Account Executive (Mid-Market) at Pear VC | NY, US | Rezi

Account Executive (Mid-Market) at Pear VC

Account Executive (Mid-Market)

Pear VC · NY, US

1 weeks ago

Account Executive (Mid-Market)

Pear VC · NY, US

9 days ago
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About the Role

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 where 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.

Responsibilities

  • 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.
  • Help shape our messaging, sales process, hiring bar, and team culture.
  • Attend industry events and meet customers in person when it helps win.

Requirements

  • 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: experience selling to property managers, multifamily operators, or real estate businesses.
  • Preferred: previous BDR/SDR experience.
  • Preferred: experience at an early-stage or similarly sized technology company.

Skills

  • Cold calling
  • Email outreach
  • Referrals
  • Creative outbound
  • Discovery
  • Product demonstrations
  • Negotiation
  • Closing
  • Pipeline management
  • Technical product learning

Location

  • New York City

Work Type

  • Full-time
  • In person

Experience Level

  • Mid-Market

Salary/Compensations

  • $150,000–$225,000 annual on-target earnings (base salary + commission), plus meaningful equity.

Benefits

  • Meaningful equity

About the Company

  • Frontdesk is building AI workers that run customer operations across voice, text, email, and chat, starting with the property management industry.
  • Our AI handles real work across the customer journey, from answering inbound calls to following up with leads, coordinating workflows, and taking action across the systems businesses already use.
  • We're growing quickly and moving upmarket. Over the last year, the size of the contracts we've been closing has grown roughly 10x, with several opportunities now reaching six figures and beyond.
  • You're joining at an ideal stage: we've established repeatability and early playbooks, but they're still young enough for you to meaningfully shape how we scale them.