1

Flex Email Outreach Jobs (NOW HIRING)

Senior Account Executive

New York, NY · On-site

$152K - $190K/yr

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment ... Own the entire sales cycle, from prospecting and initial outreach to negotiation, closing, and ...

... outreach approach. This role is ideal for a self-starter who thrives in a fast-paced ... Build and manage a high-velocity prospecting engine across outbound channels (email, phone ...

next page

Showing results 1-20

Flex Email Outreach information

See salary details

$13

$25

$42

How much do flex email outreach jobs pay per hour?

As of Jun 10, 2026, the average hourly pay for flex email outreach in the United States is $25.78, according to ZipRecruiter salary data. Most workers in this role earn between $18.27 and $34.13 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Flex Email Outreach Specialist, and why are they important?

To thrive as a Flex Email Outreach Specialist, you need strong written communication skills, attention to detail, and experience in lead generation or marketing, often supported by familiarity with CRM systems. Proficiency with email outreach platforms, automation tools like Mailshake or Outreach.io, and knowledge of tracking analytics are typically required. Persuasiveness, adaptability, and persistence are essential soft skills to engage prospects and adjust strategies as needed. These skills ensure effective outreach campaigns that drive engagement and conversion, which are crucial for business growth.

What is a Flex Email Outreach specialist?

A Flex Email Outreach specialist is a professional responsible for creating, sending, and managing targeted email campaigns to reach potential clients, partners, or leads. Their goal is to build relationships, generate interest, and drive responses or conversions for a business or project. They use data-driven strategies to personalize messages, track campaign performance, and continuously optimize outreach efforts. Flex roles typically refer to positions with flexible hours or remote work options, allowing specialists to adapt their schedules according to business needs.

What is the difference between Flex Email Outreach vs Email Marketing Specialist?

AspectFlex Email OutreachEmail Marketing Specialist
Primary FocusPersonalized outreach and lead generation via emailDeveloping and executing email marketing campaigns
Skills RequiredCold emailing, prospecting, communicationEmail campaign management, analytics, copywriting
Work EnvironmentRemote or office-based, B2B sales or outreach teamsMarketing teams, digital marketing agencies
CertificationsNone specific, sales or outreach experience preferredCertifications in digital marketing or email marketing tools

Flex Email Outreach focuses on personalized email campaigns to generate leads and build relationships, often involving cold outreach. Email Marketing Specialists design and manage broader email campaigns aimed at nurturing leads and engaging existing customers. While both roles involve email communication, their strategies, skills, and objectives differ significantly.

What are some common challenges faced in a Flex Email Outreach role and how can they be overcome?

A common challenge in a Flex Email Outreach role is achieving high response rates, as many recipients may ignore or filter outreach emails. To overcome this, it's important to personalize messages, research recipients thoroughly, and test different subject lines and content. Additionally, managing a high volume of outreach while maintaining quality can be demanding, so using email automation tools and maintaining organized tracking systems is key. Collaborating closely with sales or marketing teams also helps refine messaging strategies and reach target audiences more effectively.
More about Flex Email Outreach jobs
What cities are hiring for Flex Email Outreach jobs? Cities with the most Flex Email Outreach job openings:
What are the most commonly searched types of Email Outreach jobs? The most popular types of Email Outreach jobs are:
What states have the most Flex Email Outreach jobs? States with the most job openings for Flex Email Outreach jobs include:
Senior Small Business Development Representative

Senior Small Business Development Representative

The Hartford

Chicago, IL • Hybrid

$65K - $97K/yr

Full-time

Posted 24 days ago


The Hartford rating

8.8

Company rating: 8.8 out of 10

Based on 103 frontline employees who took The Breakroom Quiz

53rd of 260 rated insurance


Job description

SB Sr. New Bus Dev Rep - SH08HE

We're determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals - and to help others accomplish theirs, too. Join our team as we help shape the future.

This role sits within the Small Business New Business Development Team and plays a key role in driving growth by improving win rates on consolidation quotes.

Through proactive sales strategies, deep agent engagement, and close collaboration across Consolidation, Sales, and Underwriting, this position directly contributes to business expansion.

Key Responsibilities:

  • Drive sales activity on consolidation quotes by engaging agents through outbound phone and email outreach to advance quoted opportunities toward placement.

  • Execute outreach aligned to Consolidation and Small Business Unit design, as well as The Hartford (HIG) and agency parameters.

  • Manage contact timing and frequency based on quote maturity, premium size, and additional needs surfaced through agent discussions.

  • Review consolidation quotes prepared by the Consolidation team to understand coverage, pricing position, and competitive considerations prior to agent engagement.

  • Identify Account Executives with multiple policies that should be addressed through a coordinated sales conversation to improve consolidation outcomes.

  • Prepare for agent conversations by evaluating selling points, coverage differentiators, payroll billing considerations, My Account features, and other value elements to support sales discussions beyond price.

  • Answer coverage and appetite questions and reinforce Hartford appetite boundaries across Standard Products, Global Specialty, Excess & Surplus, and Flex offerings.

  • Engage agency partners directly to confirm intent, overcome objections, and move consolidation quotes to placement.

  • Request pricing adjustments when needed by coordinating with Underwriting and internal partners to support closing activity.

  • Communicate agent feedback to Partner Managers and Underwriting when business does not move forward, including clearly documenting reasons for lost opportunities.

  • Track, organize, and manage consolidation sales activity using CRM and calendaring tools, including engagement status, next steps, and outreach cadence, to ensure strong pipeline management, visibility, and consistent execution.

  • Achieve established sales performance expectations tied to consolidation engagement, wins and successful transition to HIG.

  • Demonstrate ownership of results by proactively identifying and addressing barriers that prevent opportunities from closing.

  • Support additional sales initiatives as needed, including Book Quoting Commitments and large account activity.

Qualifications:

  • 2+ years of experience in sales or sales support in a commercial insurance environment is required.

  • Ability to learn and apply Small Business products, underwriting appetite, pricing concepts, and consolidation sales strategies through training and onthejob experience.

  • Comfortable working in Microsoft tools, including Outlook, Excel, Teams, and shared documentation platforms, to organize work, track activity, and manage a sales pipeline.

  • Experience with Salesforce or similar CRM tools preferred, with the ability to learn and effectively use CRM systems to manage opportunities, document activity, and support sales outcomes.

  • Willingness and ability to use AIenabled tools and data insights to prioritize opportunities, support outreach, and improve sales execution.

  • Strong organizational skills with the ability to manage multiple active opportunities, maintain disciplined contact cadences, and ensure consistent followthrough.

  • Salesdriven mindset with a focus on agent engagement, opportunity progression, and delivering measurable results.

  • Demonstrated ownership and accountability for outcomes, including followthrough on commitments and timely escalation of issues.

  • Strong written and verbal communication skills with the ability to influence agents and work effectively with internal partners.

  • Ability to operate in a fastpaced, evolving environment while maintaining accuracy and structure.

This role will have a Hybrid work schedule, with the expectation of working in an office 3 days a week (Tuesday through Thursday).

Compensation

The listed annualized base pay range is primarily based on analysis of similar positions in the external market. Actual base pay could vary and may be above or below the listed range based on factors including but not limited to performance, proficiency and demonstration of competencies required for the role. The base pay is just one component of The Hartford's total compensation package for employees. Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition. The annualized base pay range for this role is:

$65,120 - $97,680

Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age

About Us|Our Culture|What It's Like to Work Here|Perks & Benefits


What The Hartford employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom


Hartford logo

About Hartford

Sourced by ZipRecruiter

Hartford Financial Services Group, widely recognized as The Hartford, is a renowned company based in Hartford, CT, US. Established in 1810, it has evolved into an industry leader in the insurance and financial services sector, proudly serving more than one million businesses in the US. The Hartford is committed to offering a gamut of insurance products that include homeowners, automobile, and business insurance as well as employee benefits and mutual funds. The company’s core values revolve around customer-focused innovations, diversity and inclusion, and ethical dealings that have earned them a customer-centric reputation. This shapes their mission which revolves around aiding their clients to overcome unforeseen obstacles and enhancing their wealth over time. Among the company's noted accomplishments is being consistently listed among the World's Most Ethical Companies, a testament to their unwavering commitment towards responsible business practices.

Industry

Finance and insurance

Company size

10,000+ Employees

Headquarters location

Hartford, CT, US

Year founded

1810

Social media