Strategic Sales Executive Jobs
Strategic Sales Executive jobs are open across enterprise software, financial services, healthcare, and manufacturing, at levels from senior individual contributor to vice president, with common specializations in consultative selling, account-based growth, and complex deal management. Find a role that fits from the openings below and apply directly.
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About Portside
Portside is a leading provider of cloud-based software solutions for the global aviation industry. Our platform powers critical operations across business aviation, regional airlines, and aircraft leasing & finance, helping over 1,000 aviation organizations streamline operations, improve decision-making, and operate more efficiently.
Backed by leading technology investors Vista Equity Partners and Insight Partners, Portside is entering an exciting phase of growth. We are expanding our platform, investing in AI driven innovation, and building a global team focused on shaping the future of aviation technology.
Job Summary
Portside is seeking a Strategic Sales Executive to drive growth across a portfolio of key aviation customers and prospects. This role is responsible for developing executive relationships, identifying expansion opportunities, and positioning Portside as a long-term technology partner across multiple aviation segments, including charter, fractional, corporate flight departments, regional airlines, emergency services, and government operators.
The ideal candidate has a consultative, enterprise-sales mindset and a proven ability to manage complex, multi-stakeholder sales cycles. This role will focus on expanding customer relationships, increasing platform adoption, and driving recurring revenue growth through strategic account planning and solution-based selling.
This position requires travel up to 30% of the time.
Key Responsibilities
- Own and grow a portfolio of strategic accounts across charter, fractional, corporate, regional airline, emergency services, and government aviation segments.
- Develop and execute account strategies that drive adoption of the broader Portside platform through cross-sell, upsell, and expansion opportunities.
- Position Portside as a strategic technology partner by aligning solutions to customers' operational, financial, and commercial objectives.
- Build and maintain executive-level relationships with key stakeholders, including C-suite leaders, operations teams, finance organizations, maintenance leaders, flight departments, and IT teams.
- Lead complex sales cycles from opportunity identification through negotiation, contracting, and successful handoff to implementation and customer success teams.
- Collaborate closely with Customer Success, Product, Marketing, and Leadership teams to maximize customer value and long-term account growth.
- Identify opportunities created by mergers, acquisitions, fleet growth, operational changes, and evolving regulatory requirements.
- Maintain a deep understanding of aviation market trends, customer challenges, competitive dynamics, and emerging technology solutions.
- Deliver accurate forecasting, pipeline management, account planning, and territory management while consistently achieving revenue objectives.
- Act as the voice of the customer by providing market intelligence, competitive insights, and product feedback to support Portside's product and go-to-market strategies.
- Leverage CRM, sales intelligence, and AI-assisted tools to improve account planning, prospecting, forecasting, and customer engagement.
- Represent Portside at industry events, conferences, and customer meetings to strengthen relationships and expand market presence.
Qualifications
- 5+ years of experience in enterprise SaaS sales or strategic account management roles.
- Experience selling into aviation, transportation, logistics, financial services, or other complex operational industries is preferred.
- Proven track record of growing existing accounts through expansion, cross-sell, upsell, and strategic relationship management.
- Experience managing complex sales cycles involving multiple stakeholders and executive-level decision-makers.
- Strong consultative selling skills with the ability to align technology solutions to business outcomes.
- Experience developing and executing strategic account plans and territory growth strategies.
- Strong communication, presentation, negotiation, and relationship-building skills.
- Ability to leverage data, analytics, CRM platforms, and AI-assisted tools to drive sales effectiveness and forecasting accuracy.
- Knowledge of business aviation operations, fleet management, flight operations, maintenance, or aviation technology is a strong plus.
- Ability to thrive in a fast-paced, high-growth, and collaborative environment.
What We Offer
- Competitive salary and performance-based commission structure.
- Health, dental, and vision insurance.
- Flexible remote work environment.
- Professional development and career growth opportunities.
- Opportunity to help shape the future of aviation technology at a rapidly growing, market-leading software company.
Portside is an equal-opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
About Portside
Portside is a leading provider of cloud-based software solutions for the global aviation industry. Our platform powers critical operations across business aviation, regional airlines, and aircraft leasing & finance, helping over 1,000 aviation organizations streamline operations, improve decision-making, and operate more efficiently.
Backed by leading technology investors Vista Equity Partners and Insight Partners, Portside is entering an exciting phase of growth. We are expanding our platform, investing in AI driven innovation, and building a global team focused on shaping the future of aviation technology.
Job Summary
Portside is seeking a Strategic Sales Executive to drive growth across a portfolio of key aviation customers and prospects. This role is responsible for developing executive relationships, identifying expansion opportunities, and positioning Portside as a long-term technology partner across multiple aviation segments, including charter, fractional, corporate flight departments, regional airlines, emergency services, and government operators.
The ideal candidate has a consultative, enterprise-sales mindset and a proven ability to manage complex, multi-stakeholder sales cycles. This role will focus on expanding customer relationships, increasing platform adoption, and driving recurring revenue growth through strategic account planning and solution-based selling.
This position requires travel up to 30% of the time.
Key Responsibilities
- Own and grow a portfolio of strategic accounts across charter, fractional, corporate, regional airline, emergency services, and government aviation segments.
- Develop and execute account strategies that drive adoption of the broader Portside platform through cross-sell, upsell, and expansion opportunities.
- Position Portside as a strategic technology partner by aligning solutions to customers' operational, financial, and commercial objectives.
- Build and maintain executive-level relationships with key stakeholders, including C-suite leaders, operations teams, finance organizations, maintenance leaders, flight departments, and IT teams.
- Lead complex sales cycles from opportunity identification through negotiation, contracting, and successful handoff to implementation and customer success teams.
- Collaborate closely with Customer Success, Product, Marketing, and Leadership teams to maximize customer value and long-term account growth.
- Identify opportunities created by mergers, acquisitions, fleet growth, operational changes, and evolving regulatory requirements.
- Maintain a deep understanding of aviation market trends, customer challenges, competitive dynamics, and emerging technology solutions.
- Deliver accurate forecasting, pipeline management, account planning, and territory management while consistently achieving revenue objectives.
- Act as the voice of the customer by providing market intelligence, competitive insights, and product feedback to support Portside's product and go-to-market strategies.
- Leverage CRM, sales intelligence, and AI-assisted tools to improve account planning, prospecting, forecasting, and customer engagement.
- Represent Portside at industry events, conferences, and customer meetings to strengthen relationships and expand market presence.
Qualifications
- 5+ years of experience in enterprise SaaS sales or strategic account management roles.
- Experience selling into aviation, transportation, logistics, financial services, or other complex operational industries is preferred.
- Proven track record of growing existing accounts through expansion, cross-sell, upsell, and strategic relationship management.
- Experience managing complex sales cycles involving multiple stakeholders and executive-level decision-makers.
- Strong consultative selling skills with the ability to align technology solutions to business outcomes.
- Experience developing and executing strategic account plans and territory growth strategies.
- Strong communication, presentation, negotiation, and relationship-building skills.
- Ability to leverage data, analytics, CRM platforms, and AI-assisted tools to drive sales effectiveness and forecasting accuracy.
- Knowledge of business aviation operations, fleet management, flight operations, maintenance, or aviation technology is a strong plus.
- Ability to thrive in a fast-paced, high-growth, and collaborative environment.
What We Offer
- Competitive salary and performance-based commission structure.
- Health, dental, and vision insurance.
- Flexible remote work environment.
- Professional development and career growth opportunities.
- Opportunity to help shape the future of aviation technology at a rapidly growing, market-leading software company.
Portside is an equal-opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
Strategic Sales Executive Jobs by Experience Level
Top Cities Hiring Strategic Sales Executives
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Find JobsStrategic Sales Executive Job Market
Who's Hiring
- Databricks17
- ADP16
- CVS Health16
- Datadog13
- Braze12
Top Industries Hiring
- Technology & Software77
- Cybersecurity8
- Banking & Financial Services8
- Marketing & Advertising5
- Biotechnology & Pharmaceuticals5
What Employers Look For
The qualifications that appear most often in strategic sales executive jobs.
- 7 or more years of B2B or enterprise sales experience with consistent quota attainment
- Demonstrated ability to manage complex, multi-stakeholder sales cycles from prospecting to close
- Experience with CRM platforms such as Salesforce or Microsoft Dynamics for pipeline management
- Bachelor's degree in business, marketing, or a related field, or equivalent professional experience
- Strong command of consultative and solution-based selling methodologies such as MEDDIC or Challenger
- Ability to develop and execute territory or account plans aligned to company revenue targets
Tips for Your Strategic Sales Executive Job Search
Quantify revenue impact on your resume
Strategic sales executive roles attract heavy competition, so every bullet on your resume needs a number tied to outcomes. Replace vague phrases like 'managed enterprise accounts' with closed revenue, average deal size, and quota attainment percentage for each role.
Apply early to roles that fit
Migrate Mate lists strategic sales executive openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Tailor your pitch to each vertical
Hiring managers in healthcare, fintech, and manufacturing each want proof you understand their sales cycle length and buyer committee. Pull two or three industry-specific deal examples from your background and adapt your cover note to the vertical before you apply.
Prepare a strategic territory plan sample
Many executive-level panels ask you to walk through how you would build a territory or account plan from scratch. Prepare a one-page framework using a real market you have worked before so you can speak to it credibly without disclosing confidential data.
Negotiate total compensation, not just base
Strategic sales executive offers almost always include variable components that differ widely between companies. Before your final conversation, clarify the on-target earnings structure, ramp period treatment, and any equity or long-term incentive component so you are comparing full packages.
Follow up with a deal case study
After a final-round interview, send a one-paragraph note that references a specific deal challenge discussed and briefly outlines how you resolved a comparable situation. This keeps your name tied to a concrete example while most other candidates send only a generic thank-you.
Strategic Sales Executive Jobs: Frequently Asked Questions
Which companies are hiring the most strategic sales executives?
The companies hiring the most strategic sales executives right now include Databricks, ADP, and CVS Health, with the largest share of openings in California, New York, and Texas, based on current listings on Migrate Mate as of November 2026. Demand is concentrated in enterprise software, financial services, and healthcare technology sectors.
How many strategic sales executive jobs are remote?
About 88% of strategic sales executive openings are fully remote or hybrid as of November 2026, reflecting the role's suitability for distributed work given its reliance on video-based discovery calls and digital pipeline management. Fully remote openings are most common in SaaS and cloud infrastructure, where in-person territory coverage is less critical than in manufacturing or medical device sales.
How do you become a strategic sales executive?
Most strategic sales executives build toward the role by starting in quota-carrying individual contributor positions, then advancing through senior account executive or regional manager roles where they manage complex deals and mentor junior reps. Developing fluency in a specific vertical, mastering an enterprise sales methodology, and building a documented record of closing large or long-cycle deals are the most common stepping stones to executive-level titles.
Can you get a strategic sales executive role without a long sales background?
Breaking in without extensive sales experience is difficult at the executive level, but candidates from adjacent fields such as management consulting, investment banking, or solutions engineering do make the transition by emphasizing deal structuring, executive relationship management, and revenue-linked outcomes. Targeting smaller companies or high-growth startups where titles run ahead of experience requirements is a practical entry point, as is moving into a senior account executive role first and pursuing the executive title within two to three years.
What does the strategic sales executive interview process look like?
The process typically starts with a recruiter screen focused on career history and compensation expectations, followed by a hiring manager conversation that probes deal methodology and quota performance in depth. Finalists are usually asked to complete a presentation or territory planning exercise before a panel round with sales leadership, cross-functional stakeholders, or a chief revenue officer. Reference checks and a compensation discussion close the process, and the full cycle often runs four to six weeks from first contact.
Where can I find and apply to strategic sales executive jobs?
You can find and apply to strategic sales executive jobs on Migrate Mate, which lists current openings from across the United States. Find roles that fit your background and apply directly to each listing without any extra steps in between.
See All 587+ Strategic Sales Executive Jobs
Find roles that match your experience and apply in just a few clicks.
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