How to sell to Heads of Sales at Insurance companies
The Head of Sales in the insurance industry is primarily measured on the sales growth percentage. They respond to outreach that clearly identifies how your solution can streamline the claims process or enhance broker relationships. Demonstrating a deep understanding of their specific challenges, such as high customer churn rates or inefficient sales cycles, will capture their attention.
Written and maintained by the SoloRiff team, who build outbound software and run outbound with it. The figures below are our own: we measured 562 insurance company domains over public DNS on 2026-09-03. Last updated 2026-09-03.
What actually hurts
- high customer churn rates
- inefficient sales cycles
- broker compliance issues
The playbook
- 01
Identify teams with high churn rates
Use sales intelligence tools to filter for insurance companies reporting high customer churn rates. Look for recent press releases or news articles indicating a struggle with retention. This identifies a pain point that your outreach can address directly.
- 02
Research recent claims process improvements
Investigate recent innovations in claims processing within the insurance sector. Use LinkedIn to find posts or articles where Heads of Sales discuss these improvements. This will provide context for how your solution can support their efforts.
- 03
Connect with brokers facing compliance challenges
Identify brokers who have recently faced compliance issues, as they may be more open to solutions that enhance their sales process. Use industry forums or LinkedIn groups to find discussions or complaints about these challenges.
- 04
Leverage industry events for outreach
Monitor upcoming insurance industry conferences and webinars. Reach out to Heads of Sales who are attending these events, referencing a specific session that relates to your solution. This creates a timely connection based on shared interests.
- 05
Follow up on engagement metrics
After sending your initial outreach, track engagement metrics such as email opens or clicks on shared content. If you notice a high open rate but no response, follow up with a second email that directly addresses their potential concerns about implementation.
Can insurance companies even receive your mail?
We measured the DNS of 562 insurance companies, sampled evenly across company sizes, to see how many authenticate their own email. It matters in both directions: a domain that does not authenticate is a domain whose team is used to mail going missing — and if your own domain is in the gap, yours is the mail going missing.
Publishes a DMARC policy of quarantine or reject — the domain actually asks receivers to act on failures.
The gap is the finding: 16.3% of 1–10-person companies against 88.4% of the largest — 72 points apart. Small companies are where the unauthenticated domains are, and small companies are who most cold outreach is aimed at.
Where does your domain sit?
Same three lookups, run live against your domain. Nothing is stored and nothing is emailed to you.
How this was measured
Company domains were sampled within employee-count bands, then queried over public DNS for SPF (TXT at the apex), DMARC (TXT at _dmarc.) and MX. One domain per company, deduplicated. Anyone can reproduce any single row of this with dig.
DKIM is deliberately absent. A DKIM key lives under a selector that cannot be enumerated from outside the domain, so a company with flawless DKIM under a name we did not guess would be counted as having none. That would measure our guess list, not the industry.
Domains with no MX record are excluded rather than counted as failures — parked and redirect-only domains would otherwise drag every figure down and make the result an artefact of the sample.
Sampled within bands, so this describes the population of companies, not of employees: a 10-person company counts once, as does a 10,000-person one. Each band is at least 60 domains; bands below that are not published. Figures are percentages of the sample, not of the whole industry, and we publish no company names — only counts.
Measured 2026-09-03. Re-measured monthly.
The full census across every industry — sortable, with sample sizes, free to reuse under CC BY 4.0.
Subject lines that fit
- Reducing churn in insurance sales
- Streamlining your claims process
- Improving broker relationships
Questions
- Why do Heads of Sales in insurance ignore outreach about technology solutions?
- Heads of Sales often ignore outreach if it doesn't directly relate to their immediate pain points, such as customer churn or sales efficiency. They may also feel overwhelmed by generic pitches that lack specific insights into their industry challenges.
- What challenges do Heads of Sales in insurance face with their teams?
- They frequently deal with high turnover rates among sales staff, which disrupts sales continuity. Additionally, adapting to new compliance regulations can strain their teams, as they must balance training and operational efficiency.
- How can I make my outreach stand out to insurance sales leaders?
- To stand out, tailor your message to address specific issues they face, like improving claims processing or enhancing broker communication. Use data or case studies relevant to the insurance industry to demonstrate your solution's effectiveness.
- What timing is best for reaching out to Heads of Sales in insurance?
- Timing your outreach after industry events or during quarterly planning cycles can be effective. These periods often lead to reflection on performance and openness to new solutions that can drive growth.
Or have it run itself
SoloRiff does every step above on its own — finds the companies, finds the people, writes each of them individually, and handles the replies. Drop your URL and watch it work before you sign up for anything.
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