No Straight Line

A career, in its own words

Jennifer

Revenue leader that builds paths to win

I lead revenue teams and go-to-market strategy, primarily across SaaS and education technology. Over the past fifteen-plus years, my work has centered on building sales infrastructure, leading teams, and personally working enterprise deals from discovery through contract.

Portrait of Jennifer

The fuller story

I build and run sales engines for early and growth-stage companies. Right now, alongside advising, I have been building apps on Lovable to test go-to-market workflows firsthand.

Most of my career has been about turning early customer interest into a repeatable revenue machine. At Arly, I joined as VP of Sales and helped shift the company from a services model to SaaS, growing revenue 367% over 5.5 years and expanding the team from two to 13 reps. Before that, I spent nearly seven years at Parchment. I started on the front lines, earned six promotions, and helped grow ARR from $2.5M to $50M while building playbooks and leading sales teams. Most recently at StudentBridge, I took over a stalled pipeline, established a high-activity motion, and closed deals in 120 days in an edtech market where cycles normally take eight to 12 months.

My path has spanned individual selling, team leadership, strategic partnerships, and operations. I know how to carry a bag, build a pipeline from scratch, and set up the reporting and tech stack.

What I want next is an early-stage startup where I can build the sales engine from the ground up and scale it.

The shape of the journey

My squiggle

EarlierToday ↓

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The hidden depth

Where the real work lives

THE HIDDEN DEPTHDelivered Breakout GrowthLed High-Stakes RFPs & EnterpriseOpportunitiesRebuilt the TeamExpanded into New MarketsDramatically Compressed Time toRevenueI was building apps in Lovable andlooking for a solid idea to taketo marketBuilt & Scaled the SalesOrganizationBuilt the Revenue InfrastructureMaximized a Lean Operating Modelwith AI

Where the real work lives

Saved moments along the way: the depth behind the highlights.

Selected work

Projects that show how I work

01

Sniffsburgh Academy

Building a dog training LMS.

Context
Sniffsburgh was largely an in person business, but had great training for dogs that could be used more globally via an app.
My contribution
I built the site for the owner of Sniffsburgh with a full front and backend dog training LMS.
Result or lesson
Once the content is fully updated this will be a great site for dog owners.

02

No Straight Line

Built this app to help career professionals to better tell their story through seeking new opportunities, promotions, layoffs, and career changes.

Context
Needed a site that went beyond the resume or LinkedIn to help someone stand out and better communicate their story.
My contribution
Built the site and all of the elements and IP.
Result or lesson
Result is a robust career portfolio site for job seekers to tell a better story.

Moments that show the work

  • Something I built or improvedNo date

    Delivered Breakout Growth

    Drove 500%+ total revenue growth in 2024, including a 380% increase in new-business bookings, through new-market penetration, expansion, and disciplined sales execution.

  • Something I built or improvedNo date

    Led High-Stakes RFPs & Enterprise Opportunities

    Personally managed multiple complex RFP responses and strategic opportunities, coordinating pricing, product, technical, security, implementation, and executive inputs while continuing to lead day-to-day revenue operations.

  • Something I built or improvedNo date

    Rebuilt the Team

    Recruited and hired key Sales, Customer Success, and growth talent while establishing stronger expectations around activity, accountability, prospect engagement, pipeline creation, and customer relationships.

  • Something I built or improvedNo date

    Expanded into New Markets

    Developed sales motions across K-12, higher education, nonprofits, youth development, and recreation, helping Arly dramatically expand both its addressable market and national footprint.

  • Something I built or improvedNo date

    Dramatically Compressed Time to Revenue

    Closed new business within 120 days in a higher education market where the typical sales cycle was 8–12 months, while simultaneously rebuilding pipeline for longer-term growth.

  • A moment I simply want to rememberNo date

    I was building apps in Lovable and looking for a solid idea to take to market

    My passion project has been building apps.

  • Something I built or improvedNo date

    Built & Scaled the Sales Organization

    Grew the team from 2 to 13 direct reports, then added leadership layers as the business scaled. Built the hiring profiles, onboarding, coaching, activity expectations, territory structure, and sales discipline needed to support continued growth.

  • Something I built or improvedNo date

    Built the Revenue Infrastructure

    Introduced the sales technology, forecasting, pipeline management, reporting, enablement, and operating rhythms needed to move from an early-stage sales effort to a repeatable and measurable revenue organization.

  • Something I built or improvedNo date

    Maximized a Lean Operating Model with AI

    Used AI extensively across research, account planning, reporting, analysis, RFP development, sales enablement, and administrative workflows to increase output and maintain execution across an unusually broad executive scope.

  • Something I built or improvedNo date

    Rebuilt the Sales Engine

    Took over a new-business function with limited active pipeline and immediately established a high-activity sales motion centered on live prospect conversations, phone-heavy outreach, personalized email and LinkedIn engagement, disciplined follow-up, and face-to-face selling. Grew pipeline to 2x goal and increased wins quarter over quarter.

  • Something I built or improvedNo date

    Strengthened Retention

    Implemented customer health tracking, renewal and account management playbooks, earlier risk identification, and more proactive customer engagement to protect recurring revenue and create expansion opportunities.

  • A moment I simply want to remember9/28/2026

    I built No Straight Line

    Built an awesome career portfolio site.

  • Something I built or improvedNo date

    Created Executive-Level Revenue Visibility

    Rebuilt forecasting, pipeline reporting, CRM discipline, conversion tracking, and churn visibility while managing extensive board and executive reporting requirements.

  • Something I built or improvedNo date

    Beat a Four-Year Growth Plan in Under Two

    Surpassed the company’s four-year revenue target in less than two years, including 281% year-over-year growth in year two.