Pear VC Account Executive (Mid-Market) at Frontdesk manages full sales cycle for mid-market customers, focusing on prospecting, demos, negotiation, and closing. The role offers opportunity to grow into larger accounts and shape sales processes.
Responsibilities
We're hiring a Mid-Market Account Executive to help build the next stage of our sales organization.
This is a true full-cycle role. You'll own prospecting, cold outreach, discovery, demos, follow-up, negotiation, and close.
You'll initially focus on mid-market customers, with most deals around $8K–$25K ACV. If you're consistently performing, you'll have the opportunity to move quickly into larger mid-market and enterprise accounts.
There are no territories. If you find a great account, go win it.
You'll have support from SDRs, marketing, founders, and the broader team, but you'll own your pipeline and your number.
Own your pipeline from first touch through signed contract.
Prospect aggressively through cold calls, email, referrals, events, and creative outbound.
Run discovery, product demonstrations, negotiations, and closing.
Sell directly to owners, operators, and executive stakeholders.
Multi-thread accounts and keep deals moving.
Consistently meet and exceed sales targets.
Bring customer feedback directly into Product and Engineering.
Qualification
Strong cold callingIf you're great
Required
At least 3 years of professional sales experience, including a quota-carrying B2B software Account Executive role and a track record of meeting or exceeding quota.
Comfortable generating your own pipeline rather than relying entirely on inbound or SDRs.
Strong cold calling, discovery, demo, negotiation, and closing skills.
Competitive and highly accountable for your number.
Excellent follow-up and pipeline management.
Comfortable selling to both operators and executives.
Able to learn a technical product quickly.
Excited by an early-stage environment where the playbook is still being written.
Based in New York City and able to work in person from our NYC office.
Preferred
You're joining early enough to actually shape the company.
This isn't a role where you'll inherit a territory, run someone else's playbook, and optimize around the edges. You'll help us figure out how Frontdesk sells, who we hire, how we compete, and what kind of sales culture we build.
If you're great, the scope will expand quickly.
Come help us build the sales organization you would have wanted to join.
