Application Guide

How to Apply for Senior Sales Manager - Political

at Scale to Win

🏢 About Scale to Win

Scale to Win is a fully-remote progressive political tech company founded in 2020 by organizing leaders from major presidential campaigns. They provide texting and dialer tools to over 3,000 Democratic and progressive campaigns, making them a key player in progressive political technology. For someone passionate about Democratic politics and tech, this is a chance to work with a mission-driven team that directly impacts electoral outcomes.

About This Role

As Senior Sales Manager - Political, you'll own the full sales cycle for high-value contracts ($100k+ per cycle), from prospecting to closing. You'll build relationships with campaign decision-makers and negotiate contracts, directly enabling progressive campaigns to scale their outreach. This role is impactful because your success helps elect more Democrats and advance progressive causes.

💡 A Day in the Life

A typical day might start with reviewing your pipeline and prioritizing outreach to campaigns entering a critical phase. You'll conduct discovery calls with prospective clients, followed by a product demo tailored to their needs. The afternoon could involve negotiating contract terms with a large committee or following up with an existing client to upsell additional tools for an upcoming election.

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🎯 Who Scale to Win Is Looking For

  • Has 8+ years of political sales experience, specifically selling complex SaaS solutions to campaigns, PACs, or party committees.
  • Proven track record of exceeding quotas in a solutions software environment, with examples of closing $100k+ deals.
  • Deep understanding of the political cycle and campaign decision-making, able to speak the language of campaign managers and finance directors.
  • Expert at consultative selling and building relationships at all levels, including C-suite (e.g., campaign managers, executive directors).

📝 Tips for Applying to Scale to Win

1

Highlight your political sales experience explicitly: mention specific campaign clients, deal sizes, and the types of tools you sold (e.g., texting, dialer, CRM).

2

Quantify your quota achievement: include your quota numbers and attainment percentages for the last 2-3 years.

3

Show you understand Scale to Win's product: in your cover letter, reference their texting and dialer tools and how they differ from competitors like ThruText or Hustle.

4

Tailor your resume to emphasize consultative selling: use phrases like 'needs analysis,' 'ROI presentation,' and 'multi-level relationship building.'

5

Mention your familiarity with the progressive political ecosystem: list any Democratic campaigns or progressive organizations you've worked with.

✉️ What to Emphasize in Your Cover Letter

['Your passion for progressive politics and how your sales work has directly contributed to Democratic wins.', 'Specific examples of managing a pipeline of $100k+ deals and exceeding quotas in political software sales.', 'Your ability to navigate the unique challenges of political sales, such as short cycles, budget constraints, and multiple stakeholders.', "Why Scale to Win's mission and tools resonate with you, and how you can help them grow their impact."]

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🔍 Research Before Applying

To stand out, make sure you've researched:

  • → Read case studies or testimonials on Scale to Win's website to understand their value proposition and client success stories.
  • → Follow the company's blog or social media to learn about recent product updates and their role in key elections.
  • → Research their competitors (e.g., ThruText, Hustle, CallHub) to understand Scale to Win's differentiators.
  • → Look up the founders' backgrounds and the company's origin story to align with their mission.
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💬 Prepare for These Interview Topics

Based on this role, you may be asked about:

1 Walk us through your process for managing a sales pipeline during a political cycle. How do you prioritize leads?
2 Describe a time you closed a large contract with a campaign or committee. What was your strategy and what obstacles did you overcome?
3 How do you build relationships with campaign decision-makers who are often overwhelmed and under time pressure?
4 What is your approach to upselling existing clients? Give an example of a successful upsell.
5 How do you stay informed about the political landscape and campaign technology trends?
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⚠️ Common Mistakes to Avoid

  • Don't use generic sales language without political context; avoid phrases like 'solution selling' without tying it to campaigns.
  • Don't underestimate the importance of relationship-building in political sales; focus on consultative, not transactional, selling.
  • Don't neglect to show your knowledge of the political cycle; avoid vague statements about 'working with clients.'

📅 Application Timeline

This position is open until filled. However, we recommend applying as soon as possible as roles at mission-driven organizations tend to fill quickly.

Typical hiring timeline:

1

Application Review

1-2 weeks

2

Initial Screening

Phone call or written assessment

3

Interviews

1-2 rounds, usually virtual

✓

Offer

Congratulations!

Ready to Apply?

Good luck with your application to Scale to Win!

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