About This RoleTitle: Director of SalesReports to: CROLocation: Remote (East/Central US)Employment Type: Full-timeAbout BettermodeBettermode is a fast-growing B2B SaaS platform that helps mid-market and enterprise companies build modern customer communities that drive engagement, advocacy, and retention. Backed by investors such as CRV and Bessemer, we’re scaling from $5M ARR toward $20M+ with a small, high-impact team of 30+.We’re hiring a Director of Sales to help scale Bettermode’s sales motion. You will carry a full quota, run deals end-to-end, and help raise the bar across the team through coaching, deal support, and consistent execution as we grow.The OpportunityThis is a quota-carrying, hands-on sales role for a proven closer who can also lead by example. You will run deals end-to-end, build pipeline, and help raise the bar across the team through coaching, deal support, and sharing what works.This role reports directly to the CRO and will work tightly with Marketing, Product, and Customer Experience to improve win rates, shorten cycles, and turn strong product momentum into repeatable revenue.What You’ll DoClose Deals and Own a Full QuotaOwn a full quota and a defined territory/segmentRun the full sales cycle: discovery, demo, evaluation, negotiation, and closeBuild and execute a deal strategy for every active opportunity (mutual plans, next steps, multi-threading)Navigate procurement and legal in partnership with the CRO and internal teamsBuild Pipeline (Not Just Work Inbound)Consistently generate pipeline through outbound and account planningWork closely with SDR support (if applicable) and help improve outbound messaging and targetingPartner with Marketing on campaign follow-up, conversion quality, and feedback loopsLead by Example (Team Lead,



Not People Manager)Coach peers through deal support, call reviews, and sharing what worksHelp improve team execution: discovery quality, objection handling, and close disciplineBring a high bar for CRM hygiene, follow-up, and operating cadenceForecasting and Sales Operating RhythmMaintain clean pipeline, clear next steps, and accurate stage progression in CRMSupport weekly pipeline reviews and forecast calls with the CROImprove win rates, conversion, and sales cycle time through better qualification and processCross-Functional LeadershipBring customer and market signal back to Product: objections, feature gaps, competitor intelCoordinate with Customer Experience on handoffs and early customer outcomesPartner with Marketing on positioning feedback and proof points that move deals forwardWhat You Bring6 to 10+ years of B2B SaaS closing experience, with a consistent track record of hitting quotaExperience in a startup or high-growth environment where you had to build pipeline and figure things outStrong discovery and deal leadership across complex buying groups (marketing leaders and cross-functional stakeholders)Comfortable with outbound, account planning, and multi-threadingStrong operating discipline: CRM hygiene, follow-up, next steps, and forecastingA natural coach who helps the team win through examples, deal support,



and direct feedbackExperience selling mid-market and low-enterprise SaaS is a pluCultural ValuesFocus: Eliminate noise, drive meaningful results.⚡️ Bold: Take smart risks and challenge the status quo.⛰️ Grit: Stay resilient through challenges and push through discomfort.Accountability: Take ownership, deliver, and support your teammates.Ambition: Set audacious goals and pursue them relentlessly.BenefitsAt Bettermode, we’re dedicated to empowering our team to thrive both professionally and personally. We offer location-based, competitive compensation that reflects your expertise and impact, with annual reviews so you can grow with us. Our culture is built on ownership and trust, giving you real influence over how we scale and succeed.From your very first day, you and your family are covered by comprehensive Canadian health benefits—dental and vision included—so you can focus on what matters most.Enjoy unlimited paid vacation days, paid parental leave to support your family, and bereavement leave should you need it.️ You’ll have all the equipment you need provided, or you can bring your own device and access our Device Upgrade Policy—an interest-free hardware stipend repayable via payroll deductions, allowing you to upgrade when you need.We want you to thrive in your work: every team member receives a monthly Tech & Appreciation Stipend—perfect for testing new tools and improving your workflows as you see fit.Additional InformationHeadcount: This is a recent position at Bettermode.Compensation Range: $150,000 base / $300,000 Total Comp (US)AI Use: Large language models (LLM) might be used in the hiring process for this position to screen, assess or select job applicants.#J-18808-Ljbffr

📌 Director Of Sales (Player / Coach) - $150,000 A Year - Remote (Toronto)
🏢 Bettermode
📍 Toronto