Senior Manager of Sales, SMB & EDU

Custom Ink is so much more than a t-shirt company. We’re a team of creative individuals who empower our customers to create the perfect custom apparel for their groups through an innovative and easy-to-use website and at multiple store locations throughout the country. We are also committed to community, empathy, diversity, and equity. Our end goal is for all Inkers to feel a deep sense of belonging.

We are always looking for great people to join our team, and with locations and stores opening across the country, there are new opportunities all the time. Headquartered in Fairfax, Virginia with offices in Dallas, Texas; and Prague, Czech Republic, with 500+ team members across the world. We have both location-focused and work-from-home jobs.

• Workstyle:
  This is a remote position; however, to be eligible for hire, candidates must reside in a state where Custom Ink is registered to do business as an employer. Eligible states currently include:
• AL, AZ, CA, CO, CT, DC, DE, FL, GA, , IL, IN, KY, LA, MA, ME, MD, MI, MN, MO, MS, NC, NH, NJ, NM, NV, NY, OH, OR, PA, RI, SC, TN, TX, UT, VA, VT, WA, WI, WV.
• Reports to:
  
  VP of Vertical Sales & Partnerships
• Travel Expectations:
  Minimal travel; will be determined by business needs and may include occasional trips for key meetings, collaboration opportunities, or area-connected events.
• Physical Requirements/Demands:
  This is a primarily sedentary, home-based role that requires the ability to remain in a stationary position for extended periods while working at a computer. The role involves regular use of standard office equipment, such as a computer, keyboard, mouse, and telephone. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions of the position.
• Application Period Disclosure:
  We are accepting applications for this role for the next 48 hours. We encourage interested candidates to apply as soon as possible for full consideration.

• 8–12+ years of progressive sales experience, with at least 4–5 years in a leadership role managing closing (AE) and/or pipeline generation (SDR) teams in fast-paced, high-volume growth environments.
• Go-to-Market Architect:
  Design and execute a robust GTM strategy across a diverse set of SMB (small and medium-sized business) industry verticals, including technology, finance, healthcare, industrial services, and municipalities.
• Education Sector Expander:
  Strong commercial exposure to the education market, with highly valued experience navigating higher education procurement, collegiate licensing frameworks, or K–12 district organizational purchasing.
• Sales Excellence:
  Exceptional pipeline discipline and analytical rigor, possessing strong command of forecasting methodologies, CRM platforms (Salesforce preferred), and consultative, value-based sales frameworks (e.g., MEDDIC, Challenger, SPIN).
• People & Partnership Leadership:
  An empathetic coach and team multiplier who prioritizes skill development, career progression, and psychological safety, while effectively aligning cross-functional goals with Marketing, Product, and Finance.

• The High Altitude Overseer:
  This role is not for a leader who prefers to manage a senior team from a high altitude. This is a greenfield workspace that requires an active mentor who enjoys joining live client strategy calls, unblocking hurdles, and modeling excellence while working alongside an early-to-mid career team.
• The Funnel-Dependent Manager:
  If you thrive best when managing established inbound demand, this role will not align. We are looking for a builder who is energized by building proactive prospecting rigor and active outbound discovery motions.
• The Status-Quo Maintainer:
  This is a newly…