Head of Sales

About Every

At Every we're reimagining back-office operations for startups. Our platform simplifies finance, compliance, HR, and more - helping founders stay focused on building, not paperwork. We offer everything a startup needs in one place: Banking, Cards, Bill Payments, Bookkeeping, Tax, HR, Payroll, and Benefits-all with 10x better workflows using AI. We're a Series A startup backed by YC and Redpoint Ventures (Instacart, Stripe, Ramp), growing fast, and building a world-class team.

About the role

This is a rare opportunity to take ownership of an established, high-performing sales team at a critical inflection point. You will inherit and lead a team of 3 Account Executives and 2 BDR’s, with a mandate to coach them to consistent quota attainment, refine our sales process, and build the playbook that will allow us to scale the team over the next 12-18 months. This role reports directly to the CEO.

You will spend the majority of your time building processes, coaching teams/hiring, pipeline inspection and helping shape our go-to-market strategy as we expand beyond our core ICP.

Our current ICP is early-stage founders of tech companies (pre-seed through Series A). We've done well in this space, and now are looking to go to other non-tech industries for a massive TAM. Current, noteworthy sales metrics:

• Average contract value - $10K - $50K

• Average deal cycle - less than 2 months

What You'll Do

• Lead, coach, and develop a team of 3 Account Executives and 2 BDR’s, with full responsibility for team quota attainment and individual performance.

• Run the operating cadence of the sales team: pipeline reviews, 1:1s, deal strategy sessions, and weekly forecasting.

• Refine and document our sales playbook: qualification, discovery, demo, and closing motions

• Own hiring and onboarding as we grow the Sales team, partnering with the CEO on headcount planning.

• Collaborate closely with leadership, Marketing, and Strategy/Operations teams to improve lead quality, conversion rates, and seller experience (e.g. automation).

• Jump into strategic deals as an executive sponsor and help AEs navigate complex, multi-stakeholder sales cycles.

• Provide an immediate and long-term impact on growing Every's sales function.

Location

• Fully remote and based in the U.S.

• Up to 10% travel for conferences and/or HQ visit

You're a Great Fit If You Have:

• 7-10+ years of tech sales experience, including 2+ years directly managing a team of full-cycle Account Executives, and BDR’s

• A proven track record of leading teams to consistently exceed quota

• Strong coaching skills with a track record of developing reps into top performers

• Deep familiarity with outbound prospecting motions and the ability to coach reps on building net-new pipeline

• Experience building or refining sales processes, playbooks, and forecasting methodologies

• Polished communication and presentation skills, with experience presenting to leadership

• Experience with common sales tech stack (i.e. lead sourcing, CRM, engagement platforms)

• Experience selling to (and managing teams who sell to) companies with < 50 employees (think "SMB")

Bonus Points:

• Working at a start-up, and specifically being the first sales leadership hire or part of the founding GTM team

• Working in fintech, and specifically for companies who offer banking and/or payroll products

• Experience scaling a sales team from <5 to 10+ reps

• Owning your own business (any kind)