Manager, Distribution Readiness & Field Excellence (Remote, US)

Openly

5d•$155,400 - $175,000•Remote

About The Position

Openly is hiring a Manager of Distribution Readiness and Field Excellence to help its distribution organization support expansion into new states and product lines. The role serves as the coaching engine for the field sales team, improving performance through deliberate, repeatable skill development rather than one-off workshops or slide decks. As a player-coach, the manager understands effective field execution and builds structured systems that help representatives succeed in agent conversations. The manager coaches sales representatives, defines field performance standards, and develops learning pathways for onboarding, ongoing development, and market launches in partnership with Sales Enablement. The role establishes coaching cadence and accountability, integrates market and agent feedback into coaching, and owns the skill-development component of new-hire onboarding. It also leads and grows the coaching team, collaborates with Marketing, Product, and Distribution Leadership on launch strategy, and develops onboarding content and best practices for new agency partners.

Requirements

At least 5 years of experience in sales training, learning and development, or field enablement, with a demonstrated record of improving field performance.
Direct one-to-one coaching experience observing sales conversations, identifying skill gaps, and delivering actionable feedback that changes representative behavior.
Familiarity with insurance or B2B intermediary models, such as agents, brokers, or advisors.
Ability to build competency models and structured coaching programs from scratch.
Practical skill-development ability, including turning sales principles into concrete talk tracks, role-play scenarios, and tactical guides.
Credibility and influence to build trust with field representatives and sales leadership.
Clear, field-first communication style that provides simple, actionable resources rather than dense learning and development documentation.
People management capability to lead, hire, and scale a coaching team.

Nice To Haves

Experience building training infrastructure from the ground up in a fast-paced environment while maintaining active field operations.

Responsibilities

Lead one-to-one coaching, call reviews, ride-alongs, and group sessions focused on objection handling, consultative selling, and product positioning.
Build competency models, assessment approaches, and feedback systems to define and support field sales representative growth.
Design long-term learning pathways for representative onboarding, ongoing development, and market launches in partnership with Enablement.
Establish a repeatable team coaching system, including regular check-ins, representative development tracking, and structured feedback loops for field leadership.
Use Voice of Agent feedback, competitive insights, real-time market data, and field observations to adjust representative behaviors.
Own the skill-development component of new-hire onboarding alongside Sales Enablement, preparing representatives for agent conversations from day one.
Manage and grow the coaching team, setting direction, maintaining program quality, and connecting team work to the broader coaching mission.
Collaborate with Marketing, Product, and Distribution Leadership on field launch strategy and execution before new state or product releases.
Design the onboarding framework, content, and best practices that help new agency partners understand Openly and reach production faster.
Travel 30–50%.

Benefits

Remote-first, flexible work model.
Competitive base pay and equity.
Medical, dental, and vision plans.
Life and disability insurance, including voluntary supplemental options.
Up to 8 weeks (320 hours) of paid parental leave for eligible employees, with additional disability coverage available for birthing parents.
401(k) company contribution of 3% of gross income, regardless of employee contributions.
$1,500 upfront home office allowance and a $75 monthly internet stipend.
$2,000 annually for professional development.
$50 monthly personal health and wellness stipend.
Paid volunteer time.
Financial rewards for employee referrals.
Some roles may be eligible for cash incentives or sales commissions, subject to applicable plan terms.