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Scale To Win
Remote Sr. Sales Manager - PoliticalScale To Win • Chesapeake, Virginia
Remote Sr. Sales Manager - Political

Remote Sr. Sales Manager - Political

Scale To Win • Chesapeake, Virginia
26 days ago
Job type
  • Full-time
  • Part-time
  • Remote
Job description

About Scale to Win

Scale to Win is a fully-remote, progressive, political tech company founded in 2020 by organizing leaders from the Biden/Harris, Bernie 2020, Warren 2020, Bernie 2016, and Hillary for America Presidential campaigns. Our product offerings include Scale to Win Text, our “all-in-one” shortcode and longcode texting tool, and the Scale to Win Dialer, a predictive calling tool. Scale to Win also offers turnkey “We Text” services, where our team builds text campaigns, sends messages, collects data, and ensures compliance on behalf of clients.

We work with more than 3,000 Democratic and progressive campaigns and organizations, driving change. Current and past clients include the Biden-Harris campaign, the Democratic National Committee, the Working Families Party, the AFL-CIO, UFCW, MoveOn, and For Our Future.

Scale to Win is hiring a Product Designer to lead end-to-end design for high-impact product initiatives.

About the Role

The Sr. Sales Manager is responsible for implementing day-to-day sales, contributing to expanding business with existing clients and bringing in additional business to support Scale to Win to meet its overall revenue goals.

This role owns sales tickets, ensuring successful and timely resolution of all issues, while coordinating contracting and conducting outreach and prospect research to generate new leads and identify opportunities to sell additional products and services to existing clients primarily in the political space targeting consultants, candidates, etc.

Core Responsibilities

Sales (65%)

  • Own individual sales pipeline, and dedicated committed contract revenue, ensuring that prospective clients, generally spending greater than $100k per political cycle, are moved toward closing in an efficient manner and the individual's sales quota quarterly and annual revenue goals are met

  • Prepare accurate forecasts of clients expected potential spend and estimated date of closing

  • Hold meetings with existing clients to discuss commitment options in exchange for preferred pricing options, in partnership with the Client Success team

  • Negotiate commitment and exclusivity contracts

  • Manage list of existing clients as assigned, identifying the point person within the organization to contact

  • Facilitate and run STW product presentations for prospective clients and offer timely follow up to ensure deals are moving towards a successful close

  • Communicate with prospective clients to schedule demos, address roadblocks, answer questions, and provide sales materials for persuading internal stakeholders

  • Monitor the sales phone and inbox during dedicated shifts, responding to client emails and phone calls in a timely manner

  • Hold discovery calls and follow up meetings with prospective clients, gathering information on pain points, decisionmakers, timelines to drive sales process

  • Communicate with prospective clients to schedule demos, address roadblocks, answer questions, and provide sales materials for persuading internal stakeholders

  • Draft and send client contracts, following up as needed to ensure timely signature

  • Enter and clean up sales data in Hubspot to ensure full team understanding of the client’s status within the sales pipeline

  • Knowledge and experience working within a solution-selling or consultative selling methodology

  • Experience selling/navigating a complex sales process

  • Develop a deep understanding of customer industry trends.

Prospecting and Outreach (35%)

  • Identify prospective clients through online research, LinkedIn, and personal networks and enter new leads into pipeline

  • Research leads and prospective clients

  • Contact leads to introduce STW and begin a conversation

  • Reach out to existing clients to upsell them additional products and services

Skills and Qualifications

  • 8+ years experience in positioning and selling large, complex solutions into the political sector.

  • Experience in both acquiring new business and cultivating existing relationships for business.

  • A proven track record of consistent over quota achievement within a solutions software vendor.

  • Excellent communication, negotiation, presentation, and interpersonal skills.

  • Building multi-level, consultative relationships, including with C-level executives.

  • Experience selling into political campaigns, consultants, etc. is a plus

Salary and Benefits

  • $95,000 yearly salary (base). As part of our commitment to equity, salaries are non-negotiable.

  • This role may be eligible for a discretionary bonus as determined by the company in its sole discretion.

  • 401k matching up to 6% after a provisional period.

  • Ten paid company holidays, two floating holidays, and a week and a half-long holiday break at the end of the year.

  • Generous paid vacation (up to 24 days a year with time accrued monthly); paid sick leave; paid short-term medical, caregiver, bereavement, and other personal leave.

  • 16 weeks of paid parental leave and an additional 4 weeks of part-time, fully-paid flex time. This is available to all new parents of any gender, including adoptive parents.

  • Fully-paid premium, $0 deductible, top-notch medical insurance, as well as dental and vision insurance, for you and your dependents.

  • Remote working with flexible working conditions, a stipend to support your home office setup, and access to a company computer.

  • Every employee is invited to donate 25,000 free texts to a non-profit of their choice each year.

  • To support continued professional growth and development, Scale to Win offers each employee an annual $2,000.00 stipend towards achieving your professional development goals.

Interview Process + Timeline (subject to change)

  • Submit application by Sunday, January 4, 2026

  • Interview with hiring manager by Friday, January 23, 2026

  • Panel Interview by Friday, February 6, 2026

  • Co-CEO meet and greet, reference checks and offer extension by Friday, February 12, 2026

The position will be open until filled, and applications will be reviewed on a rolling basis.

Applicants must be currently authorized to work in the United States on a full-time basis. At this time, we’re unable to sponsor or take over sponsorship of employment visas.

Interview Accommodations

Scale to Win is committed to providing all candidates a respectful and inclusive interview process. If you require any accommodations to fully participate in the interview process—such as alternative formats, extended time, assistive technology, or other support—please let us know. You can request accommodations by emailing peopleops@scaletowin.com.

Scale to Win is an equal opportunity employer. In keeping with our beliefs and goals, no applicant will face discrimination or harassment based on race, color, ancestry, national origin, religion, age, gender, marital domestic partner status, sexual orientation, gender identity, disability status, or veteran status. Above and beyond discrimination/harassment based on “protected categories,” Scale to Win also strives to prevent other, subtler forms of inappropriate behavior (e.g., stereotyping) from ever gaining a foothold. Whether blatant or hidden, barriers to success have no place at Scale to Win.

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Remote Sr. Sales Manager - Political • Chesapeake, Virginia

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