ai-for-sales
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Alex Bilmes Keeps Building the Missing Context
From Cloudability dashboards to Reflect's visualizations and Endgame's AI context layer, Alex Bilmes has spent his career turning scattered data into decisions people can actually use.
Sailes
Sailes is a New York and Kansas City based AI company that builds autonomous, personality-driven "Sailebots" to automate the entire B2B sales prospecting lifecycle - from finding contacts and researching accounts to writing outreach and booking meetings. Founded in 2018 by Nick Smith, the venture-backed firm trained its own sales-focused AI model to replace roughly a dozen point solutions, and its Sailebots are deployed across dozens of countries for enterprise and mid-market sales teams at companies including Staples, Wiley, and Rogers Electric.
Endgame
Endgame is a San Francisco software company building an AI knowledge system for enterprise sales teams. It connects a company's CRM, emails, and call recordings with external sources like news, 10-Ks, and LinkedIn to do account research, meeting prep, deal inspection, and QBRs roughly 100x faster - aiming to turn every seller into a trusted advisor rather than a source of automated spam. Founded in 2021 by Alex Bilmes, the company first helped define the 'product-led sales' category before pivoting to an AI-native platform, and has raised about $47.5M from EQT Ventures, Menlo Ventures, Upfront Ventures, and Unusual Ventures.
Scratchpad
Scratchpad is an AI workspace for sales that sits between reps and Salesforce, automating CRM updates, transcribing calls, monitoring data hygiene, and enforcing sales methodologies so sellers spend less time on admin and more time closing. Founded in 2019 by repeat founders Pouyan Salehi and Cyrus Karbassiyoon, the company has raised roughly $49.6M, including a $33M Series B led by Craft Ventures, and is used by thousands of revenue teams at companies like Brex, Vercel, Clio and Crunchbase.
Across AI
Across AI is a San Francisco startup building an AI 'operator' for high-stakes enterprise workflows, starting with B2B sales. Founded in 2024 by serial entrepreneur Steven Mih with UC Berkeley researcher Niloufar Salehi and Stanford-trained algorithms specialist Afshin Nikzad, the company pairs next-generation agentic memory with patent-pending multi-layered reasoning graphs so that sales teams get a strategist embedded in every deal - one that remembers every interaction, product nuance, and objection, and acts on it with full lineage tracking.
Seismic
Seismic is a San Diego-based enablement software company whose AI-powered Enablement Cloud helps sales and marketing teams find, personalize, and deliver the right content to buyers, then coach reps and measure what actually moves deals. Founded in 2010 and now serving roughly 2,000 organizations, it sits at the center of the go-to-market software stack and, in early 2026, agreed to merge with rival Highspot under the Seismic name.
Xactly Corp
Xactly Corp is a San Jose-based enterprise software company that builds an AI-powered Intelligent Revenue Platform for sales performance and incentive compensation management. Founded in 2005, it helps Revenue Operations and Finance teams plan territories and quotas, automate sales commissions, forecast pipeline, and motivate sellers using two decades of accumulated pay-and-performance data. Now owned by Vista Equity Partners, Xactly serves enterprise customers worldwide and is widely regarded as a category leader in sales compensation software.
Jonah Lopin
Jonah Lopin is the co-founder and CEO of Crayon, a Boston-based market and competitive intelligence software company he started in 2015 with John Osborne. Before Crayon, he was HubSpot's sixth employee, running Customer Success from zero through the company's 2014 IPO. A Cornell physics grad with an MIT Sloan MBA, Lopin built Crayon on a simple frustration: companies obsess over their internal metrics while staying blind to what's happening in the market around them. His pitch is that competitive intelligence can be programmatic, continuous, and software-driven rather than a slide deck someone updates twice a year.
Mihir Garimella
Mihir Garimella is co-founder and CEO of Actively AI, a New York company building what he calls GTM superintelligence: persistent AI agents that work individual sales accounts around the clock for enterprises like Ramp, Ironclad, Attentive and Samsara. In April 2026 the company raised a $45M Series B co-led by TCV and First Harmonic, pushing total funding past $68M. Long before the cap tables, Garimella was the teenager who built a $250 fruit-fly-inspired rescue drone called Firefly, won his category at the 2015 Google Science Fair, spoke at TEDxTeen, and was profiled by CNN before he could legally drive.