Head of Sales (with Equity)

About UsHey there! We're Boomerangme.com — a fast-growing AI SaaS that helps small businesses keep customers coming back and boost repeat sales with Richie AI Marketing Agent.Our product is already trusted by 30,000+ businesses, and over 8.5 million people have added our loyalty cards to their Apple and Google Wallets. We've successfully entered the US market, growing 3x year-over-year and hitting $1.7M ARR with a rock-solid LTV/CAC ratio of 6:1.We've been through every major startup stage — from MVP and early sales to scaling. Along the way, we've won key competitions, including Emerge 2023 in Istanbul, where we took home the $1M grand prize. At the end of 2024, we raised $1.5M Seed led by the Founder of semrush.com to scale up our growth. With $2.8M raised in investments, we're now scaling aggressively across the US and Canada.Who We AreOur team is made up of 16 senior-level professionals, each with 10+ years of experience in their field. We move fast, value initiative, and avoid unnecessary bureaucracy. Here, everyone makes an impact on the product and strategy.We're at the stage where every new team member has the chance to influence our trajectory and be part of something truly game-changing.Сore deliverableGrow ARR from $1.7 M to $5 M within 9 months.KPI that defines success• ARR ≥ $5 M by 31 Dec 2026• Payback < 2 months (current: 5 months)• Gross churn ≤ 3 % (current: 3.56 %)• Funnel conversions (MQL → SQL → Demo → Won) — target numbers set in week 1; weekly P&L report.Key milestones0–30 days — audit funnel, people review, new unit economics, “9 → 5 → 1” plan (9 months → $5 M ARR → 1 north-star).31–60 days — rebuild processes, hire SDRs via agency, roll out ICP scripts, SLA between marketing & sales.61–90 days — new funnel live, conversions ≥ plan, pipeline ≥ 3× quarterly quota.Beyond — scale the white-label channel.Resources & authority• Starting team: 3 AEs, 4 CSMs, marketing already supplies stable MQL flow.• Hiring/tooling budget inside approved model (we sign off together).• Direct access to CEO, CFO and Head of Marketing.• You own every deal; current Sales Lead exits the loop.Ideal candidate• Two proven US-market wins with $10 K ARR ticket, short cycle ≤ 2 calls to close.• Personally built or scaled a white-label (or similar) channel.• P&L accountability, not just revenue.• English: negotiation-grade, no heavy “sales accent”.• Validate cases with hard numbers and references.Culture snapshotData-driven. Radical transparency. 100 % ownership.Won’t fit: micromanagers, side hustlers.Working hours: ET zone, meetings before 6 pm NY time.Hiring flowShort form (5 min, CV optional)Async video (3 Q, 10 min)Intro call with CEO (30 min)Deep-dive: your 2 cases + live unit economics on our model (60 min)Change-bar with Head of Marketing & CFO (45 min)Reference check → Offer.CompensationOTE (On-Target Earnings) discussed on first call: base + bonus + options. We share the range personally to avoid scaring off top talent with a public number; practice is standard if the range surfaces before any test case. We cover median US SaaS for our stage — and go above for top-10 % performers.Need-to-know upfront• We don’t split SMB and white-label goals — single ARR target.• Marketing brings leads; your zone is closing and upsell.• P&L access from day 1; weekly board report.Why Now Is the Perfect Time to JoinMost companies hire a Head of Sales when everything is broken and they need someone to "figure it out." That's not us.We're hiring because we're ready to scale fast, and we need a proven sales leader to take us there.Here's what we already have:✅ Product-market fit — 30,000+ paying customers✅ Working funnels — we're generating leads and closing deals✅ ROMI profitability — our SMB funnel is already paying for itself✅ Proven White Label business — 3 years of stable revenue✅ Strong unit economics — 6:1 LTV/CAC✅ Clear path forward — we know what needs to be fixed and optimized✅ Funding in the bank — $2.8M raised, $1.5M fresh capital to deployYou won't be starting from zero. You'll be taking something good and making it legendary.This is the kind of opportunity where the right sales leader can come in, make a massive impact in year one, and then ride the rocket ship as we scale to $10M, $20M, $50M ARR and beyond.If you're the kind of person who:Gets energized by fixing broken processes and building winning teamsLoves coaching reps and watching them crush their goalsWants to own the entire sales function of a high-growth SaaS companyDreams of making life-changing money through equity and commissionThen this is your opportunity. Let's build something legendary together!PS: Know someone who'd crush this role? Refer them and get a new iPhone or cash equivalent when they join!Learn more about us:Crunchbase: https://www.crunchbase.com/organization/boomerangmeWebsite: https://boomerangme.comHow to Apply (Very Important):We will only review applications from candidates who complete our Google Form.Please fill out the form using the link below:https://forms.gle/jg8sU3W9mdfWkDmM8After submitting the form, you will also receive a one-pager “Boomerang Unit Economics” to review. This document will help you understand the business model and prepare for the interview.