Insurance & benefits · Commercial trucking insurance through agencies
Cover Whale
About Cover Whale
Cover Whale's growth team never sells to truckers directly: it recruits and grows the insurance agencies that quote and bind its commercial auto policies, which are backed by A-rated carrier partners and bundled with DriveSmart telematics and driver coaching. Its site counts about 5,000 brokerage agencies and an 18-minute average time to bind, which is the pitch a rep brings to an agency. The senior opening is a Southwest business development manager, living in California, Arizona or Nevada, who prospects new agency partners through cold calls and trade shows, carries revenue goals for the agencies already appointed, and needs 4 to 6 years of business development or account management with retail and wholesale commercial lines brokers, MGAs or MGUs. Below that, two business development associate roles (North East and Southwest) each run a portfolio of newly onboarded and lower-volume agencies, track their premium against KPIs in the CRM and report on the book at quarterly reviews. The 12 sales-titled listings on its 13-posting board are just these three jobs: the North East associate posted in six states, the Southwest associate in five and the manager once.
Stated by the company
, SalesJobs.Now shows 3 open Cover Whale sales roles.
Cover Whale sales openings
Board read 2 Nov 2026, 18:09 UTCBusiness Development Associate, North East (shows the role here)
Partner sales · Remote· 3d agoDetails
$61,164–$91,000/yr
Comparable sales openings elsewhere
The same sales role at other companies.
Founding Customer Success Manager (shows the role here)
AlwaysHired · Customer success · New York, NY· 4w agoDetails
$100,000/yr
If one of these employers pays a referral fee, it comes from them when you apply here, and your offer stays exactly the same.
- $90,306.40–$125,000/yr
Comparable sales openings elsewhere
Founding GTM (shows the role here)
AlwaysHired · AE · San Francisco, CA· 4w agoDetails
$140,000–$160,000/yr
If one of these employers pays a referral fee, it comes from them when you apply here, and your offer stays exactly the same.
Business Development Associate, South West Region (Remote) (shows the role here)
Partner sales · Remote· 1mo agoDetails
$61,000–$91,000/yr
Comparable sales openings elsewhere
Founding GTM Associate (shows the role here)
AlwaysHired · SDR & BDR · San Francisco, CA· 4w agoDetails
$100,000–$130,000/yrFounding Account Executive (shows the role here)
AlwaysHired · AE · Remote· 4w agoDetails
$130,000–$200,000/yr
If one of these employers pays a referral fee, it comes from them when you apply here, and your offer stays exactly the same.
Job seekers never pay to use this board. An Apply button opens the employer's own application page, or the page of the recruiting firm filling the seat; only where a company or its recruiting firm pays us for a hire who came from here does that link carry our referral code, and the fee comes from them, never out of the base or OTE the role offers you.
Cover Whale openings by country
Where its sales openings take applicants, country by country.
Cover Whale sales openings in your inbox
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Cover Whale as an employer
Commercial trucking insurance provider founded in 2019 that sells through independent agency partners and is hiring remote agency development staff for the North East and Southwest. Posted pay: Stated per posting (stated by the company).
3 sales openings on its careers board right now3 sales openings at Cover Whale, as its own board showed them 2 Nov 2026.
Base salary plus an annual discretionary bonus, a 401(k) match of up to 4% and medical, dental and vision cover, with occasional travel in territory; no commission plan is named.
US only, fully remote by state: the North East associate in Pennsylvania (Philadelphia), New Jersey (Jersey City), New York, Connecticut, Maryland or Virginia; the Southwest associate in Arizona, New Mexico, Texas, Oklahoma, Nevada, Utah, Colorado, Washington, Idaho, Oregon or California on Pacific hours; the manager in California, Arizona or Nevada.
Caveats
- The pay figure is stated by the company: a reference point from research, not a salary read off today's postings, so negotiate from the offer in front of you.
Pay at Cover Whale
Stated by the company, checked 2026-10-30From our research: stated by the company, checked 2026-10-30
Every posting states a base range: $61,164 to $91,000 for the North East business development associate and $61,000 to $91,000 for the Southwest associate, both set by state pay zone, and $90,306.40 to $125,000 for the Southwest business development manager. None describes a commission plan; each adds an annual discretionary bonus on top of base.
Sales roles Cover Whale hires for
Click a role to see what the job involves, which companies want it and what it posts for pay everywhere.
Breaking into sales? Read the guides first or see what every company posts for pay.
From the forum
Ask salespeople what Cover Whale is like from the inside: comp, quota, the interview loop.
Cover Whale: what candidates ask before applying
Is Cover Whale a good company to sell for?
Commercial trucking insurance provider founded in 2019 that sells through independent agency partners and is hiring remote agency development staff for the North East and Southwest.
Is Cover Whale still an active employer?
Yes. Commercial trucking insurance provider founded in 2019 that sells through independent agency partners and is hiring remote agency development staff for the North East and Southwest. How its pay is structured: Base salary plus an annual discretionary bonus, a 401(k) match of up to 4% and medical, dental and vision cover, with occasional travel in territory; no commission plan is named.
What does a sales job at Cover Whale pay?
Stated per posting. Every posting states a base range: $61,164 to $91,000 for the North East business development associate and $61,000 to $91,000 for the Southwest associate, both set by state pay zone, and $90,306.40 to $125,000 for the Southwest business development manager. None describes a commission plan; each adds an annual discretionary bonus on top of base.
Is selling for Cover Whale worth it?
Posted pay at Cover Whale: Stated per posting (stated by the company). Insurance sales suit reps who can explain coverage plainly, work patiently with brokers and keep a book of renewals growing.
How is Cover Whale's sales comp put together?
Base salary plus an annual discretionary bonus, a 401(k) match of up to 4% and medical, dental and vision cover, with occasional travel in territory; no commission plan is named.
Where are Cover Whale's sales roles based?
US only, fully remote by state: the North East associate in Pennsylvania (Philadelphia), New Jersey (Jersey City), New York, Connecticut, Maryland or Virginia; the Southwest associate in Arizona, New Mexico, Texas, Oklahoma, Nevada, Utah, Colorado, Washington, Idaho, Oregon or California on Pacific hours; the manager in California, Arizona or Nevada.
Weigh Cover Whale against
A claims administrator that handles insurance claims end to end for insurers, MGAs and large corporates, pairing its own AI software with in-house claims handlers in place of a traditional TPA.
Stated per postingStated by the company
Anthem Blue Cross and Simply Healthcare plans for employers, Medicare and Medicaid members and individuals, plus Carelon services such as CarelonRx pharmacy benefits, BioPlus specialty pharmacy and Paragon infusion therapy, sold to employers, brokers, state agencies, seniors and referring physician offices.
Stated per postingStated by the company
Sells commercial insurance (general liability, commercial auto, property, cyber, umbrella and bonds) to small businesses, with AI doing intake and quoting and licensed people closing.
$158k–$246k/yrTypical pay, live
Term, whole, final expense and indexed universal life insurance with no medical exam, plus annuities and wills, sold online and by phone to US families and through a digital platform used by independent agents and agencies.
$140k–$358k/yrTypical pay, liveCompanies are listed by what an application there is worth to you, and one that pays us a fee for hires sent from here gets a lift in that order; the fee never touches the base or OTE a company offers.
Hiring salespeople at Cover Whale? We find your reps (the hiring decision stays yours).