Director, Strategic Sales

Jobgether; United States; On-site; USD 100,000 - 110,000; Full time

Benefits offered by this job

Medical, dental, and vision

Paid time off

No commission ceiling

401(k) matching

Disability coverage

Wellbeing programs

Office lunch

Job summary

Jobgether, listing on behalf of a partner company, seeks a Director of Strategic Sales in the United States to lead new business in a high-impact, autonomous role. You will own the full sales cycle, prospecting through close, selling SaaS and AI-powered solutions to sophisticated brokerage organizations and senior decision-makers.

You will shape go-to-market strategy with leadership, develop 3–4x pipeline coverage in NA, and collaborate across Sales, Marketing, Product, and Customer Success to

Qualifications

• Experience selling B2B SaaS or technology to mid-market/enterprise.
• Proven ability to independently create pipeline and close complex deals.
• Experience engaging C-suite and senior buyers as trusted advisor.
• Strong multi-stakeholder sales cycle from discovery to close.

Responsibilities

• Own the full sales cycle from opportunity creation to contract close with individual revenue targets.
• Develop strategic territory plans across North America focusing on high-value accounts.
• Generate pipeline through outbound prospecting, networking, and referrals.
• Build executive-level relationships with brokerage, operations, and technology leaders.
• Lead discovery to uncover business priorities and measurable outcomes.
• Deliver product demonstrations connecting SaaS/AI capabilities to business needs.
• Navigate complex multi-stakeholder buying processes including procurement and legal.
• Negotiate pricing and multi-year SaaS terms; manage forecast and pipeline health.
• Collaborate with Sales, Marketing, Product, and Customer Success to drive GTM.
• Provide market feedback to inform positioning and strategy.

Skills

Executive engagement

Strategic account planning

Pipeline development

Negotiation

Sales cycle management

CRM / Salesforce

Cross-functional collaboration

Education

Bachelor-level degree or higher (implied)

Tools

Salesforce

HubSpot

Gong

Job description

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for aDirector, Strategic Salesbased in theUnited States.

This is a high-impact senior individual contributor role focused on driving new business across a strategic North American market. You’ll own the full sales cycle, from territory planning and prospecting through executive engagement, negotiation, and close. You’ll sell innovative SaaS and AI-powered solutions to sophisticated brokerage organizations and senior decision-makers. The role combines significant autonomy with close collaboration across Sales, Marketing, Product, and Customer Success. You’ll help shape go-to-market strategy by bringing customer, competitive, and market insights back to leadership. Success will come from creating sustainable pipeline, closing complex agreements, and delivering measurable revenue growth.

Accountabilities

• Own the full sales cycle, from identifying and creating opportunities through negotiation, contract execution, and close, while delivering against an individual revenue target.
• Build and execute strategic territory and account plans focused on high-value mid-market and enterprise opportunities across North America.
• Generate pipeline through outbound prospecting, executive networking, referrals, industry relationships, events, and targeted account strategies rather than relying primarily on inbound demand.
• Develop trusted relationships with C-suite and senior leaders across brokerage, operations, marketing, technology, recruiting, and revenue functions.
• Lead sophisticated discovery conversations to uncover business challenges, organizational priorities, buying criteria, and measurable business outcomes.
• Deliver compelling product demonstrations and business cases that connect SaaS, automation, and AI capabilities to customer priorities and commercial objectives.
• Navigate complex, multi-stakeholder sales processes involving executive sponsors, procurement, legal, finance, and technical stakeholders.
• Lead commercial negotiations involving pricing, contract terms, and multi-year SaaS agreements.
• Maintain accurate pipeline management and forecasting, proactively identifying risks, blockers, next steps, and opportunities to improve deal velocity.
• Partner closely with Sales leadership, Marketing, Product, Customer Success, and other teams to advance strategic opportunities and improve the overall go-to-market motion.
• Bring customer feedback, competitive intelligence, and market insights to leadership to influence positioning, product strategy, and sales execution.
• Act as a senior sales voice within the organization by sharing best practices and helping elevate sales performance without formal people-management responsibilities.
• In the first 90–120 days, establish a strong understanding of the platform, customers, and PropTech landscape; develop territory and target-account strategies; build executive relationships; establish 3–4x pipeline coverage; and begin converting priority opportunities into new revenue.

Requirements

• 7+ years of progressive B2B SaaS or technology sales experience with a consistent record of achieving or exceeding quota.
• Demonstrated success closing complex, high-value SaaS agreements with mid-market and/or enterprise customers.
• Proven ability to independently create pipeline through strategic prospecting, relationship building, and account development.
• Experience selling directly to C-suite and senior executive buyers and operating credibly as a trusted advisor.
• Strong command of complex, multi-stakeholder sales cycles from initial outreach and discovery through negotiation and close.
• Ability to develop account strategies, build compelling business cases, identify organizational pain points, and connect technology solutions to measurable business outcomes.
• Strong commercial judgment with experience negotiating pricing, contract terms, and multi-year agreements.
• Executive presence, exceptional communication skills, and the ability to build meaningful relationships with sophisticated customers.
• Comfortable working with significant autonomy, ambiguity, and accountability in a high-growth environment.
• Experience in PropTech, vertical SaaS, or another complex industry-focused technology environment.
• Experience selling CRM, marketing automation, AI-powered, or workflow technology is an advantage.
• Knowledge of the residential real estate brokerage ecosystem is a plus.
• Experience introducing new products or categories into an established market is desirable.
• Ability to collaborate closely with Product and Marketing teams to influence positioning and go-to-market strategy.
• Familiarity with Salesforce, HubSpot, Gong, or comparable sales technologies is beneficial.
• A proactive, resilient, accountable, and execution-focused mindset, with a genuine passion for selling and building customer relationships.

Benefits

• Base salary of$100,000–$110,000, depending on experience, qualifications, and other job-related factors.
• Variable compensation with meaningful earning potential for high performance.
• No commission ceiling, providing top performers with the opportunity to significantly increase total compensation by exceeding targets.
• Medical, dental, and vision coverage.
• Paid time off and11 paid holidays.
• 5 days of bereavement leave.
• Paid birthday benefit.
• Company-paid short-term and long-term disability coverage.
• Supplemental life, critical illness, and accident insurance.
• Employee Assistance Program and wellbeing programs.
• PerkSpot employee discounts and discounted pet insurance.
• Employee referral program and employee engagement initiatives.
• Office lunch benefits.
• 401(k) matching planned for January 1, 2027.
• Benefits may vary based on country, region, and eligibility.