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Director of Sales, Commercial Risk - Middle Market

The Baldwin Group

Company websitebaldwin.com (The Baldwin Group, opens in new tab)

Base salary From $150K

Employer-published annual base salary, USD. Advertised base range in Boston, MA

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  • LocationBoston, MA
  • WorkplaceWorkplace not stated
  • Status at last checkSource accepting applications when checked
  • Last checked (18 min ago) · observed since

About this job

The Baldwin Group is an award-winning entrepreneur-led and inspired insurance brokerage firm delivering expertly crafted Commercial Insurance and Risk Management, Private Insurance and Risk Management, Employee Benefits and Benefit Administration, Asset and Income Protection, and Risk Mitigation strategies to clients wherever their passions and businesses take them throughout the U.S. and abroad. The Baldwin Group has award-winning industry expertise, colleagues, competencies, insurers, and most importantly, a highly differentiated culture that our clients consider an invaluable expansion of their business. The Baldwin Group (NASDAQ: BWIN), takes a holistic and tailored approach to insurance and risk management.

Position Summary: The Director of Sales, Commercial Risk will be responsible for developing and executing sales strategies to meet revenue targets, managing a team of sales professionals, and ensuring compliance with regulatory requirements.

Primary Responsibilities:

  • Develop and implement sales strategies to meet revenue and growth targets, identifying opportunities for new sales channels and leading the expansion into new markets.

  • Hire, manage, and provide coaching and support to a team of sales professionals to ensure they meet performance targets and provide excellent customer service.

  • Manage key client relationships, including identifying opportunities to upsell and cross-sell insurance products and services.

  • Develop and maintain up-to-date knowledge of insurance products and services, ensuring that sales professionals are equipped to provide accurate and timely advice to clients.

  • Monitor sales performance and provide feedback and coaching to improve productivity and meet performance targets.

  • Ensure compliance with regulatory requirements and company policies and procedures.

  • Collaborate with other departments to ensure that the insurance division is integrated effectively with other business lines.

  • Develop and maintain up-to-date knowledge of market trends and competitor activities and adjust strategies accordingly.


Knowledge, Skills & Abilities:

  • Strong leadership skills and ability to manage a high-performing team

  • Excellent communication skills, both oral and written

  • Strong analytical and problem-solving skills

  • Ability to develop and implement sales strategies to meet revenue targets

  • In-depth knowledge of Medicare insurance regulations and compliance requirements

  • Ability to work collaboratively with other departments to achieve organizational goals

  • Basic knowledge of Microsoft Office products and mobile device platforms and intermediate Excel skills

  • Must demonstrate core values, exuding behavior aligned with the firms' culture


Education & Experience:

  • 7 - 10+ years of experience in financial services, commercial risk management or insurance sales

  • At least 5+ years of experience in a leadership role

  • Bachelor's degree/certifications or equivalent experience in Business, Finance, Insurance, or related field preferred

The starting pay for this position is $150,000+ annually. Salary is negotiable upon time of hire.

IMPORTANT NOTICE: This position description is intended to describe the level of work required of the person performing in the role and is not a contract. The essential responsibilities are outlined; other duties may be assigned as needs arise or as required to support the organization. All requirements may be subject to reasonable accommodation to applicants and colleagues who need them for medical or religious reasons.

#LI-JK1

Click here for some insight into our culture!

The Baldwin Group will not accept unsolicited resumes from any source other than directly from a candidate who applies on our career site. Any unsolicited resumes sent to The Baldwin Group, including unsolicited resumes sent via any source from an Agency, will not be considered and are not subject to any fees for any placement resulting from the receipt of an unsolicited resume.

Source: The Baldwin Group on Workday · View original posting (opens in new tab)

How this pay compares

Base floor $150,000, above 61% of the 167 Sales roles in Massachusetts on this site. Observed open for 16 days so far (since Oct 23, 2026).

Pay in context

Among 167 Sales roles in Massachusetts listed on this site, the median base floor is $139,230 and the middle half runs from $120,000 to $166,500. This role's floor ($150,000) is above 61% of them; 10 others list the same floor.

Base floors of 167 Sales roles in Massachusetts

Base floors of 167 Sales roles in Massachusetts$100K to $125K: 30.5% (51); $125K to $150K: 31.1% (52); $150K to $175K: 17.4% (29); $175K to $200K: 10.2% (17); $200K to $225K: 4.2% (7); $225K to $250K: 1.8% (3); $250K to $275K: 3.0% (5); $275K and up: 1.8% (3)0%10%20%30%40%31%10031%12517%15010%1754%2002%2253%2502%275This job $150K
Each bar counts postings on this site by published base floor, in $K. The marker is this job's floor.
Table
Base floors of 167 Sales roles in Massachusetts
Floor bandSharePostings
$100K to $125K30.5%51
$125K to $150K31.1%52
$150K to $175K17.4%29
$175K to $200K10.2%17
$200K to $225K4.2%7
$225K to $250K1.8%3
$250K to $275K3.0%5
$275K and up1.8%3
How this is calculated
Statistic
Base floor distribution of the cohort
Formula
count of cohort postings in each $25K band of published base floor / postings in the cohort
Denominator
167 open postings with this job family in Massachusetts
Sample size
167
Hidden when
needs at least 30 postings in the cohort
Calculation version
jobpage-analysis-v1
Data as of
2026-11-08
Employer set
Open jobs on this site that publish a base salary of $100,000 or more

Only jobs on this site count, and each one publishes a base salary of $100,000 or more, so this compares six-figure jobs with each other, not with the whole market. Computed Nov 8, 2026.

State against nationwide

Median base floor in Massachusetts vs nationwide

Median published base floor of the same job family, in this state and across all states, next to this job's floor.
Table
Median base floor in Massachusetts vs nationwide
Valuepostings
Sales, Massachusetts$139,230167
Sales, all states$141,4504,310
This job's base floor (marked)$150K
How this is calculated
Statistic
Median floor, state vs nationwide
Formula
median published base floor of each cohort
Denominator
open postings of this job family
Sample size
167 in Massachusetts; 4310 nationwide
Hidden when
needs at least 30 postings in both cohorts
Calculation version
jobpage-analysis-v1
Data as of
2026-11-08
Employer set
Open jobs on this site that publish a base salary of $100,000 or more

How The Baldwin Group pays

2 of The Baldwin Group's 14 live roles on this site list a higher base floor and 8 list a lower one. Across them the median floor is $130,000; the middle half runs from $110,000 to $150,000.

Base floors of The Baldwin Group's 14 live roles

Base floors of The Baldwin Group's 14 live roles$100K to $125K: 42.9% (6); $125K to $150K: 14.3% (2); $150K to $175K: 28.6% (4); $175K to $200K: 0.0% (0); $200K to $225K: 7.1% (1); $225K to $250K: 7.1% (1)0%15%30%45%43%10014%12529%1500%1757%2007%225This job $150K
Each bar counts this employer's live roles by published base floor, in $K. The marker is this job's floor.
Table
Base floors of The Baldwin Group's 14 live roles
Floor bandShareRoles
$100K to $125K42.9%6
$125K to $150K14.3%2
$150K to $175K28.6%4
$175K to $200K0.0%0
$200K to $225K7.1%1
$225K to $250K7.1%1
How this is calculated
Statistic
Employer base floor distribution
Formula
count of the employer's open roles in each $25K band of published base floor / its open roles
Denominator
14 open public roles at this employer
Sample size
14
Hidden when
needs at least 5 roles
Calculation version
jobpage-analysis-v1
Data as of
current
Employer set
Open jobs on this site that publish a base salary of $100,000 or more

Similar pay elsewhere

Other employers' Sales roles in Massachusetts with the nearest published base floor to $150,000, one per employer.

This range next to 6 other live The Baldwin Group roles with the nearest advertised base floor
Chart as a table
This range next to 6 other live The Baldwin Group roles with the nearest advertised base floor
RolePublished base
Director of Sales, Commercial Risk - Middle Market (this listing)From $150K
VP, Account Executive, Professional & Cyber Solutions$150K - $175K
VP, Account Executive, Professional & Cyber Solutions$150K - $175K
Placement Director, Commercial Risk - IAS NortheastFrom $150K
Captive Consulting ManagerFrom $135K
Advisor, Commercial Risk - Middle MarketFrom $125K
Client Relationship Manager, Employee Benefits - IAS, WestFrom $113K

Same $100K to $400K scale as every card. All The Baldwin Group roles · How to read the bar

Observed changes

No changes to the pay or listing since we first observed this role on Oct 23, 2026 (16 days ago).

  1. First observed on the employer's board, already publishing a qualifying base salary
Observed since
Employer-stated posting date
2026-10-22
Where this pay comes from

Location as the employer wrote it: Boston, Massachusetts, US

The starting pay for this position is $150,000+ annually. Salary is negotiable upon time of hire.

Method
Employer text, read with fixed rules and re-verified
Checked
Rule set
us-base-v2

The pay passage appears in the employer's own job text. Fixed, deterministic rules located it, and the passage below was checked against the stored copy of the posting.

What we verified

  • The pay figures come from the employer's own listing, quoted exactly above.
  • The pay is an annual base salary in US dollars with a minimum of at least $100,000.
  • The role was publicly listed on the employer's job board when last checked.

We do not verify what the employer will actually offer, whether the employer is still recruiting for the role, or anything beyond what the employer published. Full methodology.

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