Remote Executive Sales Specialist Jobs
Remote Executive Sales Specialist jobs are open across the U.S. in sectors including enterprise software, financial services, healthcare technology, and professional services, where distributed sales teams are standard. Companies actively hiring remote executive sales specialists right now include Litify, BlackRock, and K&L GATES. Find a role that fits below and apply directly.
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Crum & Forster (C&F), with a proud history dating to 1822, provides specialty and standard commercial lines insurance products through our admitted and surplus lines insurance companies. C&F enjoys a financial strength rating of "A+" (Superior) by AM Best and is proud of our superior customer service platform. Our claims and risk engineering services are recognized as among the best in the industry.
Our most valuable asset is our people: more than 2000 employees in locations throughout the United States. The company is increasingly winning recognition as a great place to work, earning several workplace and wellness awards, including the 2025 Great Place to Work® Award for our employee-first focus and our steadfast commitment to diversity, equity and Inclusion.
C&F is part of Fairfax Financial Holdings, a global, billion dollar organization. For more information about Crum & Forster, please visit our website: www.cfins.com.
Job Description:Our Surplus & Specialty Lines (S&S) Division develops customized coverage solutions for complex exposures, difficult-to-insure risks and niche segments of the market. S&S has over 850 employees (including more than 250 based in India), 10+ locations in the United States and 2 locations in India. Our product reach includes Sharing Economy, Environmental, Energy, Transportation, Construction, Excess & Umbrella, Primary Special Risk, Security, and other industry segments. S&S is the second largest division within C&F at over $1.5 billion in annual gross written premium.
S&S Transportation & Sharing Economy is seeking an experienced Executive Claims Specialist to join our dynamic team. In this role, you will provide expert oversight of Bodily Injury (BI); Property Damage (PD) and Personal Injury Protection (PIP) claims managed by Third-Party Administrators (TPAs), specifically arising from rideshare-related incidents. The ideal candidate will possess substantial expertise in complex injury claims, with a strong background in the rideshare sector. This is an oversight and technical leadership role rather than a traditional claim-production position.
What you will do for C&F:
- TPA Oversight: Provide technical supervision and guidance for BI and PIP claims handled by TPAs, ensuring adherence to program standards and best practices.
- Claims Management: Apply advanced knowledge to oversee rideshare claims, including coverage analysis and litigation management.
- Technical Excellence: Drive optimal claim outcomes by controlling indemnity, expense, and litigation costs through timely reserving, trial preparation, and resolution strategies.
- Auditing: Conduct regular audits of TPA-managed claims to ensure accuracy, timeliness, and compliance with established procedures.
- Data Analysis: Review claims data, reserve adequacy, and performance metrics to identify trends and recommend process improvements.
- Industry Awareness: Stay informed on evolving rideshare regulations, policy changes, and litigation developments.
- Additional Duties: Perform other related tasks as assigned.
What you will bring to C&F:
- Experience: 6+ years handling complex bodily injury and litigated claims, with direct experience in rideshare claims required.
- Expertise: In-depth knowledge of BI and PIP claim procedures; experience with high-value BI, PIP, and Property Damage exposures related to rideshare incidents.
- Jurisdictional Knowledge: Extensive claims handling experience in Pennsylvania and New York preferred.
- Education: Bachelor’s degree or equivalent experience required; law degree, professional designations, or insurance coursework a plus.
- Licensing: Ability to obtain and maintain required state licenses.
- Communication: Excellent verbal and written communication skills, with the ability to interact effectively at all organizational levels.
- Technical Skills: Proficiency in Microsoft Office suite.
- Travel: Occasional travel may be required.
- Risk Transfer: Understanding of claims policy language and coverage necessary to evaluate Risk Transfer with PAP carriers.
- Competitive compensation package
- Generous 401K employer match
- Employee Stock Purchase plan with employer matching
- Generous Paid Time Off
- Excellent benefits that go beyond health, dental & vision. Our programs are focused on your whole family’s wellness, including your physical, mental and financial wellbeing
- A core C&F tenet is owning your career development, so we provide a wealth of ways for you to keep learning, including tuition reimbursement, industry-related certifications and professional training to keep you progressing on your chosen path
- A dynamic, ambitious, fun and exciting work environment
- We believe you do well by doing good and want to encourage a spirit of social and community responsibility, matching donation program, volunteer opportunities, and an employee-driven corporate giving program that lets you participate and support your community
At C&F you will BELONG
If you require special accommodations, please let us know. We value inclusivity and diversity. We are committed to equal employment opportunity and welcome everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, or Veteran status. If you require special accommodations, please let us know
For California Residents Only: Information collected and processed as part of your career profile and any job applications you choose to submit are subject to our privacy notices and policies, visit https://www.cfins.com/onlineprivacypolicy/ca/noticeatcollection/ for more information.
Crum & Forster is committed to ensuring a workplace free from discriminatory pay disparities and complying with applicable pay equity laws. Salary ranges are available for all positions at this location, taking into account roles with a comparable level of responsibility and impact in the relevant labor market and these salary ranges are regularly reviewed and adjusted in accordance with prevailing market conditions. The annualized base pay for the advertised position, located in the specified area, ranges from a minimum of $67,900.00 to a maximum of $127,600.00. The actual compensation is determined by various factors, including but not limited to the market pay for the jobs at each level, the responsibilities and skills required for each job, and the employee’s contribution (performance) in that role. To be considered within market range, a salary is at or above the minimum of the range. You may also have the opportunity to participate in discretionary equity (stock) based compensation and/or performance-based variable pay programs.
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Who's Hiring



What Employers Look For
The qualifications that appear most often in remote executive sales specialist jobs.
- Demonstrated experience managing and closing complex, high-value enterprise or strategic accounts
- Proficiency with CRM platforms and sales pipeline reporting tools
- Strong consultative selling and solution-positioning skills across a defined territory
- Experience collaborating with marketing, product, and customer success teams on deals
- Bachelor's degree in business, marketing, communications, or a related field
- Familiarity with sales enablement tools, presentation software, and forecasting methodologies
Tips for Your Remote Executive Sales Specialist Job Search
Apply early to remote roles that fit
Migrate Mate lists remote executive sales specialist openings from across the U.S. in one place, so you can find roles that match your background and apply directly without sorting through listings that aren't actually remote.
Show async sales execution in your resume
Remote employers screen for candidates who close deals without relying on in-person contact. Quantify results from email sequences, video demos, or virtual executive presentations. Naming the tools you used, Salesforce, Outreach, or Zoom, makes your remote sales process concrete and verifiable.
Prepare for structured remote interviews
Remote hiring panels for executive sales specialists often include a mock discovery call or a live pitch exercise over video. Practice narrating your sales methodology out loud, covering objection handling and stakeholder mapping, so your process is visible to interviewers who can't observe you in a room.
Signal written communication strength early
Remote executive sales roles depend on persuasive written outreach more than office-based roles do. Include a brief sample in your application, a cold email sequence or a deal summary memo, to show you can move a buyer forward without a phone call or in-person meeting.
Remote Executive Sales Specialist Jobs: Frequently Asked Questions
How do I get a remote executive sales specialist job?
Remote executive sales specialist roles go to candidates who can demonstrate self-directed pipeline management and clear written communication without relying on office proximity. Remote-first SaaS companies, fintech firms, and healthcare technology vendors are the most consistent hirers. What gives you an edge is a documented ability to close enterprise deals asynchronously, fluency with CRM platforms like Salesforce or HubSpot, and a history of managing long sales cycles independently.
Which companies hire remote executive sales specialists?
Companies hiring remote executive sales specialists right now include Litify, BlackRock, and K&L GATES, based on current remote listings on Migrate Mate as of November 2026. The majority are remote-first or distributed-team organizations in enterprise software, financial services, and healthcare technology, where field-independent sales motions are built into the business model.
Can you get a remote executive sales specialist job with no experience?
Yes, but remote entry-level executive sales specialist roles are harder to land because employers expect you to manage outreach, follow-ups, and pipeline reporting without day-to-day supervision. The companies most open to entry-level remote candidates are early-stage SaaS startups and inside sales teams. Showing a completed sales certification, a mock prospecting sequence, or measurable results from any client-facing role strengthens your application significantly.
Do you need a degree for remote executive sales specialist jobs?
Not always. Remote employers in this role weigh demonstrated sales performance, familiarity with enterprise sales methodologies, and CRM proficiency far more heavily than a degree. Candidates who can point to closed deals, quota attainment, or a structured prospecting process consistently advance past candidates with credentials but no results. A degree can help at larger enterprise employers, but it rarely overrides a strong book of work.
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