Head of Sales & Support

Title : Head of Sales & Support

Department : Sales & Customer Support

Reports to : CEO

Location : Scottsdale, Arizona

About Wise Pelican

Wise Pelican is hiring a dedicated Head of Sales & Support who will be the driving force behind new revenue generation while elevating the performance of our Sales & Customer Support teams. You're equal parts strategist, coach, and technologist, able to configure the tech ecosystem for reps while also mentoring them to consistently exceed goals. This role blends Sales leadership, data-driven strategy, and Customer Support oversight to ensure Wise Pelican becomes the go-to platform for real estate agents seeking automated marketing solutions and have empowered success while utilizing us. 

Wise Pelican is an innovative leader in real estate marketing solutions, empowering real estate professionals with cutting-edge tools and services. As a growing company with a global workforce, we foster a dynamic, inclusive work environment that promotes growth, innovation, and collaboration.

This position is a full-time role based in Scottsdale, Arizona.

What Will You Do?

• Lead and manage Sales & Customer Support teams , setting clear expectations and driving accountability toward new revenue and retention goals.

• Build and own HubSpot dashboards for pipeline health, forecast accuracy, self-serve conversion, response time/deflection, retention, and expansion. Partner with RevOps to shape routing rules, scoring models, & SLAs.

• Drive product-led growth by improving speed-to-value for new signups, building clear handoff playbooks from product signals to Sales , and optimizing free-to-paid conversions through in-app nudges, lifecycle campaigns, and ROI-driven CTAs.

• Coach, mentor, and develop Sales reps and Support staff (including AEs, SDRs, & Customer Support) to increase skill, confidence, and results, utilizing AI call/ticket reviews to produce coaching snippets, talk-track upgrades, and sequence tweaks.

• Partner with leadership to design forecasting models, scalable processes, and proper documentation utilizing hygienic data (sequence compliance, source attribution, persona tags) for rep-friendly work views.

• Collaborate with cross-functional leaders to align Sales strategies with Marketing campaigns , Product Engineering features, and Customer Success initiatives.

• Turn Customer Support into a growth lever by implementing macros, expectation-first scripts, and consistent routing of buying signals to Sales, while defining clear do's and don'ts, as well as an escalation matrix to protect Terms & Conditions and expectations.

What Big Things Will You Own?

At first…

• Audit and optimize existing HubSpot reporting dashboards, workflows, and pipeline management.

• Evaluate current Sales/Support team structure and identify opportunities for quick wins.

• Establish consistent coaching rhythms and performance metrics for team members to focus on activity that makes the biggest impact.

• Build stronger alignment between inbound Support and sales conversion.

• Update and maintain our Support-owned Knowledge Base and FAQs to deflect low-value tickets, while measuring and improving response times and first-contact resolution to keep quality high and reduce unnecessary calls for Support.

Once you get your footing…

• Establish pipeline coverage targets and quarterly pipeline creation goals by source (inbound, outbound, Support-led).

• Balance and report on both Sales and Support KPIs that are most valuable to our org, such as Attainment, Close Rate, Retention Rates, Initial Response Times, and CSAT to create a measured picture of success.

• Partner on pricing & packaging updates that reinforce repeatable, self-serve motions (bundles, pre-paid credits, subscriptions) and reduce custom asks.

• Partner with Executive Leadership to pilot AI-assisted personalization in cold outbound sequences and lead/case triage (scoring and routing), coordinating with RevOps.

Who Are You?

• 5+ years of progressive Sales leadership experience (preferably SaaS or B2B services).

• Expert in HubSpot CRM, reporting, workflows, and sales automation.

• Skilled people manager with proven experience in coaching and developing Sales and Support teams.

• Adept at Sales strategy, pipeline management, and data-driven decision making.

• Comfortable leading inbound/support-driven sales while developing outbound processes.

• Technically savvy with the ability to configure tools, optimize workflows, and evaluate new sales tech.

Where Can You Easily Impress Us?

• You know and love HubSpot. The admin side of HubSpot, you smile implementing advanced automations, integrations, and customer workflows that materially improve Sales performance and Customer Support growth opportunities.

• You've scaled a small Sales and/or Customer Support team(s) into a high-performing revenue engine(s).

• You've implemented advanced HubSpot automations, integrations, or custom workflows that materially improved sales performance.

• You have experience building new Sales practices or strategy from scratch. You're not afraid to test and experiment with new ways of tackling revenue goals.
  
  
• You've been imperative in projects involving list strategy, messaging matrixes, sequencer setup, or compliance-ready SMS/voice plays.

What's In It For You?

Major Medical Insurance: Working at Wise Pelican gives you endorphins. Endorphins make you happy. And happy people just don't get sick. But…if that does happen, we offer Major Medical Insurance to assist with life's biggest nuisance.

Dental & Vision Coverage: An eye for an eye. A tooth for a tooth. Talking dental and vision insurance, of course. No need for revenge when eyes and teeth are insured.

Paid Time Away: The PTA you want to be involved with. Employees are given 3 weeks of Paid Time Off. Also Sick Time. Also Parental Leave. Also 7 Company Holidays per year.

Professional Development Stipends: “Pay me what you owe me! Don't act like you forgot! WPBHMM!” – You to Wise Pelican about fronting the bill on your professional development needs.

401(k) at tenure milestone: We hope you'll want to stop working here one day. This should help.

Compensation: This role is currently benchmarked by industry standards and has a base range between $110,000 - $130,000. This role is also commissioned based on monthly net growth. Offered compensation is based on merit and relevant qualifications.