast-paced startup / small company environments, going from initial playbook creation to scaling a sales team and revenue through significant growth milestones
- Rigorous approach to CRM management, deal coaching, pipeline metrics, and accurate sales forecasting
What you get
- Competitive compensation, comprehensive benefits (401(k) with 4% match, Medical/Dental/Vision), and we offer full-time employees the potential to hold company equity
- Flexible remote work
- Unlimited Responsible PTO
- Great opportunity to join a growing, cash-flow-positive company while having a direct impact on the company's revenue, growth, scale, and future success
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