SoloRiff

How to sell to Heads of People at Insurance companies

Heads of People in insurance companies are primarily measured on employee retention rates. They respond to outreach that clearly identifies solutions to high turnover and the associated costs of hiring and training new staff. Demonstrating an understanding of the unique challenges within insurtech, such as adapting to regulatory changes while maintaining a positive workplace culture, 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 employee turnover costs
  • slow claims processing times
  • difficulty adapting to regulatory changes
  • challenges in employee engagement

The playbook

  1. 01

    Identify recent layoffs in insurtech

    Use LinkedIn or industry news to find companies that have recently downsized. Target outreach to Heads of People at these firms, as they are likely focused on rebuilding their teams and improving retention. Highlight your understanding of their current challenges in your messaging.

  2. 02

    Research claims processing bottlenecks

    Investigate common pain points in claims processing within insurance firms, such as slow response times or high error rates. Tailor your outreach to address how improving employee engagement can enhance efficiency and reduce these bottlenecks, making your solution relevant to their immediate concerns.

  3. 03

    Leverage industry-specific events

    Identify upcoming insurtech conferences or webinars where Heads of People are likely to participate. Use these events as a reason to reach out, referencing a specific session or speaker that aligns with your value proposition. This context will make your outreach feel timely and relevant.

  4. 04

    Mention the cost of high turnover

    In your outreach, directly address the financial impact of high turnover in the insurance sector. Provide insights into how your approach can reduce these costs, including recruitment and training expenses. This will resonate with their focus on budget management and operational efficiency.

  5. 05

    Follow up on engagement metrics

    After your initial outreach, track engagement metrics such as email opens and link clicks. If you see interest but no response, follow up with a personalized message referencing their specific pain points or interests. This demonstrates persistence and a tailored approach.

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.

1–10 employees
16.3%
11–50
33.6%
51–200
59.3%
201–1,000
67%
1,000+
88.4%

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 turnover in insurance
  • Streamlining claims processes
  • Engagement strategies for insurtech

Questions

Why do Heads of People in insurance overlook cold outreach?
Heads of People often receive numerous cold emails and may overlook them if they do not immediately address pressing issues like turnover or employee engagement. Personalization and relevance to their specific challenges are crucial for capturing their attention.
What challenges do Heads of People face in insurtech?
They frequently deal with high turnover rates, especially in a competitive market where skilled talent is scarce. Additionally, adapting to rapid technological changes and regulatory shifts can complicate their efforts to maintain an engaged workforce.
How can I demonstrate value to a Head of People in insurance?
You can demonstrate value by clearly outlining how your solution addresses their specific pain points, such as reducing turnover costs or improving claims processing efficiency. Use relevant examples or case studies from the insurance sector to reinforce your message.
What timing is best for outreach to Heads of People?
Reaching out at the beginning of the fiscal year or after industry conferences can be effective, as they may be evaluating new strategies and initiatives. Additionally, following up after a major industry event can capitalize on their heightened interest in innovative solutions.

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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