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Enterprise Direct Sales Playbook

How 368 startups used enterprise direct sales to grow. Here's what the data says about what they actually did.

368
Companies
$1.1M
Avg MRR
$25.0M
Top MRR
78%
$50k+ Hit Rate

Most Used Tools (229 companies)

Slack34 (15%)
LinkedIn24 (10%)
Salesforce20 (9%)
HubSpot13 (6%)
FreshBooks10 (4%)
Stripe8 (3%)
Trello8 (3%)
Gmail8 (3%)
Twitter7 (3%)
Google Ads7 (3%)
Asana7 (3%)
Monday.com7 (3%)
Evernote7 (3%)
Acuity Scheduling7 (3%)
Facebook7 (3%)

How They Got Their First Customer

Upsold from i-Platform Facebook apps business1
TED conference attendees saw the technology demonstrated and requested custom networks for their own organizations1
Sales-driven outreach; Chris brought sales expertise from previous roles1
SEM (search engine marketing)1
Rollover customers from legacy freemium model (Kotap)1
Richard founded Corndel, a training company, as the first customer to demonstrate proof of concept and learn the market before winning other customers.1
Revenue generated from Facebook apps they built themselves before incorporation, which went viral. They monetized these apps with ads and reinvested profits into the business.1
Referral through founder's father's network in the logistics industry1
Referral from a friend who owned a cannabis dispensary1
Pilot with two corporate clients from Pure47 incubator space in Copenhagen where the founders were located1

Time to PMF

3 years6
2 years5
1 year5
4 months3
9 months2
5 months2
3 months2
approximately 9-14 years1
approximately 3-4 years (2014-2017/2018)1
approximately 1 year1

Top Companies by MRR (368)

mParticleby Michael Katz

mParticle is an enterprise customer data platform founded by Michael Katz that serves major brands including Airbnb, Spotify, and Postmates. The company has raised over $120 million in funding from top-tier VCs including GV, Greylock, and Bain Capital Ventures. Katz brings extensive enterprise SaaS experience from his previous exit—Interclick, an adtech company he grew to $140 million in revenue before its 2009 IPO and 2012 acquisition by Yahoo for $270 million.

SaaSenterprise-direct-salesvia SaaStr Podcast
Facebook Workplace

Facebook Workplace is a communication and collaboration platform for enterprise organizations that connects employees through Groups, Chat, Rooms, and Live video broadcasting. The article features Christine Trodella, Head of Americas, discussing her experience scaling the SaaS product within Facebook's non-SaaS parent company and her insights on enterprise sales, pricing strategies, and the shift to remote work.

SaaSenterprise-direct-salesvia SaaStr Podcast
Moveworksby Bhavin Shah

Moveworks is a cloud-based AI platform built by Bhavin Shah to automatically resolve IT support issues for large enterprises. The company has raised over $108M from top-tier VCs including Kleiner Perkins, Lightspeed, Bain Capital, Sapphire Ventures, and ICONIQ. Bhavin leveraged his prior experience as a successful founder (Gazillion Entertainment scaled to 200+ employees, Refresh acquired by LinkedIn) to build an enterprise-focused solution addressing remote work IT support challenges.

SaaSenterprise-direct-salesvia SaaStr Podcast
Pipeby Harry Hurst

Pipe is a SaaS platform that allows subscription-based businesses to access the full annual value of their monthly subscriptions upfront, effectively solving cash flow constraints. Co-founder Harry Hurst raised a $6M seed round led by Craft Ventures with participation from notable investors including Naval Ravikant and WorkLife Ventures. The company focuses heavily on churn prediction and customer success as core differentiators, with Harry emphasizing non-dilutive capital as an alternative to traditional VC funding for founders.

SaaSenterprise-direct-salesvia SaaStr Podcast
BigIDby Dimitri Sirota

BigID is an enterprise SaaS platform providing advanced data discovery and intelligence for data centres and cloud environments, founded by serial entrepreneur Dimitri Sirota. The company has raised over $145M from top-tier investors including Boldstart, Scale Venture Partners, Bessemer, Salesforce Ventures, and Tiger Global, with a recent $50M Series C led by Tiger Global.

SaaSenterprise-direct-salesvia SaaStr Podcast
Adyen

Adyen is a Dutch payments startup that grew into a global public company with 15+ offices worldwide, serving major clients like Facebook, Spotify, Uber, and Microsoft. The company's journey demonstrates successful global expansion through focus on enterprise clients and strong organizational culture.

SaaSenterprise-direct-salesvia SaaStr Podcast
SocialChorusby Nicole Alvino

SocialChorus, founded by Nicole Alvino, is an enterprise SaaS company that has achieved significant traction with 10 Fortune 50 companies as customers. Alvino drew insights from her experience in structured finance at Enron to build the company while maintaining ethical standards.

SaaSenterprise-direct-salesvia SaaStr Podcast
Chargebeeby Krish Subramanian

Chargebee is a subscription billing and revenue management platform founded by Krish Subramanian that helps companies deliver subscription experiences. The company has raised $38M from top-tier investors including Insight Venture Partners, Tiger Global, Steadview, and Accel Partners, grown to over 300 employees and serves over 5,000 clients globally. Under Krish's leadership, Chargebee has become one of India's fastest-growing SaaS companies.

SaaSenterprise-direct-salessubscriptionvia SaaStr Podcast
Zyloby Eric Christopher

Zylo is a cloud-based software management system founded by Eric Christopher, a seasoned enterprise sales executive. The company has raised over $12M from top-tier investors including Bessemer, Salesforce, and GGV. Eric leveraged his experience from leadership roles at Sprout Social, Shoutlet, and ExactTarget to build and scale Zylo's sales-driven growth strategy.

SaaSenterprise-direct-salesvia SaaStr Podcast
InCountryby Peter Yared

InCountry is a SaaS platform that enables companies to operate globally while maintaining data residency compliance. Founded by Peter Yared, a serial entrepreneur who previously founded and sold six enterprise software companies, InCountry has raised $8M from investors including Bloomberg Beta, Felicis, and CRV. The company focuses on solving the complex enterprise problem of storing mission-critical data in its country of origin without extensive compliance overhead.

SaaSenterprise-direct-salesvia SaaStr Podcast
Duo Security / PagerDutyby Dug Song

Duo Security, founded by Dug Song, became a leading cloud-based unified access security and multifactor authentication provider, scaling to 10K+ customers and $100M+ ARR before being acquired by Cisco for $2.35 billion in October 2018. PagerDuty, led by CEO Jennifer Tejada, grew into a digital operations management platform with a $1.3 billion valuation announced in September 2018. Both companies maintained exceptional employee satisfaction with 4.5+ Glassdoor ratings and 98%+ CEO approval from 500+ employees.

SaaSenterprise-direct-salessubscriptionvia SaaStr Podcast
GoNimblyby Jason Reichl

GoNimbly is a SaaS consultancy specializing in revenue operations, founded by Jason Reichl to help companies break down silos between go-to-market teams and align around revenue as the north star metric. Growing 100% year over year, the company has worked with enterprise clients like Zendesk, Twilio, PagerDuty, and Coursera to increase revenue by 26% through strategic revenue ops alignment.

SaaSenterprise-direct-salesvia SaaStr Podcast
Scaleby Alexandr Wang

Scale is a SaaS platform founded by Alexandr Wang that provides high-quality training and validation data for AI applications. The company has raised over $23M from top-tier investors including Index, Accel, Y Combinator, and notable angel investors like Dropbox's Drew Houston. Alexandr brings experience from leadership roles at Quora and Addepar, focusing on scaling and building financial infrastructure.

SaaSenterprise-direct-salesvia SaaStr Podcast
Sprout Social

Sprout Social is a leading SaaS provider of social media engagement, advocacy and analytics solutions for business. The company has raised over $111M in funding including a recently announced $40M Series D led by Future Fund. Ryan Barretto, SVP of Global Sales, discusses scaling strategies and sales leadership principles drawn from his experience growing Salesforce from $180M to $7.5B.

SaaSenterprise-direct-salessubscriptionvia SaaStr Podcast
Rainforest QA

Rainforest QA is an on-demand QA solution that helps companies identify customer experience issues before code reaches production. The company has raised over $40M in funding from top-tier SaaS investors including Bessemer, Andreessen Horowitz, and Marc Benioff. Hannah Willson, VP of Sales, brings over 10 years of enterprise sales experience from companies like Zenefits and HelloWallet.

SaaSenterprise-direct-salesvia SaaStr Podcast
Anaplan

Anaplan is a B2B SaaS platform that accelerates decision-making with effective planning capabilities. The company has raised over $299 million in funding from top-tier investors including Meritech, Salesforce Ventures, Shasta, and DFJ Growth. Maria Pergolino, a seasoned B2B marketing executive with experience at Marketo and Apttus, joined as CMO to lead the company's go-to-market strategy.

SaaSenterprise-direct-salesvia SaaStr Podcast
Dialpadby Craig Walker

Dialpad is a modern business phone system founded by Craig Walker, an experienced operator with a track record of building voice communication products at Google. The company has raised over $120M from top-tier VCs including Andreessen Horowitz, Google Ventures, and Iconiq. Craig's expertise in go-to-market strategy, enterprise sales trials, and scaling teams has been central to Dialpad's positioning as a SaaS solution for modern workplaces.

SaaSenterprise-direct-salessubscriptionvia SaaStr Podcast
Saphoby Fouad ElNaggar

Sapho is an employee experience portal for the digital workforce founded by serial entrepreneur Fouad ElNaggar. The company has raised over $27 million in funding from prominent investors including Felicis, Bloomberg Beta, and Social Leverage. Fouad brings extensive experience from his prior roles as Chief Strategy Officer at CBS Interactive and as a VC at Redpoint Ventures, along with three previous venture-backed exits.

SaaSenterprise-direct-salesvia SaaStr Podcast
Moatby Jonah Goodhart

Moat is a SaaS analytics and intelligence company focused on transforming brand advertising online, founded by Jonah Goodhart. The company raised over $67m in VC funding and was acquired by Oracle for a reported $850m. Jonah brings experience from founding Right Media (acquired by Yahoo for $680m) and has invested in several successful startups.

SaaSenterprise-direct-salesvia SaaStr Podcast
Retention Scienceby Jerry Jao

Retention Science is an AI-powered marketing automation platform founded by Jerry Jao that uses artificial intelligence to deliver personalized customer experiences at scale. The company has achieved significant enterprise traction with clients including P&G, Unilever, and Olay, and has raised over $10M in VC funding from investors like Forerunner Ventures and Upfront Ventures. The company has been profitable since 2018 while maintaining a focus on enterprise sales and long-term customer relationships.

SaaSenterprise-direct-salesvia SaaStr Podcast
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