Keegan Otter (Software Cowboy 🤠)

Upvert.io

• Investor & Advisor

  Nov 2024 - Present · 10 mos·Current

  {"0":{"type":"textComponent","text":"Upvert tracks all digital ad and marketing campaigns that push people to your site, so you can easily retarget and have easy to use 1:1 messaging that Shows the right message at the right moment to engage visitors, convert leads, and guide them through your product... all without code and powered by AI"},"1":{"type":"mediaComponent","text":"Features","thumbnail":"https://media.licdn.com/dms/image/sync/v2/D4E27AQGvuebH6oORqA/articleshare-shrink_480/B4EZiaZ3JhGoAo-/0/1754937129324?e=1756666800&v=beta&t=wwl67AP3l6KWHbjUraKo8EU9c3Uy1y8PVxioZnNVa54"}}

It's Destiny Recruiting · Part-time

• Strategic Advisor

  Apr 2024 - Present · 1 yr 5 mos·Remote·Current

  {"0":{"type":"textComponent","text":"YOU ARE ENOUGH. It's Destiny Recruiting's job is to help you put your best foot forward.\n\n80% of the candidates we have placed in 2020 and 2021 were women and those of diverse being, thought, and life experiences.\n\n\nOUR FOCUS\nWe focus on placing SDRs/MDRs, Account Executives, Customer Success, Account Manager and Executive Level Sales Leadership Professionals.\n\n\nOUR SPECIALTY\nWe specialize in SaaS, Cloud, Machine Learning, Data Analytics, Cyber Security and AI Platforms - Mid Market and Enterprise."},"1":{"type":"textComponent","text":"Skills: Business Advising · Strategic Planning"},"2":{"type":"mediaComponent","text":"IDR Values","thumbnail":"https://media.licdn.com/dms/image/v2/D4E2DAQEwUb4Q5ojvXA/profile-treasury-image-shrink_800_800/profile-treasury-image-shrink_800_800/0/1713560626058?e=1756666800&v=beta&t=Xn_zCqFldknbRh50YvyuArlY6kdmqf1QIdfjyWZh-K4"}}

2 yrs 4 mos

• Product Evangelist

  Nov 2023 - Present · 1 yr 10 mos·Remote·Current
• Head of Revenue & GTM

  Oct 2023 - Present · 1 yr 11 mos·Remote·Current

Sendspark · Contract

• Strategic Advisor

  Oct 2023 - Present · 1 yr 11 mos·Remote·Current

  {"0":{"type":"textComponent","text":"Sendspark is the #1 video platform for sales teams to connect with customers. Sendspark is easily integrated within Gmail, LinkedIn, Hubspot, Outreach, SalesLoft, Zendesk and other messaging platforms you already use and love, so you can generate up to 400% more email engagement.\n\nSee why 10,000+ GTM professionals at companies like Salesforce, Outreach, Zoho, Oracle and LinkedIn use Sendspark: sendspark.com. \n\n3x your email click rates and 2x response rates with Sendspark video. Leverage dynamic video backgrounds and AI to personalize your videos to everyone. \n\nTry it out yourself: https://sendspark.com/?via=keegan19"},"1":{"type":"textComponent","text":"Skills: Sales Prospecting"},"2":{"type":"mediaComponent","text":"Sendspark | Record and Share Personalized Videos","thumbnail":"https://media.licdn.com/dms/image/sync/v2/D4D27AQHmDd6V72zBXA/articleshare-shrink_800/articleshare-shrink_800/0/1730909754317?e=1756666800&v=beta&t=SNxXel4LeiyQsYyoEkv5cI_r3gLvgTyHt-nP5pA7xN8"},"3":{"type":"mediaComponent","text":"ericosiu (@ericosiu) on X","thumbnail":"https://media.licdn.com/dms/image/sync/v2/D4D27AQGJnvUjhCc8Ag/articleshare-shrink_800/articleshare-shrink_800/0/1711741517292?e=1756666800&v=beta&t=mcwOu8E1eWhQWiG_kO-6zEjgXhNFmyt6pb9lPYu5C6o"}}

Get Away Stayz · Self-employed

• Owner

  Jun 2022 - Present · 3 yrs 3 mos·Remote·Current

  {"0":{"type":"textComponent","text":"I own and rent flipped properties to traveling professionals across the U.S."},"1":{"type":"textComponent","text":"Skills: Entrepreneurship"},"2":{"type":"mediaComponent","text":"Western Cottage in Dallas","thumbnail":"https://media.licdn.com/dms/image/v2/C562DAQHFdk6cYnf-PA/profile-treasury-image-shrink_800_800/profile-treasury-image-shrink_800_800/0/1657472903662?e=1756666800&v=beta&t=tIpJA2K9lbdKMblYzvBJYLqIifUOnL8kFoofCBn0DmE"}}

Enabled Up · Self-employed

• CEO & Founder

  Jan 2020 - Present · 5 yrs 8 mos·Phoenix, Arizona, United States·Current

  {"0":{"type":"textComponent","text":"I help scale early stage companies and build out GTM teams as a fractional Director/ VP. I specialize in RevOps and Revenue growth. \n\nConsulting expert on tools such as Outreach.io, Apollo, SalesLoft, Salesforce, HubSpot, Salesforce, Zapier, ZoomInfo, Seamless.ai, LeadIQ, Spekit, Video tools, Loom, Vidyard, Drift, Warmly, Charm.io, and other tools to maximize customer efficiency and increase sales efforts for SMB-Corporate sized businesses.\n\nIf you need help with Sales Development, Writing Sequences, our Growth hacking, I am your guy."},"1":{"type":"textComponent","text":"Skills: Sales · Marketing Strategy · Leadership · Team Building · Entrepreneurship · Sales Prospecting · Team Leadership"},"2":{"type":"mediaComponent","text":"Episode 8: Social Selling in Software Sales with Keegan Otter","thumbnail":"https://media.licdn.com/dms/image/sync/v2/D4D27AQH85-1n6CflmA/articleshare-shrink_800/articleshare-shrink_800/0/1711217090523?e=1756666800&v=beta&t=cTGrEnBIiVPyxEy2dwNPCLxWF45Rn0Ct2aEFYEdcbfM"},"3":{"type":"mediaComponent","text":"Keegan Otter: Omnichannel With the Software Cowboy","thumbnail":"https://media.licdn.com/dms/image/sync/v2/D4E27AQHGwbUJMfGEwg/articleshare-shrink_800/articleshare-shrink_800/0/1736690092353?e=1756666800&v=beta&t=adHYnR_0-8auMBpUWXrbOIx1ophXbc-bMEiOipGueTM"},"4":{"type":"mediaComponent","text":"Keegan Otter (Head of Sales, Warmly.ai)","thumbnail":"https://media.licdn.com/dms/image/sync/v2/D4D27AQGKbZugQlx9dw/articleshare-shrink_800/articleshare-shrink_800/0/1737520126298?e=1756666800&v=beta&t=yKloJ7s1R6S1bVtj0D-gnBzf3JZdJ5QAgus7RvTIluA"}}

SmartScout · Part-time

• Strategic Advisor

  Oct 2024 - Feb 2025 · 5 mos

  {"0":{"type":"textComponent","text":"Skills: Strategic Planning · Scale Planning · Executive Coaching"}}

2 yrs 4 mos

• Lead Actor

  Jul 2024 - Sep 2024 · 3 mos·Remote

Evabot · Contract

• AI Advisor

  Apr 2024 - Jul 2024 · 4 mos·Remote

  {"0":{"type":"textComponent","text":"With Evabot you can leverage AI to break into new accounts with precision sales triggers. \n\nSome of the benefits with using Evabot AI\n-Crack open twice the conversations.\n-With precision sales triggers, not just 
job changes.\n-Delivered proactively across all accounts."},"1":{"type":"textComponent","text":"Skills: Outbound Sales · Artificial Intelligence (AI)"},"2":{"type":"mediaComponent","text":"Advisor Card","thumbnail":"https://media.licdn.com/dms/image/v2/D4E2DAQF_URfQ0cTmnQ/profile-treasury-image-shrink_800_800/profile-treasury-image-shrink_800_800/0/1712685839155?e=1756666800&v=beta&t=ds-xWeNwzvI9wNRg0_f2FLfbaL6-yaMfGCqqBoHuL60"}}

2 yrs 4 mos

• Director of Sales

  May 2023 - Oct 2023 · 6 mos·Remote

Full-time · 1 yr 5 mos

• Director of Sales & Revenue Operations

  Oct 2022 - May 2023 · 8 mos
• Sr. Manager, Sales Development & Sales Operations

  Jun 2022 - Oct 2022 · 5 mos

Skaled Consulting · Part-time

• Sales & Sequence Consultant

  Jan 2022 - Oct 2022 · 10 mos·Remote

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Full-time · 1 yr 5 mos

• Senior Manager of Sales Development

  2022 - Jun 2022 · 6 mos

Postscript · Full-time

• Manager of Business Development & BDR Enablement

  Jul 2021 - Feb 2022 · 8 mos

  {"0":{"type":"textComponent","text":"Coached a team of 24 rockstar BDRs \n\n- Directly Managing 10 MM/ ENT BDRs\n- Brought on outbound video as a new channel - Generating 105 opportunities within 4 months \n- Enabling the whole BDR Org through Guru, SFDC reports, SalesLoft training\n- Created a virtual BDR bootcamp to onboard new hires utilizing notion and our enablement technology\n- Built a Guru Enablement deck (0-52 cards) on Salesloft, Salesforce, Cold Calling, and Outbound video best practices within the first 30 days - Currently has a 95% adoption rate. \n- Appointed as the SalesLoft Admin for the BDR Org\n- Rebuilt our cadence library, leading to a 50% increase in opp conversion \n- Increased Call output across the BDR org by 4x within first 30 days (328 dials to 1218 dials per week)\n- Increased Week over Week conversion rate by 2x within 30 days\n- Co-Filled in for the Director while she was on maternity leave for Q3 and pushed our department to hit 110% of the quarterly goal\n- Created and successfully tested 3 new outbound approaches that became adopted org wide - Instagram, ‘Bought From Store’ & ‘Pay to Play’ leading to an increase of 27% in pipeline\n\nCome help sell the leading SMS platform to online brands and celebrity brands you already buy from."},"1":{"type":"textComponent","text":"Skills: Leadership"}}

Full-time · 10 mos

• Head of Sales Development & Sales Operations

  Apr 2021 - Aug 2021 · 5 mos·Remote
• Head of Partnerships Sales (Owned Community of Funnel IQ)

  Apr 2021 - Aug 2021 · 5 mos
• Manager of Sales Development

  Nov 2020 - Aug 2021 · 10 mos·Remote
• Head of Community Engagement & Partnerships (Owned Community of Funnel IQ)

  Nov 2020 - Jul 2021 · 9 mos

Greaser Consulting · Part-time

• Strategic Sales Content Consultant

  Aug 2020 - Nov 2021 · 1 yr 4 mos·Remote

  {"0":{"type":"textComponent","text":"Sales Engagement experts to help you engage your market with more confidence. \n\nWhen it comes to sequences, playbooks, training, or implementation of your SEPs we can do it for you or coach you along the way. \n\nOur mission is to empower and scale our clients revenue engines.\n"}}

DoorDash · Full-time

• Corporate Account Executive

  May 2020 - Oct 2020 · 6 mos·Phoenix, Arizona, United States

  {"0":{"type":"textComponent","text":"-108% Quota Attainment \n\nAs an Account Executive on our Corporate Sales team, I have joined one of the newest departments on the ground floor with the purpose of growing DoorDash for Business. DoorDash has been named #4 on LinkedIn Top Startups\n\nFounded in 2013, DoorDash is a technology company passionate about transforming local businesses and dedicated to promoting new ways of working, earning, and living. Today, DoorDash connects customers with their favorite local and national businesses in more than 6,000 cities across the United States and Canada."}}

Full-time · 9 mos

• Enterprise Sales Development Representative

  Oct 2019 - Feb 2020 · 5 mos
• Sales Development Representative

  Jun 2019 - Oct 2019 · 5 mos